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Long chain aldehyde

(total 108)
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No Structure COMMON NAME NAME DATA No INFORMANT SYMBOL FORMULA MOL.WT(ave) Download BIOOGICAL ACTIVITY PHYSICAL AND CHEMICAL PROPERTIES SPECTRAL DATA CHROMATOGRAM DATA SOURCE CHEMICAL SYNTHESIS METABOLISM GENETIC INFORMATION NOTE REFERENCES
MELTING POINT BOILING POINT DENSITY REFRACTIVE INDEX OPTICAL ROTATION SOLUBILITY UV SPECTRA IR SPECTRA NMR SPECTRA MASS SPECTRA OTHER SPECTRA
1
caproaldehyde/caproic aldehyde
hexanal
 DLD0001
Toshihide Suzuki
C6H12O 100.159 Download ChemDraw structure file
Skin and eye irritant. LD50(rat, orl) 4.9g-5.0g/kg(Ref. 0001) LD50(rat, orl) 4890mg/kg(Ref. 0106) LD50(mus, orl) 8292mg/kg(Ref. 0017) LD50(rbt, skn)>10ml/kg(Ref. 0001)
Bp 131deg/ Bp12 28deg(Ref. 0106)
nd-20 1.4039(Ref. 0106)

m/e(12eV) 100(M+), 82, 72, 71, 58, 57, 56, 45, 44(Ref. 0002) m/e(70eV) 100(M+), 82, 72, 71, 58, 57, 56, 55, 45, 44, 43, 42, 29(Ref. 0002)


Constit. of many foodstuffs. A prod. of aerobic enzymatic transformations of plant constits.(Ref. 0106)



Used in fruit flavours and in perfumery. Liq. with green, unripe-fruit odour. Autoxidises rapidly.(Ref. 0106)
[0001] / [0002] / [0017] / [0106]
2
3-propylacrolein
2-hexenal
 DLD0002
Toshihide Suzuki
C6H10O 98.143 Download ChemDraw structure file
E-form: Peroxidizable. Skin irritant. LD50(rat, orl) 850mg/kg(Ref. 0003) LD50(rat, orl) 780mg/kg(Ref. 0108) LD50(mus, orl) 685mg/kg(Ref. 0017) LD50(rbt, skn) 600mg/kg(Ref. 0003)(Ref. 0108)
Z-form Bp6 42-44deg(Ref. 0004) E-form Bp 146-147deg/ Bp12 43deg(Ref. 0108) Z-form Bp20 46deg(Ref. 0108)
E-form d4-25 0.8212(Ref. 0004)
E-form nd-20 1.4480(Ref. 0108) E-form nd-25 1.4342(Ref. 0004)
E-form u 2740(sh), 1730(vs), 1665(m), 975(m) cm-1(Ref. 0004)
E-form 1H NMR(CDCl3 ): d 5.44(t, d), 6.29(d), 9.78(s)(Ref. 0004)



Constit. of many foods, hornbeam leaves, and of scent gland of many bugs, e.g., Pternistria bispina alarm pheromone of e.g. Cimex lectularius.(Ref. 0108)



E-form: Used in perfumery and flavourings. Liq. with sharp herbal pungency, apple-like in high dilution.(Ref. 0108)
Z-form: Fruit flavour/aroma constituent.(Ref. 0108)
[0003] / [0004] / [0017] / [0108]
3
3-hexenal
 DLD0003
Toshihide Suzuki
C6H10O 98.143 Download ChemDraw structure file
E-form: LD50(rat, oral) >5g/kg(Ref. 0005) LD50(rbt, skn) >5g/kg(Ref. 0005)
Z-form: LD50(rat, orl) 1560mg/kg(Ref. 0108)
E-form Bp4 38-40deg(Ref. 0004) E-form Bp36 51.5-52.5deg/ Bp20 35deg(Ref. 0108) Z-form Bp730 120deg/ Bp20 36deg(Ref. 0108)
E-form d4-25 0.8309(Ref. 0004) Z-form d224 0.853(Ref. 0108)
E-form nd-25 1.4499(Ref. 0004) Z-form nd-22 1.4300(Ref. 0108)
lmax 206.6nm(Ref. 0006)
E-form u 2740(sh), 1730(vs), 1660(m), 975(m) cm-1(Ref. 0004)(Ref. 0006)
E-form 1H NMR(CDCl3): d 2.98(d), 5.46(t, d), 6.40(d), 9.74(s)(Ref. 0004)



Z-form: Constit. of cistus leaf oil. Also present in tea, tomatoes and cucumber.(Ref. 0108)



Z-form: Used in perfumery.(Ref. 0108)
[0004] / [0005] / [0006] / [0108]
4
4-hexenal
 DLD0004
Toshihide Suzuki
C6H10O 98.143 Download ChemDraw structure file

E-form Bp50 34deg/ Bp20 37deg(Ref. 0108) Z-form Bp20 38deg(Ref. 0108)
E-form u 3010, 2960, 2920, 2710, 1730, 1695, 1640, 1450, 1380, 1265, 965 cm-1(Ref. 0007)
E-form 1H NMR (CDCl3): d 1.56-1.65(3H), 2.0-2.7(4H), 5.2-5.6(2H), 9.6(s, 1H) (Ref. 0007)
E-form m/z 98(M+), 69, 55, 42, 41, 29(Ref. 0007)






Oil.(Ref. 0108)
[0007] / [0108]
5
5-hexenal
 DLD0005
Toshihide Suzuki
C6H10O 98.143 Download ChemDraw structure file

Bp 118-121deg(Ref. 0108)








Liquid.(Ref. 0108)
[0108]
6
sorbic aldehyde/sorbaldehyde
2,4-hexadienal
 DLD0006
Toshihide Suzuki
C6H8O 96.127 Download ChemDraw structure file
E,E-form: Severe eye and skin irritant.
LD50(rat, orl) 730mg/kg(Ref. 0008) LD50(rat, orl) 300mg/kg(Ref. 0008)(Ref. 0109) LD50(rbt, skn) 270mg/kg(Ref. 0008)(Ref. 0109)
E,E-form Mp -18deg(Ref. 0010)
2Z,4E-form Bp760 180deg(Ref. 0009) Bp20 68-68.5deg(Ref. 0011) E,E-form Bp173-174deg/ Bp11 64-66deg(Ref. 0109)
d 0.89(Ref. 0008)(Ref. 0011)
n 1.535(Ref. 0008) nd-27 1.5367(Ref. 0011)
E,E,-form lmax(in ethanol) 271nm(Ref. 0010) lmax(in 95% ethanol) 271.5nm(Ref. 0011)
2Z,4E-form u 3040, 2960, 1670, 1640, 1580 cm-1(Ref. 0009) E,E-form u 3035, 3026, 3010, 3004, 2982, 2968, 2938, 2914, 2882, 2850, 2820, 2808, 2734, 1680, 1639, 1603, 1590, 1448, 1435, 1394, 1378, 1303, 1292, 1230, 1214, 1166, 1120, 1085, 1035, 1014, 988, 926, 863, 777, 612, 504, 480, 375, 298, 285, 242, 200, 145, 126 cm-1(Ref. 0010)
2Z,4E-form 1H NMR: d 1.92(d, 3H), 5.60-7.30(m, 4H), 10.17(d, 1H)(Ref. 0009) E,E-form 1H NMR (CDCl3, 200MHz): d 1.88(d, 3H), 6.04(dd, 1H), 6.42(m, 2H), 7.22(m, 1H), 9.54(d, 1H)(Ref. 0048)
2Z,4E-form m/z 96(M+), 81, 67, 53(Ref. 0009)

Raman spectrum E,E-form 3035, 3026, 3004, 2982, 2968, 2938, 2914, 2882, 2850, 2820, 2807, 2734, 1680, 1639, 1603, 1590, 1448, 1435, 1394, 1378, 1303, 1292, 1230, 1214, 1166, 1120, 1085, 1035, 1014, 988, 926, 863, 777, 612, 375, 298, 242, 200, 126(Ref. 0010)





Polymerizes explosively on heating.(Ref. 0109)
[0008] / [0009] / [0010] / [0011] / [0048] / [0109]
7
4,5-hexadienal
 DLD0007
Toshihide Suzuki
C6H8O 96.127 Download ChemDraw structure file

Bp8 43deg(Ref. 0109)
u1950, 1716 cm-1(Ref. 0012)
1H NMR(CDCl3 ) : d 2.10-2.70(m, 4H), 4.63(overlapping d of t, 2H), 5.10(overlapping d of t, 1H), 9.70(s, 1H)(Ref. 0012)







Liquid.(Ref. 0109)
[0012] / [0109]
8
adipaldehyde/adipic dialdehyde
hexanedial
 DLD0008
Toshihide Suzuki
C6H10O2 114.142 Download ChemDraw structure file

Bp2.5 65-66deg(Ref. 0107)
lmax 277nm(Ref. 0013)
u1725 cm-1(Ref. 0013)
1H NMR: d 1.48-1.77(m, 4H), 2.26-2.63(m, 4H), 9.71(dt, 2H)(Ref. 0013)
m/e 96(M+-H20)(Ref. 0013)






Polymerises on long standing.(Ref. 0107)
[0013] / [0107]
9
2-hexenedial
 DLD0009
Toshihide Suzuki
C6H8O2 112.127 Download ChemDraw structure file

Z-form Bp0.35 60deg(Ref. 0014)(Ref. 0110)
u (CHCl3) 1740, 1700 cm-1(Ref. 0014)
1H NMR(CDCl3): d 2.70(m, 4H), 6.15(ddt, 1H), 6.87(dt, 1H), 9.57(d, 1H), 9.83(s, 1H)(Ref. 0014)
m/e 113(M++1), 95, 85(Ref. 0014)






(Ref. 0110)
[0014] / [0110]
10
3-hexenedial
 DLD0010
Toshihide Suzuki
C6H8O2 112.127 Download ChemDraw structure file









(Ref. 0110)
[0110]
11
muconic dialdehyde
2,4-hexadienedial
 DLD0011
Toshihide Suzuki
C6H6O2 110.111 Download ChemDraw structure file

E,E-form Mp 120.5-121deg(Ref. 0111) E,Z-form Mp 58.5-59.0deg(Ref. 0111) Z,Z-form Mp 99deg(Ref. 0111)
lmax 272nm(Ref. 0016)
u 1730, 1680 cm-1(Ref. 0016)
1H NMR(CDCl3 ): d 6.5(m), 7.3(m), 8.1(m), 9.75(d), 9.77(d), 10.25(d)(Ref. 0016)







E,E-form: Pale-yellow needles.(Ref. 0111)
E,Z-form: Yellow leaflets.(Ref. 0111)
Z,Z-from: Yellow needles.(Ref. 0111)
[0016] / [0111]
12
2-hydroxycaproaldehyde
2-hydroxyhexanal
 DLD0012
Toshihide Suzuki
C6H12O2 116.158 Download ChemDraw structure file
LD50 (mus, orl) 598.2mg/kg(Ref. 0017)
(Ref. 0017)

m/e 116(M+), 98, 87, 73, 60, 55, 45(Ref. 0017)







[0017]
13
4-hydroxycaproaldehyde
4-hydroxyhexanal
 DLD0013
Toshihide Suzuki
C6H12O2 116.158 Download ChemDraw structure file

Bp11 77-80deg(Ref. 0112)
d184 1.004(Ref. 0112)
nd-18 1.4368(Ref. 0112)








(Ref. 0112)
[0112]
14
5-hydroxycaproaldehyde
5-hydroxyhexanal
 DLD0014
Toshihide Suzuki
C6H12O2 116.158 Download ChemDraw structure file

Bp11 71-78deg(Ref. 0112)
d184 1.007(Ref. 0112)
nd-18 1.4452(Ref. 0112)








(Ref. 0112)
[0112]
15
6-hydroxycaproaldehyde
6-hydroxyhexanal
 DLD0015
Toshihide Suzuki
C6H12O2 116.158 Download ChemDraw structure file

Bp18 82deg(Ref. 0112)
nd-22 1.4205(Ref. 0112)








(Ref. 0112)
[0112]
16
4-hydroxy-2-hexenal
 DLD0016
Toshihide Suzuki
C6H10O2 114.142 Download ChemDraw structure file
LD50 (mus, ipr) 110mg/kg(Ref. 0113)
E-form Bp0.01-0.03 48-51deg(Ref. 0113)
1H NMR(Ref. 0018)







(Ref. 0113)
[0018] / [0113]
17
6-hydroxy-2,4-hexadienal
 DLD0017
Toshihide Suzuki
C6H8O2 112.127 Download ChemDraw structure file

E,E-form 1H NMR(CDCl3) d 1.90(s), 4.36(d), 6.16(dd), 6.37(dt), 6.58(dd), 7.14(dd), 9.57(d)(Ref. 0019)
E,E-form m/z 112.0537(M+)(Ref. 0019)







[0019]
18
enanthaldehyde
heptanal
 DLD0018
Toshihide Suzuki
C7H14O 114.185 Download ChemDraw structure file
Low oral toxicity. LD50(rat, orl) >5g/kg LD50(mus, orl) 500mg/kg(Ref. 0021)
Mp -43.3deg(Ref. 0114)
Bp152.8deg/ Bp30 59.6deg(Ref. 0114)

m/e(12eV) 114(M+), 96, 86, 85, 72, 71, 70, 58, 57, 56, 55, 45, 44(Ref. 0002) m/e(70eV) 114(M+), 96, 86, 85, 72, 71, 70, 58, 57, 56, 55, 45, 44, 43, 42, 29(Ref. 0002) m/e(negative ion mass) 113(M-1), 25, 16(Ref. 0022)


Found in essential oils.(Ref. 0114)

Aldehyde C-7 is readily oxidized in the animal body to the corresponding fatty acid, which then undergoes b-oxidation and eventually oxidized to dioxide and water.(Ref. 0021)

Aldehyde and its simple acetals used in perfumery. Flavouring agent. Liq. with fruity odour.(Ref. 0114)
[0002] / [0021] / [0022] / [0114]
19
2-heptenal
 DLD0019
Toshihide Suzuki
C7H12O 112.170 Download ChemDraw structure file
LD50 (rat, orl) 1.3g/kg(Ref. 0023) LD50(guinea-pig, skn) 1.53g/kg(Ref. 0023) LD50 (rbt, skn) 0.86g/kg(Ref. 0023) No mutagenic sffects were produced by means of Ames test.(Ref. 0023)
E-form Bp 165-167deg/ Bp15 61-62deg(Ref. 0015) Z-form Bp16 64-65deg(Ref. 0015)
E-form d4-25 0.8228(Ref. 0004)
E-form nd-251.4330(Ref. 0004)
E-form u 2740(sh), 1730(vs), 1660(m), 975(m) cm-1(Ref. 0004)
E-form 1H NMR(CDCl3): d 5.45(t,d), 6.28(d), 9.72(s)(Ref. 0004) E-form 1H NMR(60MHz, CCl4 ): d 0.93(t, 3H), 1.40(m, 4H), 2.32(m, 2H), 5.98(dd, 1H), 6.65(m, 1H), 9.42(d, 1H)(Ref. 0024)
E-form m/z 111(M+-1), 96, 82, 55(Ref. 0024)


Flavouring constit. of many foods. Isol. from soya bean oil.(Ref. 0115)



(Ref. 0115)
[0004] / [0015] / [0023] / [0024] / [0115]
20
3-heptenal
 DLD0020
Toshihide Suzuki
C7H12O 112.170 Download ChemDraw structure file

Bp 151deg/ Bp15 45-46deg(Ref. 0115)
E-form d4-25 0.8342(Ref. 0004)
E-form nd-25 1.4463(Ref. 0004)
Z-form lmax only end absorption(Ref. 0025)
E-form u 2740(sh), 1730(vs), 1675(m), 975(m) cm-1(Ref. 0004) Z-form u 3010, 2730, 1730 cm-1(Ref. 0025)
E-form 1H NMR(CDCl3 ): d 2.92(d), 5.45(t, d), 6.46(d), 9.75(s)(Ref. 0004) Z-form 1H NMR : d 0.90(t, 3H), 1.3(m, 2H), 2.0(m, 2H), 3.2(m, 2H), 5.65(m, 2H), 9.74(t, 1H)(Ref. 0025)



E-form: Constit. of Scytosiphon lomentaria.(Ref. 0115)



Oil.(Ref. 0115)
[0004] / [0025] / [0115]
21
4-heptenal
 DLD0021
Toshihide Suzuki
C7H12O 112.170 Download ChemDraw structure file

Z-form Bp21 54-58deg(Ref. 0051) E-form Bp 112-113deg(Ref. 0115) Z-form Bp12 42-44deg(Ref. 0115)
Z-form nd-20 1.4343(Ref. 0115)
u 1725, 1380, 975 cm-1(Ref. 0026) Z-form u 1725, 730 cm-1(Ref. 0051)




E-form: Constit. of black Hemiptera bugs.(Ref. 0115)
Z-form: Component of butter. Widespread trace constit. of food flavours.(Ref. 0115)



E-form: Oil with nauseous odour.(Ref. 0115)
Z-form: Flavouring agent. Used in cream and butter flavourings. Liq. with creamy odour.(Ref. 0115)
[0026] / [0051] / [0115]
22
5-heptenal
 DLD0022
Toshihide Suzuki
C7H12O 112.170 Download ChemDraw structure file

E-form Bp85 90-92deg(Ref. 0027)(Ref. 0115) Z-form Bp20 58deg(Ref. 0027)(Ref. 0115)
E-form nd-25 1.4360(Ref. 0027) Z-form nd-25 1.4356(Ref. 0027)
E-form u 3040, 2980, 2860, 2730, 1740, 1680, 1460, 980 cm -1(Ref. 0007)
E-form 1H NMR(CDCl3): d 1.4-2.2(7H), 2.2-2.6(2H), 5.2-5.7(2H), 9.84(t, 1H)(Ref. 0007)
E-form m/z 112(M+), 92, 91, 69, 39(Ref. 0007)






(Ref. 0115)
[0007] / [0027] / [0115]
23
6-heptenal
 DLD0023
Toshihide Suzuki
C7H12O 112.170 Download ChemDraw structure file

Bp80 88-90deg(Ref. 0027)(Ref. 0115)
nd-25 1.4261(Ref. 0027)








(Ref. 0115)
[0027] / [0115]
24
2,4-heptadienal
 DLD0024
Toshihide Suzuki
C7H10O 110.154 Download ChemDraw structure file
LD50 (rat, orl) 1.15g/kg(Ref. 0028) LD50(rbt, skn) 0.313g/kg(Ref. 0028)
Bp20 84-84.5deg(Ref. 0011) E,E-form Bp12 78deg/ Bp0.06 27-29deg(Ref. 0116)
d25 0.881(Ref. 0011)
nd-27 1.5313(Ref. 0011)
lmax (in 95% ethanol) 272.5nm(Ref. 0011)
2E, 4Z-form 1H NMR (CCl4): d 1.09(t, 3H), 2.30(m, 2H), 5.5-6.4(m, 3H), 7.32(dd, 1H), 9.49(d, 1H)(Ref. 0050)







(Ref. 0116)
[0011] / [0028] / [0050] / [0116]
25
4,6-heptadienal
 DLD0025
Toshihide Suzuki
C7H10O 110.154 Download ChemDraw structure file

E-form Bp5 40deg(Ref. 0116)
lmax 266nm(Ref. 0029)
u 1733, 1655, 1610 cm-1(Ref. 0029)
1H NMR: d 2.42(s), 4.7-6.66(m), 9.73(s)(Ref. 0029)







Liquid.(Ref. 0116)
[0029] / [0116]
26
pimelic dialdehyde
heptanedial
 DLD0026
Toshihide Suzuki
C7H12O2 128.169 Download ChemDraw structure file









Viscous oil with odour resembling tobacco.(Ref. 0114)
[0114]
27
2-heptenedial
 DLD0027
Toshihide Suzuki
C7H10O2 126.153 Download ChemDraw structure file

1H NMR(60MHz ): d 1.71-2.70(m, 6H), 6.11(ddt, 1H), 6.85(dt, 1H), 9.53(d, 1H), 9.81(t, 1H)(Ref. 0031) 13C NMR(60MHz ): d 20.25, 31.82, 42.95, 133.64, 156.48, 193.54, 201.02(Ref. 0031)
m/e(EI) 125(M-H)+, 97, 83, 70, 55(Ref. 0031)






Liquid.(Ref. 0117)
[0031] / [0117]
28
caprylaldehyde/caprylic aldehyde
octanal
 DLD0028
Toshihide Suzuki
C8H16O 128.212 Download ChemDraw structure file
Skin and eye irritant. LD50(rat, orl) 5.63ml/kg(Ref. 0032)(Ref. 0118) LD50(rbt, skn) 6.35ml/kg(Ref. 0032)
Bp 163.4deg/ Bp20 72deg(Ref. 0118)
nd-26 1.4167(Ref. 0118)




Isol. from various plant oils.(Ref. 0118)

The lower unsubstituted aliphatic aldehydes are readily oxidized in the animal body to the corresponding fatty acids, which normally undergo oxidation and are eventially oxidized to carbon dioxide and water. (Ref. 0032)

Flavouring agent, used in eau-de-cologne and artificial citrus formulations. Flammable.(Ref. 0118)
[0032] / [0118]
29
2-octenal
 DLD0029
Toshihide Suzuki
C8H14O 126.196 Download ChemDraw structure file

E-form Bp19 84-86deg(Ref. 0119) Z-form Bp15 81-82deg(Ref. 0119)
E-form d4-250.8292(Ref. 0004)
E-form n20D 1.4500(Ref. 0119) E-form nd-25 1.4376(Ref. 0004)
E-form u 2740(sh), 1730(vs), 1665(m), 975(m) cm-1(Ref. 0004) E-form u 2817, 2732, 1692, 1637, 1458, 1139, 1094, 977 cm-1(Ref. 0033)
E-form 1H NMR(CDCl3 ): d 5.43(t, d), 6.30(d), 9.74(s)(Ref. 0004) E-form 1H NMR(CDCl3 ): d 0.90(t), 1.0-1.8(m), 2.32(q), 6.01(ddd), 6.81(dt), 9.47(d)(Ref. 0033) E-form 1H NMR (CDCl3, 200MHz): d 1.32(m, 11H), 6.08(ddt, 1H), 6.87(td, 1H), 9.48(d, 1H)(Ref. 0048)
m/e 126.1043(M+)(Ref. 0033)


E-form: Occurs in many insect and plant systems including the scent gland of the nymph of Pternistria bispina. Also isol. from essential oil of Achasma walang.(Ref. 0119)



Liquid.(Ref. 0119)
[0004] / [0033] / [0048] / [0119]
30
3-octenal
 DLD0030
Toshihide Suzuki
C8H14O 126.196 Download ChemDraw structure file

E-form Bp0.02 60deg(Ref. 0119) Z-form Bp14 65-75deg(Ref. 0119)
E-form d4-25 0.8528(Ref. 0004)
E-form nd-25 1.4544(Ref. 0004)
E-form u 2740(sh), 1730(vs), 1670(m), 975(m) cm-1(Ref. 0004) E-form u 2820, 2730, 1735, 1690, 975 cm-1(Ref. 0034)
E-form 1H NMR(CDCl3 ): d 2.96(d), 5.46(t, d), 6.44(d), 9.76(s)(Ref. 0004) E-form 1H NMR(CDCl3 ): d 0.84(t, 3H), 1.27(m, 4H), 2.03(br q, 2H), 3.04(br d, 2H), 5.42-5.90(m, 2H), 9.93(t, 1H)(Ref. 0034)







Used in pheromone synthesis.Liquid.(Ref. 0119)
[0004] / [0034] / [0119]
31
4-octenal
 DLD0031
Toshihide Suzuki
C8H14O 126.196 Download ChemDraw structure file

E-form Bp 173deg(Ref. 0119) Z-form Bp 173deg(Ref. 0119)
E-form nd-20 1.4360(Ref. 0119) Z-form nd-20 1.4353(Ref. 0119)








(Ref. 0119)
[0119]
32
5-octenal
 DLD0032
Toshihide Suzuki
C8H14O 126.196 Download ChemDraw structure file

E-form Bp12 57-59deg(Ref. 0035)(Ref. 0119) Z-form Bp12 57-62deg(Ref. 0035)(Ref. 0119)
E-form u(CCl4) 3030(m), 2960(s), 2930(s), 2875(s), 2845(m), 2830(m), 2720(m), 1730(s), 1460(m), 1440(m), 1410(m), 1380(w), 1350(w), 1290(w), 1200(w), 1115(w), 1070(w), 970(s) cm-1(Ref. 0035) Z-form u(CCl4) 3005(s), 2960(s), 2940(s), 2880(s), 2820(m), 2720(s), 1730(s), 1650(w), 1455(m), 1410(m), 1390(m), 1300(w), 1180(w), 1120(w), 1070(m), 710(w) cm-1(Ref. 0035)
E-form 1H NMR(CDCl3 ): d 0.98(t, 3H), 2.00(m, 8H), 5.36(m, 2H), 9.66(br s, 1H)(Ref. 0035) Z-form 1H NMR(CDCl3 ): d 0.96(t, 3H), 2.0(m, 8H), 5.38(m, 2H), 9.63(br s, 1H)(Ref. 0035)







Liquid.(Ref. 0119)
[0035] / [0119]
33
6-octenal
 DLD0033
Toshihide Suzuki
C8H14O 126.196 Download ChemDraw structure file

E-form Bp50 86-88deg(Ref. 0027)(Ref. 0119)
E-form n24.5&D 1.4362(Ref. 0027)(Ref. 0119)
Z-form u(CCl4) 1715, 905, 670 cm-1(Ref. 0036)
Z-form 1H NMR(CCl4 ): d 1.62(d, 3H), 1.2-1.9(br m, 4H), 2.0(m, 2H), 2.35(m, 2H), 5.38(m, 2H), 9.15(t, 1H)(Ref. 0036)







Liquid.(Ref. 0119)
[0027] / [0036] / [0119]
34
2,4-octadienal
 DLD0034
Toshihide Suzuki
C8H12O 124.180 Download ChemDraw structure file

E,E-form Bp11 83-85deg(Ref. 0011)(Ref. 0120)
d26 0.875(Ref. 0011)
nd-27 1.5234(Ref. 0011)
lmax(in 95% ethanol) 273.5nm(Ref. 0011)








(Ref. 0120)
[0011] / [0120]
35
5,7-octadienal
 DLD0035
Toshihide Suzuki
C8H12O 124.180 Download ChemDraw structure file

5E-form u 3002(w), 2930(m), 2878(w), 1725(vs) cm-1(Ref. 0052)
5E-form 1H NMR (CDCl3, 500MHz): d 1.74-1.78(m, 2H), 2.14-2.17(m, 2H), 2.46(t, 2H), 4.98(d, 1H), 5.10(d, 1H), 5.61-5.67(m, 1H), 6.05(dd, 1H), 6.29(dt, 1H), 9.74(s, 1H)(Ref. 0052) 5E-form 13C NMR (CDCl3, 300MHz): d 21.4, 31.7, 43.1, 115.4, 132.0, 134.0, 136.9, 202.3(Ref. 0052)
5E-form m/z 124(M+), 95, 80, 77, 67, 65(Ref. 0052)






Oil.(Ref. 0120)
[0052] / [0120]
36
2,4,6-octatrienal
 DLD0036
Toshihide Suzuki
C8H10O 122.164 Download ChemDraw structure file

Mp 59-62deg(Ref. 0121) E,E,E-form MP 57.0deg(Ref. 0048)
Bp0.5 57-68deg(Ref. 0121)
E,E,E,-form lmax 320nm, 315nm(in ethanol)(Ref. 0010)
E,E,E-form u 3022, 2992, 2966, 2930, 2910, 2876, 2848, 2816, 2750, 2716, 1670, 1638, 1606, 1578, 1447, 1435, 1394, 1376, 1334, 1310, 1292, 1256, 1235, 1205, 1162, 1140, 1116, 1080, 1030, 1016, 994, 975, 938, 929, 892, 836, 785, 620, 537, 497, 475, 410, 343, 306, 240, 190, 160, 138, 92 cm-1(Ref. 0010)
E,E,E-form 1H NMR (CDCl3, 500MHz): d 1.77(d, 3H), 5.95(m, 1H), 6.04(dd, 1H), 6.12(m, 1H), 6.24(dd, 1H), 6.57(dd, 1H), 7.04(dd, 1H), 9.46(d, 1H)(Ref. 0048)


Raman spectrum E,E,E-form 3033, 2994, 2966, 2928, 2910, 2880, 2848, 2815, 2768, 1680, 1638, 1617, 1604, 1578, 1447, 1394, 1376, 1334, 1310, 1292, 1256, 1238, 1205, 1162, 1120, 1080, 1030, 1016, 975, 929, 892, 785, 620, 537, 497, 343, 306, 240, 190(Ref. 0010)





Needles (petrol).(Ref. 0121)
[0010] / [0048] / [0121]
37
2-0ctenedial
 DLD0037
Toshihide Suzuki
C8H12O2 140.180 Download ChemDraw structure file

1H NMR: d 1.44-1.76(m, 4H), 2.24-2.53(m, 4H), 6.13(ddt, 1H), 6.85(dt, 1H), 9.51(d, 1H), 9.79(t, 1H)(Ref. 0031) 13C NMR: d 21.54, 23.38, 32.39, 43.52, 133.38, 157.35, 193.72, 201.65(Ref. 0031)
m/z(EI) 139(M-H)+, 111, 96, 55, 41, 39, 29, 28(Ref. 0031)






(Ref. 0122)
[0031] / [0122]
38
4-octenedial
 DLD0038
Toshihide Suzuki
C8H12O2 140.180 Download ChemDraw structure file

Z-form Bp3.5 90-92deg/ Bp0.3 61deg(Ref. 0038)(Ref. 0122)
1H NMR: d 2.10(m, 8H), 5.6(t, 2H), 9.83(s, 2H)(Ref. 0038)







(Ref. 0122)
[0038] / [0122]
39
4-hydroxy-2-octenal
 DLD0039
Toshihide Suzuki
C8H14O2 142.196 Download ChemDraw structure file

(Ref. 0018)
1H NMR(Ref. 0018)








[0018]
40
pelargonaldehyde
nonanal
 DLD0040
Toshihide Suzuki
C9H18O 142.239 Download ChemDraw structure file
Skin irritant. LD50(rat, skn) >5.0g/kg(Ref. 0039)
Bp15 77-79deg(Ref. 0040) Bp 190-192deg/ Bp22 91-92deg(Ref. 0123)
d2&4 0.8264(Ref. 0123)
nd-20 1.4240(Ref. 0123)

m/e(negative ion mass) 141(M-1), 43, 41, 25, 16(Ref. 0022)


Found in various plant sources incl. cassava, rice, Cannabis sativa. Also found in wood ant secretions. Acts as an insect pheromone and may also be a pheromone in humans.(Ref. 0123)

The lower unsubstituted aliphatic aldehydes are readily oxidized in the animal body to the corresponding fatty acids, which normally undergo oxidation and are eventially oxidized to carbon dioxide and water.(Ref. 0032)

Perfumery ingredient. Liq. with sharp, pleasant odour. Polymerises readily with H2SO4. Oxidised fairly rapidly in air.(Ref. 0123)
[0022] / [0032] / [0039] / [0040] / [0123]
41
2-nonenal
 DLD0041
Toshihide Suzuki
C9H16O 140.223 Download ChemDraw structure file
LD50(rat, orl) 5g/kg(Ref. 0055) LD50(rbt, skn) 3.7g/kg(Ref. 0055) Liver glutathione levels in female rats were only slightly depressed 30 min and 3 hr after ip administration of 0.128ml 2-nonenal/kg.(Ref. 0055)
E-form Bp15 90-95deg(Ref. 0053) E-form Bp0.5 67deg(Ref. 0054) E-form Bp11-12 88-90deg(Ref. 0124)
E-form u 1686, 1634, 976 cm-1(Ref. 0054)
E-form 1H NMR (CCl4): d 6.35, 9.4(Ref. 0053)
m/z 139(M+-1)(Ref. 0054)


E-form: Widespread in nature, in beer, coffee, watermelon, cucumbers, redcurrants, palm oil, potatoes etc.(Ref. 0124)

2-Nonenal is probably converted rapidly to the corresponding acid and alcohol in the liver.(Ref. 0055)

E-form: Perfumery and flavouring ingredient.(Ref. 0124)
[0053] / [0054] / [0055] / [0124]
42
3-nonenal
 DLD0042
Toshihide Suzuki
C9H16O 140.223 Download ChemDraw structure file

Z-form Bp20 91deg(Ref. 0051) Z-form Bp10 85deg(Ref. 0056)
Z-form u 1725, 720 cm-1(Ref. 0051) Z-form u 3020(w), 2720(m), 1730(s) cm-1(Ref. 0056)
Z-form 1H NMR (CDCl3): d 0.72(t, 3H), 1.13-1.40(m, 6H), 1.83-2.23(m, 2H), 3.13(br d, 2H), 5.23-5.86(m, 2H), 9.60(t, 1H)(Ref. 0057) Z-form 13C NMR (CDCl3): d 14.05, 22.59, 27.65, 29.07, 31.50, 42.61, 118.11, 135.47, 199.56(Ref. 0057)
m/z 140.1208(M+)(Ref. 0057)






Unstable oil.(Ref. 0124)
[0051] / [0056] / [0057] / [0124]
43
4-nonenal
 DLD0043
Toshihide Suzuki
C9H16O 140.223 Download ChemDraw structure file

E-form Bp2 80deg(Ref. 0058)(Ref. 0124) Z-form Bp2 76deg(Ref. 0058)(Ref. 0124)
E-form u 2940, 2725, 1730, 1470, 968 cm-1(Ref. 0058) Z-form u 2970, 2940, 2720, 1730, 1470, 1415, 1055 cm-1(Ref. 0058)
E-form 1H NMR (CCl4): d 0.91(t, 3H), 1.06-1.50(m, 4H), 1.76-2.13(m, 2H), 2.13-2.53(m, 4H), 5.20-5.43(m, 2H), 9.66(s, 1H)(Ref. 0058) Z-form 1H NMR (CCl4): d 0.93(t, 3H), 1.10-1.50(m, 4H), 1.80-2.16(m, 2H), 2.16-2.52(m, 4H), 5.15-5.45(m, 2H), 9.69(s, 1H)(Ref. 0058)
E-form m/z 140(M+), 122, 98, 96, 84, 83, 67(Ref. 0058) Z-form m/z 140(M+), 122, 98, 96, 84, 67, 55, 41(Ref. 0058)






(Ref. 0124)
[0058] / [0124]
44
6-nonenal
 DLD0044
Toshihide Suzuki
C9H16O 140.223 Download ChemDraw structure file
Skin irritant. LD50(mus, orl) >5000mg/kg(Ref. 0059)(Ref. 0124) LD50(guinea-pig, skn)>5000mg/kg(Ref. 0059)

Z-form m/e 140(M+), 122, 112, 96(Ref. 0060)


Z-form: Flavour component of Cucumis melo.(Ref. 0124)



(Ref. 0124)
[0059] / [0060] / [0124]
45
2,4-nonadienal
 DLD0045
Toshihide Suzuki
C9H14O 138.207 Download ChemDraw structure file

Bp10 97-99deg(Ref. 0011) E,E-form Bp10 97-98deg(Ref. 0125) 2Z,4E-form Bp0.5 75deg(Ref. 0125)
d25 0.862(Ref. 0011)
nd-27 1.5184(Ref. 0011)
2Z,4E-form lmax 280nm(Ref. 0009) lmax(in 95% ethanol) 274nm(Ref. 0011)
2Z,4E-form u 3040, 2770, 1670, 1640, 1575 cm-1(Ref. 0009)
2Z,4E-form 1H NMR(360MHz): d 0.92(t, 3H), 1.10-1.70(m, 4H), 2.24(dt, 2H), 5.78(dd, 1H), 6.18(dt, 1H), 6.93(dd, 1H), 7.00(dd, 1H), 10.17(d, 1H)(Ref. 0009) 2Z,4E-form 13C NMR: d 13.86, 22.31, 30.76, 32.76, 124.29, 125.70, 147.07, 147.90, 190.16(Ref. 0009)
2Z,4E-form m/z 138(M+), 81(Ref. 0009)






E,E-form: Flavour and fragrance ingredient (strong, fatty, floral odour).(Ref. 0125)
[0009] / [0011] / [0125]
46
2,6-nonadienal
 DLD0046
Toshihide Suzuki
C9H14O 138.207 Download ChemDraw structure file
2E,6Z-form: Skin irritant. LD50(rat, orl) >5000mg/kg(Ref. 0062)(Ref. 0125)
2E,6Z-form Bp11 100-104deg(Ref. 0054) 2E,6Z-form Bp11 94-98deg(Ref. 0125)
2E,6Z-form u 1687, 1648, 978, 725 cm-1(Ref. 0054)
2E,6Z-form 1H NMR (CDCl3, 250MHz): d 0.95(t, 3H), 2.05(m, 2H), 2.27(m, 2H), 2.40(m, 2H), 5.38(m, 2H), 6.11(dd, 1H), 6.82(dt, 1H), 9.47(d, 1H)(Ref. 0054) 2E,6Z-form 13C NMR (CDCl3, 250MHz): d 14.17, 20.61, 25.52, 32.76, 126.79, 133.33, 157.95, 193.84(0054>>
2E,6Z-form m/z 138(M+)(Ref. 0054)


2E,6E-form: Occurs in beef and mutton tallows, in soybeans, and is formed during deep frying of fat.(Ref. 0125)
2E,6Z-form: Constit. of violet leaf oil and other plant sources.(Ref. 0125)



2E,6E-form: Used as a flavouring agent.(Ref. 0125)
2E,6Z-form: Used in perfumery. Liq. with cucumber odour.(Ref. 0125)
[0054] / [0062] / [0125]
47
3,6-nonadienal
 DLD0047
Toshihide Suzuki
C9H14O 138.207 Download ChemDraw structure file

3E,6Z-form Bp22 94-95deg(Ref. 0125) 3Z,6Z-form Bp14 86-91deg(Ref. 0125)
3Z,6Z-form u 1725, 725 cm-1(Ref. 0051) 3Z,6Z-form u 3000, 1725, 725 cm-1(Ref. 0061)
3Z,6Z-form(2,4-DNPH) 1H NMR (CDCl3): d 0.95(t, 3H), 2.03(p, 2H), 2.80(t, 2H), 3.15(t, 2H), 5.28, 5.45(m, 4H), 7.36(t, 1H), 7.75(d, 1H), 8.13(dd, 1H), 8.95(d, 1H), 10.88(s, 1H)(Ref. 0051) 3Z,6Z-form 1H NMR (CDCl3): d 0.95(t, 3H), 2.03(p, 2H), 2.80(t, 2H), 5.4(m, 4H)(Ref. 0061)
m/e 138(M+)(Ref. 0051)


3Z,6Z-form: Constit.of cucumber flavour also derived from a-linolenic acid.(Ref. 0125)



(Ref. 0125)
[0051] / [0061] / [0125]
48
5,7-nonadienal
 DLD0048
Toshihide Suzuki
C9H14O 138.207 Download ChemDraw structure file

u(CCl4) 3035, 2950, 2830, 2725, 1730, 1445, 985, 910 cm-1(Ref. 0063)
1H NMR (CDCl3, 90MHz): d 1.5-1.95(m, 2H), 1.70(d, 3H), 2.08(q, 2H), 2.41(t, 2H), 5.25-6.1(m, 4H), 9.77(s, 1H)(Ref. 0063)







E,E-form: Light-yellow oil.(Ref. 0125)
[0063] / [0125]
49
6,8-nonadienal
 DLD0049
Toshihide Suzuki
C9H14O 138.207 Download ChemDraw structure file

u 2970(w), 2932(vs), 2858(s), 2719(m), 1725(vs) cm-1(Ref. 0052)
6E-form 1H NMR (CDCl3, 500MHz): d 1.42-1.48(m, 2H), 1.58-1.67(m, 2H), 2.10-2.13(m, 2H), 2.48(t, 2H), 4.95(d, 1H), 5.09(d, 1H), 5.66-5.72(m, 1H), 6.06(dd, 1H), 6.28(dt, 1H), 9.73(s, 1H)(Ref. 0052) 6E-form 13C NMR (CDCl3, 300MHz): d 22.1, 29.2, 32.8, 44.2, 115.5, 132.0, 135.0, 137.8, 202.7(Ref. 0052)
m/z 138(M+), 111, 94, 84, 79, 67(Ref. 0052)






Oil. (Ref. 0125)
[0052] / [0125]
50
2-nonene-4,6,8-triynal
 DLD0050
Toshihide Suzuki
C9H4O 128.127 Download ChemDraw structure file

lmax 210.5, 220(sh), 228, 240, 257, 271, 287, 306 and 327 nm (EtOH)(Ref. 0126)
u 3290, 2740, 1693, 1110, 950 cm-1(Ref. 0064)




E-form: Produced by Coprinus quadrifidus.(Ref. 0126)



E-form: Unstable needles, dec. within a few mins. in light at room temp.(Ref. 0126)
[0064] / [0126]
51
4-hydroxy-2-nonenal
 DLD0051
Toshihide Suzuki
C9H16O2 156.222 Download ChemDraw structure file

1H NMR(Ref. 0018)








[0018]
52
capraldehyde/caprinaldehyde
decanal
 DLD0052
Toshihide Suzuki
C10H20O 156.265 Download ChemDraw structure file
Skin irritant. LD50(rat, orl) 3730mg/kg(Ref. 0066)(Ref. 0127) LD50(rat, orl) >3.32g/kg(Ref. 0066) LD50(mou, orl) >41.75g/kg(Ref. 0066) LD50(rbt, skn) 5.04ml/kg(Ref. 0066)
Mp -5deg(Ref. 0127)
Bp 208-209deg/ Bp7 81deg(Ref. 0127)
nd-20 1.4887(Ref. 0127)
(Ref. 0065)




Constit.of Cassia, Neroli and other oils.(Ref. 0127)

The lower unsubstituted aliphatic aldehydes are readily oxidized in the animal body to the corresponding fatty acids, which normally undergo oxidation and are eventially oxidized to carbon dioxide and water. (Ref. 0032)

Used in perfumery and flavour industries. Liq. with strong orange-peel odour.(Ref. 0127)
[0032] / [0065] / [0066] / [0127]
53
2-decenal
 DLD0053
Toshihide Suzuki
C10H18O 154.249 Download ChemDraw structure file
Skin irritant. LD50(rat, orl) 5000mg/kg(Ref. 0067)(Ref. 0128) LD50(rbt, skn)3.4g/kg(Ref. 0067)
E-form Bp 229-231deg/ Bp11.5 107-107.5deg(Ref. 0128) Z-form Bp17 112deg(Ref. 0128)
E-form d4-25 0.8306(Ref. 0004)
E-form nd-25 1.4438(Ref. 0004)
E-form u 2740(sh), 1730(vs), 1668(m), 975(m) cm-1(Ref. 0004)
E-form 1H NMR(CDCl3 ): d 5.44(t, d), 6.27(d), 9.70(s)(Ref. 0004) E-form 1H NMR (CDCl3, 200MHz): d 1.21(m, 15H), 6.06(ddt, 1H), 6.81(td, 1H), 9.42(d, 1H)(Ref. 0048)



Constit. of essential oil of coriander and oil of Achasma walang. Defensive secretion of the bug Caleotechus sordidus.(Ref. 0128)



Flavouring agent.(Ref. 0128)
[0004] / [0048] / [0067] / [0128]
54
3-decenal
 DLD0054
Toshihide Suzuki
C10H18O 154.249 Download ChemDraw structure file

E-form Bp0.3 70deg(Ref. 0128)
E-form d4-25 0.8602(Ref. 0004)
E-form nd-25 1.4515(Ref. 0004)
E-form u 2740(sh), 1730(vs), 1675(m), 975(m) cm-1(Ref. 0004) E-form u 2830, 2740, 1735, 1690, 975 cm-1(Ref. 0034)
E-form 1H NMR(CDCl3 ): d 2.94(d), 5.46(t, d), 6.46(d), 9.73(s)(Ref. 0004) E-form 1H NMR(CDCl3 ): d 0.90(t, 3H), 1.37(br s, 8H), 2.15(m, 2H), 3.15(m, 2H), 5.30-6.05(m, 2H), 9.85(t, 1H)(Ref. 0034)







Liquid.(Ref. 0128)
[0004] / [0034] / [0128]
55
5-decenal
 DLD0055
Toshihide Suzuki
C10H18O 154.249 Download ChemDraw structure file

Z-form Bp1 51-52deg(Ref. 0068)(Ref. 0128) Z-form Bp0.1 37deg(Ref. 0082)
Z-form nd-20 1.4442(Ref. 0068)
Z-form u 3000, 2710, 1725, 1650, 720cm-1(Ref. 0082)
Z-form 1H NMR (250MHz): d 0.90(t, 3H), 1.2-1,4(m, 4H), 1.70(quin, 2H), 1.9-2.1(m, 4H), 2.45(td, 2H), 5.25-5.50(m, 2H), 9.77(t, 1H)(Ref. 0068) Z-form 1H NMR: d 0.90(t, 3H), 1.25-1.45(m, 4H), 1.63(quin, 2H), 1.90-2.15(m, 4H), 2.43(dt, 2H), 5.25-5.50(m, 2H), 9.77(t, 1H)(Ref. 0082) Z-form 13C NMR: d 14.0, 22.1, 22.3, 26.5, 27.0, 31.9, 43.3, 128.2, 131.3, 202.6(Ref. 0082)







Liquid.(Ref. 0128)
[0068] / [0082] / [0128]
56
6-decenal
 DLD0056
Toshihide Suzuki
C10H18O 154.249 Download ChemDraw structure file

E-form Bp50 117deg(Ref. 0069)(Ref. 0128)
nd-20 1.4409(Ref. 0069)








(Ref. 0128)
[0069] / [0128]
57
2,4-decadienal
 DLD0057
Toshihide Suzuki
C10H16O 152.233 Download ChemDraw structure file
LD50(rat, orl) >5g/kg(Ref. 0070) LD50(rbt, skn) 1.25-2.50g/kg(Ref. 0070)
E,E-form Bp0.05 58-61deg(Ref. 0129) 2E,4Z-form Bp0.05 58-61deg(Ref. 0129)
d25 0.861(Ref. 0011)
nd-28 1.5119(Ref. 0011)
lmax(in 95% etahnol) 274nm(Ref. 0011)
2E,4Z-form u 1675, 1628 cm-1(Ref. 0050) 2E,4Z-form u 1680, 1630 cm-1(Ref. 0071) 2E,4Z-form u 3010, 2710, 1680, 1630, 1590, 985, 725 cm-1(Ref. 0072) E,E-form u 3015, 1685, 1640, 1600, 985cm-1(Ref. 0072)
2E,4Z-form 1H NMR (CCl4): d 0.91(t, 3H), 1.35(m, 6H), 2.32(m, 2H), 6.1(m, 3H), 7.41(dd, 1H), 9.56(d, 1H)(Ref. 0050) 2E,4Z-form 1H NMR (CDCl3, 200MHz): d 0.91(m, 3H), 1.11-1.66(m, 6H), 2.35(m, 2H), 6.04(dt, 1H), 6.14(dd, 1H), 6.36(dd, 1H), 7.44(dd, 1H), 9.63(d, 1H)(Ref. 0071) 2E,4Z-form 1H NMR : d 0.92(t, 3H), 1.93-2.60(m, 2H), 5.62-6.50(m, 3H), 6.82-7.7(m, 1H), 9.60(d, 1H)(Ref. 0072) E,E-form 1H NMR : d 0.92(t, 3H), 1.92-2.50(m, 2H), 5.70-6.50(m, 3H), 6.80-7.30(m, 1H), 9.53(d, 1H)(Ref. 0072)
2E,4Z-form m/z 152(M+), 123, 95, 81(Ref. 0071) 2E,4Z-form m/z 152(M+), 123, 109, 95, 81, 67, 55(Ref. 0072) E,E-form m/z 152(M+), 123, 95, 81, 67, 55(Ref. 0072)


E,E-form: Flavour component produced by oxidn. of linoleic acid.(Ref. 0129)



(Ref. 0129)
[0011] / [0050] / [0070] / [0071] / [0072] / [0129]
58
2,6-decadienal
 DLD0058
Toshihide Suzuki
C10H16O 152.233 Download ChemDraw structure file

E,E-form Bp0.1 72-74deg(Ref. 0073)(Ref. 0129) 2E,6Z-form Bp0.1 59-60deg(Ref. 0073)(Ref. 0129)
E,E-form nd-20 1.4678(Ref. 0073) 2E,6Z-form n21.5D 1.4730(Ref. 0073)
E,E-form lmax 217nm(Ref. 0073) 2Z,6E-form lmax 217nm(Ref. 0073)








(Ref. 0129)
[0073] / [0129]
59
4,7-decadienal
 DLD0059
Toshihide Suzuki
C10H16O 152.233 Download ChemDraw structure file

Z,Z-form Bp0.8 64deg(Ref. 0129)








(Ref. 0129)
[0129]
60
2,4,7-decatrienal
 DLD0060
Toshihide Suzuki
C10H14O 150.218 Download ChemDraw structure file

2E,4Z,7Z-form Bp0.4 65-67deg(Ref. 0130)




2E,4Z,7Z-form: Component of cooked chicken flavour. Also from n-3 polyene acyl chains.(Ref. 0130)



(Ref. 0130)
[0130]
61
2,4,6,8-decatetraenal
 DLD0061
Toshihide Suzuki
C10H12O 148.202 Download ChemDraw structure file

all E-form Mp 104-106deg(Ref. 0130) all E-form Mp 105.8deg(Ref. 0048)
u 1680 cm-1(Ref. 0048)
all E-form 1H NMR (500MHz): d 1.78(d, 3H), 5.95(m, 1H), 6.14(dd, 1H), 6.21(m, 1H), 6.31(dd, 1H), 6.54(dd, 1H), 6.55(d, 1H), 6.84(dd, 1H), 7.35(dd, 1H), 9.51(d, 1H)(Ref. 0048)







(Ref. 0130)
[0048] / [0130]
62
2,8-decadiene-4,6-diyn-1-al
 DLD0062
Toshihide Suzuki
C10H8O 144.170 Download ChemDraw structure file

E,E-form Mp 68.5deg(Ref. 0129)
2E,8Z-form Bp0.1 60-70deg(Ref. 0129)




E,E-form: Isol. from above-ground parts of Aethusa cynapium.(Ref. 0129)
2Z,8E-form: Isol. from Grindelia sp.(Ref. 0129)
Z,Z-form: Isol. from Dahlia merckii(Ref. 0129)



E,E-form: Yellowish cryst (petrol).(Ref. 0129)
[0129]
63
2-decene-4,6,8-triyn-1-al
 DLD0063
Toshihide Suzuki
C10H6O 142.154 Download ChemDraw structure file

E-form Mp 108-109deg(Ref. 0015)(Ref. 0131)
lmax (in hexan) 350, 326, 306, 288, 272, 258, 245.5, 234.5, 225nm(Ref. 0015)
u 1693, 1111, 950 cm-1(Ref. 0015)




E-form: Produced by Pleurotus ulmarius, Aleurodiscus roseus and Artemisia douglasiana.(Ref. 0131)



CRYSTAL.(Ref. 0131)
[0015] / [0131]
64
undecanal
 DLD0064
Toshihide Suzuki
C11H22O 170.292 Download ChemDraw structure file
Skin irritant. LD50(rat, orl) >5000mg/kg(Ref. 0103)(Ref. 0132) LD50(rbt, skn)>5000mg/kg(Ref. 0103)
Mp -4deg(Ref. 0132)
Bp18 116-117deg(Ref. 0132)
d4-23 0.825(Ref. 0132)
nd-23 1.4322(Ref. 0132)
u 1740 cm-1(Ref. 0041)




Found in many essential oils, e.g. Citrus spp., Cunila lythrifolia and Fortunella marginata.(Ref. 0132)



Perfumery and flavouring ingredient. Readily polymerises.(Ref. 0132)
[0041] / [0103] / [0132]
65
2-undecenal
 DLD0065
Toshihide Suzuki
C11H20O 168.276 Download ChemDraw structure file

E-form Bp2 88-90deg(Ref. 0053)(Ref. 0133) Z-form Bp18 129-131deg(Ref. 0133)
u 1700, 985 cm-1(Ref. 0024)
1H NMR(60mHz, CCl4 ): d 0.88(t, 3H), 1.29(m, 12H), 2.28(m, 2H), 5.96(dd, 1H), 6.40-6.90(m, 1H), 9.45(d, 1H)(Ref. 0024) E-form 1H NMR (CCl4): d 6.35, 9.40(Ref. 0053)
m/z 168(M+), 167, 137, 81(Ref. 0024)


E-form: Component of dried/smoked fish aroma. Present in leaf and flower essential oils, and fruit (orange peel and blackberries).(Ref. 0133)
Z-form Component of roasted chicken/guinea hen meat and mango aroma.(Ref. 0133)



Liquid.(Ref. 0133)
[0024] / [0053] / [0133]
66
4-undecenal
 DLD0066
Toshihide Suzuki
C11H20O 168.276 Download ChemDraw structure file

Z-form Bp3 78deg(Ref. 0133) Z-formBp4 78deg(Ref. 0077)
Z-form u 1769 cm-1(Ref. 0077)








Liquid.(Ref. 0133)
[0077] / [0133]
67
10-undecenal
 DLD0067
Toshihide Suzuki
C11H20O 168.276 Download ChemDraw structure file
Skin irritant. LD50(rat, orl)>5ml/kg(Ref. 0102) LD50(rbt, skn)>5ml/kg(Ref. 0102)
Bp1 64-65deg(Ref. 0078) Bp10 101-103deg(Ref. 0133)
nd-21 1.4464(Ref. 0133)

m/e(negative ion mass) 167(M-1), 46, 43, 41, 25, 16(Ref. 0022)






Perfumery and flavouring ingredient. Liq. with heavy flowery odour.(Ref. 0133)
[0022] / [0078] / [0102] / [0133]
68
2,5-undecadienal
 DLD0068
Toshihide Suzuki
C11H18O 166.260 Download ChemDraw structure file





2E,5Z-form: Component of cooked chicken flavour. Also from n-6 polyene acyl chains.(Ref. 0134)



(Ref. 0134)
[0134]
69
2,4,6-undecatrienal
 DLD0069
Toshihide Suzuki
C11H16O 164.244 Download ChemDraw structure file

2Z,4E,6E-form lmax 320nm(Ref. 0009)
2Z,4E,6E-form u 3040, 2780, 2740, 1670, 1640, 1610, 1560 cm-1(Ref. 0009)
2Z,4E,6E-form 1H NMR: d 0.90(br t, 3H), 1.10-1.60(m, 4H), 2.20(br dt, 2H), 5.40-7.30(m, 6H), 10.10(d, 1H)(Ref. 0009) 2Z,4E-form 13C NMR: d 13.86, 22.19, 31.00, 32.70, 123.58, 125.99, 129.63, 142.20, 143.19, 147.36, 189.87(Ref. 0009)
2Z,4E-form m/z 164(M+), 81(Ref. 0009)






2Z,4E,6E-form: Pale yellow oil.(Ref. 0133)
[0009] / [0133]
70
4,10-undecadiynal
 DLD0070
Toshihide Suzuki
C11H14O 162.228 Download ChemDraw structure file

Bp0.15 97-99deg(Ref. 0075)(Ref. 0135)
u 3300, 2730, 2120, 1728 cm-1(Ref. 0075)
1H NMR (CDCl3, 250MHz): d 1.60(br s, 4H), 1.93(t, 1H), 2.10(m, 4H), 2.40-2.65(m, 4H), 9.77(s, 1H)(Ref. 0075)
m/z 162(M+), 161, 133, 119, 105, 91(Ref. 0075)






Liquid.(Ref. 0135)
[0075] / [0135]
71
lauric aldehyde/laurylaldehyde
dodecanal
 DLD0071
Toshihide Suzuki
C12H24O 184.318 Download ChemDraw structure file
Skin and eye irritant. LD50(rat, orl) 23000mg/kg(Ref. 0104)(Ref. 0136) LD50(rby, skn) >2g/kg(Ref. 0104)
Mp 44.5deg(Ref. 0136)
Bp100 184-185deg/ Bp22 142-143deg(Ref. 0136)
13C NMR(Ref. 0042)
m/e(negative ion mass) 183(M-1)(Ref. 0022)


Occurs in oil from Chamaecyparis lawsonia, Citrus spp. and a common component of lepidopteran pheromones.(Ref. 0136)

The lower unsubstituted aliphatic aldehydes are readily oxidized in the animal body to the corresponding fatty acids, which normally undergo oxidation and are eventially oxidized to carbon dioxide and water. (Ref. 0032)

Perfumery ingredient. Flavouring agent.(Ref. 0136)
[0022] / [0032] / [0042] / [0104] / [0136]
72
2-dodecenal
 DLD0072
Toshihide Suzuki
C12H22O 182.302 Download ChemDraw structure file
Skin irritant. LD50(rat, orl) >5000mg/kg(Ref. 0100)(Ref. 0137) LD50(rbt, skn)<5000mg/kg(Ref. 0100)
Bp10 125-128deg/ Bp0.5 73-74deg(Ref. 0099)(Ref. 0137) Bp0.1 72deg(Ref. 0074)
E-form d4-25 0.8368(Ref. 0004)
E-form nd-25 1.4391(Ref. 0004)
E-form lmax 223, 315nm(Ref. 0099)
E-form u 2740(sh), 1730(vs), 1665(m), 975(m) cm-1(Ref. 0004) E-form u 1700, 1650 cm-1(Ref. 0074)
E-form 1H NMR(CDCl3 ) : d 5.45(t,d), 6.28(d), 9.71(s)(Ref. 0004) E-form 1H NMR (CDCl3): d 0.73-1.02(m, 3H), 1.06-2.0(m, 14H), 2.12-2.5(m, 2H), 6.04(dd, 1H), 6.68(dt, 1H), 9.43(d, 1H)(Ref. 0074)
E-form m/z 182(M+), 97, 84, 83, 73(Ref. 0074)


Present in many foods including citrus, ginger, carrots, milk, peanuts. Also found in the millipede Rhinocricus insulatus.(Ref. 0137)



(Ref. 0137)
[0004] / [0074] / [0099] / [0100] / [0137]
73
2,4,6,8,10-dodecapentaenal
 DLD0073
Toshihide Suzuki
C12H14O 174.239 Download ChemDraw structure file

Mp 164-166deg(Ref. 0138)








Crystal.(Ref. 0138)
[0138]
74
tridecanal
 DLD0074
Toshihide Suzuki
C13H26O 198.345 Download ChemDraw structure file

Mp 14deg(Ref. 0139)
Bp10 126-128deg(Ref. 0139)
nd-18 1.4384(Ref. 0139)




Volatile flavour component of coriander leaf. Also in lemon and cucumber oils.(Ref. 0139)



Used in perfumery to add fresh notes. Liq. with waxy-citrus odour.(Ref. 0139)
[0139]
75
2-tridecenal
 DLD0075
Toshihide Suzuki
C13H24O 196.329 Download ChemDraw structure file
LD50(mus, orl)>5g/kg(Ref. 0101) LD50(rat, orl)>5g/kg(Ref. 0101) LD50(rbt, skn)>5g/kg(Ref. 0101) LD50(guinea-pig, skn)>5g/kg(Ref. 0101)
E-form Bp0.16 80deg(Ref. 0074)(Ref. 0140) E-form Bp0.05 90-94deg(Ref. 0053) Z-form Bp0.3 90-92deg(Ref. 0140)
E-form lmax 223nm(Ref. 0095)
E-form u 1700, 1655 cm-1(Ref. 0074) E-form u 1690 cm-1(Ref. 0095)
1H NMR (CCl4): d 6.35, 9.41(Ref. 0053) E-form 1H NMR (CCl4): d 0.83-1.09(m, 3H), 1.13-2.10(m, 16H), 2.16-2.57(m, 2H), 6.05(dd, 1H), 6.71(dt, 1H), 9.45(d, 1H)(Ref. 0074) E-form 1H NMR: d 6.10(dd, 1H), 6.88(t, 1H), 9.60(d, 1H)(Ref. 0095)
E-form m/z 196(M+), 98, 97, 96(Ref. 0074) E-form m/z 196(M+)(Ref. 0095)






Liquid.(Ref. 0140)
[0053] / [0074] / [0095] / [0101] / [0140]
76
2,4,7-tridecatrienal
 DLD0076
Toshihide Suzuki
C13H20O 192.297 Download ChemDraw structure file





2E,4Z,7Z-form: Component of cooked chicken flavour. Also from n-6 polyene acyl chains.(Ref. 0140)



(Ref. 0140)
[0140]
77
2-tridecene-4,7-diynal
 DLD0077
Toshihide Suzuki
C13H16O 188.266 Download ChemDraw structure file









Liquid.(Ref. 0140)
[0140]
78
myristic aldehyde/myristaldehyde
tetradecanal
 DLD0078
Toshihide Suzuki
C14H28O 212.372 Download ChemDraw structure file
Skin irritant. LD50(rat, orl) >5g/kg(Ref. 0030)(Ref. 0141) LD50(rat, skn) >10g/kg(Ref. 0030)
Mp 30deg(Ref. 0141)
(Ref. 0043) u 2724, 1723 cm-1(Ref. 0089)




Isol. from Ocotea usambarensis, lemon oil etc. Common constituent of Lepidopteran sex pheromones.(Ref. 0141)

The lower unsubstituted aliphatic aldehydes are readily oxidized in the animal body to the corresponding fatty acids, which normally undergo oxidation and are eventially oxidized to carbon dioxide and water. (Ref. 0032)

(Ref. 0141)
[0030] / [0032] / [0043] / [0089] / [0141]
79
2-tetradecenal
 DLD0079
Toshihide Suzuki
C14H26O 210.356 Download ChemDraw structure file

E-form Bp0.1 84-86deg(Ref. 0074)(Ref. 0142)
E-form u 1695, 1650 cm-1(Ref. 0074)
E-form 1H NMR (CDCl3): d 0.76-1.09(m, 3H), 1.10-2.10(m, 18H), 2.17-2.57(m, 2H), 6.10(dd, 1H), 6.84(dt, 1H), 9.5(d, 1H)(Ref. 0074)
E-form m/z 210(M+), 97, 96, 82(Ref. 0074)






Liquid.(Ref. 0142)
[0074] / [0142]
80
7-tetradecenal
 DLD0080
Toshihide Suzuki
C14H26O 210.356 Download ChemDraw structure file

Z-form Bp0.05 87-89deg(Ref. 0080)(Ref. 0142)
Z-form nd-20 1.4499(Ref. 0080)(Ref. 0142)
Z-form u 1720 cm-1(Ref. 0080)
Z-form 1H NMR (CDCl3): d 0.7-1.84(m, 17H), 1.88-2.75(m, 6H), 5.34(m, 2H), 9.92(t, 1H)(Ref. 0080) Z-form 13C NMR: d 13.55, 21.67, 22.34, 26.67, 26.88, 28.51, 28.69, 29.23, 29.47, 31.55, 43.33, 129.02, 129.59, 199.64(Ref. 0080) E-form 1H NMR(CCl4): d 0.98(t, 3H), 1.4(s, 14H), 2.0(m, 4H), 2.4(t, 2H), 5.4(t, 2H), 9.8(t, 1H)(Ref. 0096) E-form 13C NMR(CDCl3): d 14.65, 22.5, 23.2, 29.2, 29.4, 29.8, 30.2, 32.3, 32.9, 33.2, 44.4, 130.4, 131.5, 203.2(Ref. 0096)
m/z 210.1989(M+)(Ref. 0096)


Z-form: Pheromone of citrus flower moth Prays citri and olive moth P. oleae.(Ref. 0142)



Liquid.(Ref. 0142)
[0080] / [0096] / [0142]
81
9-tetradecenal
 DLD0081
Toshihide Suzuki
C14H26O 210.356 Download ChemDraw structure file
Z-form: Can inhibit behaviour of other pheromones.(Ref. 0142)
Z-form Bp0.6 89deg(Ref. 0142)




E-form: Sex pheromone of Lepidoptera.(Ref. 0142)
Z-form: Pheromone of Heliothis virescens.(Ref. 0142)



(Ref. 0142)
[0142]
82
5,8-tetradecadienal
 DLD0082
Toshihide Suzuki
C14H24O 208.340 Download ChemDraw structure file

Z,Z-form Bp0.15 94-95deg(Ref. 0143)








(Ref. 0143)
[0143]
83
pentadecanal
 DLD0083
Toshihide Suzuki
C15H30O 226.398 Download ChemDraw structure file

Mp 24-25deg(Ref. 0144)
Bp25 185deg/ Bp0.2 103-106deg(Ref. 0144)




Isol. from essential oil of Cinnamomum micranthum and from lemon oil (Citrus limon).(Ref. 0144)



Readily forms a polymer.(Ref. 0144)
[0144]
84
10-pentadecenal
 DLD0084
Toshihide Suzuki
C15H28O 224.382 Download ChemDraw structure file

u 2700, 1730, 1460, 965 cm-1(Ref. 0105)
1H NMR(CCl4): d 0.92(t, 3H), 2.34(t, 2H), 5.24(t, 2H), 9.59(t, 1H)(Ref. 0105)
m/z 224.2106(M+)(Ref. 0105)






(Ref. 0145)
[0105] / [0145]
85
2,4-pentadecadienal
 DLD0085
Toshihide Suzuki
C15H26O 222.366 Download ChemDraw structure file

lmax 278nm(Ref. 0097)
2E,4Z-form 1H NMR(360MHz): d 2.40(q), 6.07(q), 6.13(q), 6.32(t), 7.70(q), 9.58(d)(Ref. 0097)
m/z 222(M+)(Ref. 0097)


2E,4Z-form: Antifungal constit. of Triticum aestivum.(Ref. 0146)



(Ref. 0146)
[0097] / [0146]
86
5,10-pentadecadienal
 DLD0086
Toshihide Suzuki
C15H26O 222.366 Download ChemDraw structure file

E,E-form Bp0.05 103deg(Ref. 0098)(Ref. 0146) 5E,10Z-form Bp0.01 120-130deg(Ref. 0098)(Ref. 0146) Z,Z-form Bp0.03 98deg(Ref. 0098)(Ref. 0146) 5Z,10E-form Bp0.01 130deg(Ref. 0098)(Ref. 0146)
E,E-form u 2930, 2725, 1730, 1460, 1440, 980 cm-1(Ref. 0098) Z,Z-form u 2930, 2720, 1730, 1460, 730 cm-1(Ref. 0098) 5E,10Z-form u 2940, 2725, 1720, 1450, 960, 710 cm-1(Ref. 0098) 5Z,10E-form u 2950, 2740, 1725, 1460, 1440, 970, 720 cm-1(Ref. 0098)
E,E-form 1H NMR(CDCl3): d 0.89(t, 3H), 5.38(m, 4H), 9.72(t, 1H)(Ref. 0098) E,E-form 13C NMR(CDCl3): d 14.1, 22.1, 22.3, 29.6, 31.8(2), 31.9(2), 32.3, 43.3, 129.1, 130.1, 130.6, 131.8, 202.9(Ref. 0098) Z,Z-form 1H NMR(CDCl3): d 0.90(t, 3H), 5.37(m, 4H), 9.75(t, 1H)(Ref. 0098) Z,Z-form 13C NMR(CDCl3): d 14.0, 22.2, 22.4, 26.2, 26.6(3), 29.8, 32.0, 43.3, 128.5, 129.3, 130.3, 131.0, 202.4(Ref. 0098) 5E,10Z-form 1H NMR(CDCl3): d 0.89(t, 3H), 5.34(m, 4H), 9.75(t, 1H)(Ref. 0098) 5E,10Z-form 13C NMR(CDCl3): d 14.0, 22.0, 22.3, 26.7, 27.0, 29.6, 32.0(2), 32.2, 43.2, 129.1, 129.5, 130.2, 131.7, 202.5(Ref. 0098) 5Z,10E-form 1H NMR(CDCl3): d 0.88(t, 3H), 5.37(m, 4H), 9.75(t, 1H)(Ref. 0098) 5Z,10E-form 13C NMR(CDCl3): d 13.9, 22.2(2), 26.5, 26.7, 29.6, 31.8, 32.2(2), 43.3, 128.4, 129.8, 130.8, 131.1, 202.2(Ref. 0098)
E,E-form m/e222(M+), 205, 193, 178, 161, 149, 135, 121, 110, 95, 80, 67, 55, 41, 29(Ref. 0098) Z,Z-form m/e222(M+), 205, 193, 178, 161, 148, 135, 121, 110, 95, 80, 67, 55, 41, 29(Ref. 0098) 5E,10Z-form m/e 222(M+), 204, 178, 161, 148, 135, 124, 110, 95, 80, 67, 55, 41, 29(Ref. 0098) 5Z,10E-form m/e 222(M+), 205, 178, 161, 147, 135, 124, 110, 95, 80, 67, 55, 41, 29(Ref. 0098)






(Ref. 0146)
[0098] / [0146]
87
6,8,10,12-pentadecatetraenal
 DLD0087
Toshihide Suzuki
C15H22O 218.335 Download ChemDraw structure file

Mp <20deg(Ref. 0145)




Isol. from leaves of Centaurea spp.(Ref. 0145)



Crystal.(Ref. 0145)
[0145]
88
palmitic aldehyde/palmitaldehyde
hexadecanal
 DLD0088
Toshihide Suzuki
C16H32O 240.425 Download ChemDraw structure file

Mp 34deg(Ref. 0147)
Bp29 200-202deg(Ref. 0147)
(Ref. 0044) u 2724, 1722 cm-1(Ref. 0089)




Isol. from lemon oil (Citrus limon) and bacterial lipids. Common constit. of lepidopteran sex pheromones.(Ref. 0147)



Polymerises on standing to the trimer.(Ref. 0147)
[0044] / [0089] / [0147]
89
2-hexadecenal
 DLD0089
Toshihide Suzuki
C16H30O 238.409 Download ChemDraw structure file

E-form Mp 34deg(Ref. 0074)(Ref. 0148)
E-form Bp1 135deg(Ref. 0084)(Ref. 0148)
E-form u 1698, 1640 cm-1(Ref. 0074) E-form u 2940, 2860, 1695, 1470, 980 cm-1(Ref. 0084)
E-form 1H NMR: d 0.77-1.10(m, 3H), 1.11-2.03(m, 22H), 2.13-2.52(m, 2H), 6.09(dd, 1H), 6.80(dt, 1H), 9.51(d, 1H)(Ref. 0074) E-form 1H NMR: d 0.88(t, 3H), 1.15-1.40(m, 20H), 1.40-1.60(m, 2H), 2.34(qd, 2H), 6.12(ddt, 1H), 6.85(dt, 1H), 9.51(d, 1H)(Ref. 0084)
E-form m/z 238(M+), 98, 96, 82, 70(Ref. 0074) E-form m/z 239(M+1), 238(M+), 83(Ref. 0084)






(Ref. 0148)
[0074] / [0084] / [0148]
90
7-hexadecenal
 DLD0090
Toshihide Suzuki
C16H30O 238.409 Download ChemDraw structure file

Z-form Bp0.05 110-112deg(Ref. 0080)(Ref. 0148)
Z-form nd-20 1.4525(Ref. 0080)(Ref. 0148)
Z-form u 1725 cm-1(Ref. 0080)
Z-form 1H NMR (CDCl3): d 0.7-1.79(m, 21H), 1.85-2.70(m, 6H), 5.35(m, 2H), 9.96(t, 1H)(Ref. 0080) Z-form 13C NMR: d 13.65, 21.73, 22.45, 26.74, 26.96, 28.58, 29.14, 29.33, 29.55, 31.74, 43.39, 129.04, 129.66, 199.58(Ref. 0080)



Z-form: Active component of trail-following pheromone of the Argentine ant Iridomyrmex humilis.(Ref. 0148)



Liquid.(Ref. 0148)
[0080] / [0148]
91
9-hexadecenal
 DLD0091
Toshihide Suzuki
C16H30O 238.409 Download ChemDraw structure file





Z-form: Found in Heliothis spp. and other moths. Pheromone.(Ref. 0148)



Oil.(Ref. 0148)
[0148]
92
11-hexadecenal
 DLD0092
Toshihide Suzuki
C16H30O 238.409 Download ChemDraw structure file

Z-form Bp0.05 115-120deg(Ref. 0149)




Z-form: Sex pheromone of the rice stem borer, old world bollworm Heliothis armigera and spotted bollworm Earias vittella.(Ref. 0149)



(Ref. 0149)
[0149]
93
6,11-hexadecadienal
 DLD0093
Toshihide Suzuki
C16H28O 236.393 Download ChemDraw structure file

6Z,11Z-form Bp0.15 112-116deg(Ref. 0091) 6E,11Z-form Bp0.1 120deg(Ref. 0150) 6E,11Z-form Bp0.3 128-134deg(Ref. 0091) 6Z,11E-form Bp0.1 120-126deg(Ref. 0150) 6Z,11E-form Bp0.2 112-116deg(Ref. 0091)
u 2700, 1730, 970 cm-1(Ref. 0091)

m/z 236(M+)(Ref. 0091)


6E,11Z-form: Pheromone for the moths Antheraea polyphemus and A. pernyi.(Ref. 0150)



Oil.(Ref. 0150)
[0091] / [0150]
94
10,12-hexadecadienal
 DLD0094
Toshihide Suzuki
C16H28O 236.393 Download ChemDraw structure file

10E,12Z-form Bp0.01 135-145deg(Ref. 0053)(Ref. 0150)
10E,12Z-form u 1725 cm-1(Ref. 0053) E,E-form u 1700, 970 cm-1(Ref. 0093)
10E,12Z-form 1H NMR (CCl4): d 4.9-6.5, 9.60(Ref. 0053) E,E-form 1H NMR(CDCl3): d 0.9(t, 3H), 1.40-1.75(m, 14H), 2.10-2.40(m, 6H), 5.30-6.25(m, 4H), 9.70(t, 1H)(Ref. 0093)
10E,12Z-form m/e 236(M+)(Ref. 0053)(Ref. 0093)


10E,12Z-form: Minor pheromone of the silkworm Bombyx mori and tobacco hornworm Manduca sexta.(Ref. 0150)
10E,12E-form: Pheromone of spiny bollworm Earias insulana.(Ref. 0150)



(Ref. 0150)
[0053] / [0093] / [0150]
95
11,13-hexadecadienal
 DLD0095
Toshihide Suzuki
C16H28O 236.393 Download ChemDraw structure file

Z,Z-form Bp0.1 140deg(Ref. 0150)
Z,Z-form u 1715, 1645, 1590 cm-1(Ref. 0088) E,E-form u 3050, 2980, 2750, 1735 cm-1(Ref. 0094) 11Z,13E-form u 3050, 2980, 2748, 1732 cm-1(Ref. 0094)
E,E-form 1H NMR (CDCl3): d 1.00(t, 3H), 1.20-1.50(m, 12H), 1.60(m, 2H), 2.06(m, 4H), 2.44(dt, 2H), 5.60(m, 2H), 6.03(m, 2H), 9.82(t, 1H)(Ref. 0081) E,E-form 1H NMR(CDCl3): d 0.95(t, 3H), 1.21-1.70(m, 14H), 2.05(m, 4H), 2.33(m, 2H), 5.21(dd, 1H), 5.61(dt, 1H), 5.86(dt, 1H), 6.21(dd, 1H)(Ref. 0094) E,E-form 13C NMR (CDCl3): d 13.50, 22.18, 25.55, 29.41, 32.59, 43.88, 128.98, 129.45, 132.01, 133.48, 202.15(Ref. 0081) Z,Z-form 1H NMR (CDCl3): d 1.01(t, 3H), 1.20-1.39(m, 12H), 1.60(m, 2H), 2.18(m, 4H), 2.40(dt, 2H), 5.43(m, 2H), 6.23(m, 2H), 9.75(t, 1H)(Ref. 0088) 11Z,13E-form 1H NMR(CDCl3): d 1.00(t, 3H), 1.26-1.70(m, 14H), 2.04(m, 4H), 2.39(m, 2H), 5.28(dd, 1H), 5.67(dt, 1H), 5.95(dt, 1H), 6.26(dd, 1H)(Ref. 0094)
E,E-form m/e 236.2141(M+)(Ref. 0081) E,E-form m/e 237(M+1), 236(M+), 207, 194(Ref. 0094) Z,Z-form m/z 236(M+)(Ref. 0088) 11Z,13E-form m/e 237(M+1), 236(M+), 207, 194(Ref. 0094)


E,E-form: Sex pheromone of the cabbage webworm Hellulla undalis fabricius.(Ref. 0150)
Z,Z-form: Pheromone of the navel orangeworm Pamyelois transitella.(Ref. 0150)



Liquid.(Ref. 0150)
[0081] / [0088] / [0094] / [0150]
96
4,6,11-hexadecatrienal
 DLD0096
Toshihide Suzuki
C16H26O 234.377 Download ChemDraw structure file

4E,6E,11Z-form Bp0.1 98-101deg(Ref. 0082)
nd-20 1.4931(Ref. 0068)
4E,6E,11Z-form lmax 232nm(Ref. 0068)
4E,6E,11Z-form u 3020, 2940, 1730, 1660, 1625, 1580, 1460, 1440, 1360, 1260, 1055, 975, 865, 695, 660 cm-1(Ref. 0068) 4E,6E,11Z-form u 3005, 2720, 1720, 1690, 1620, 985, 720cm-1(Ref. 0082)
4E,6E,11Z-form 1H NMR (250MHz): d 0.90(t, 3H), 1.2-1.4(m, 4H), 1.43(quint, 2H), 1.9-2.2(m, 6H), 2.40(br q, 2H), 2.56(td, 2H), 5.25-5.45(m, 2H), 5.55(dt, 1H), 5.61(dt, 1H), 5.9-6.1(m, 2H), 9.79(t, 1H)(Ref. 0068) 4E,6E,11Z-form 1H NMR: d 0.89(t, 3H), 1.28-1.35(m, 4H), 1.43(quin, 2H), 1.90-2.20(m, 6H), 2.41(quin, 2H), 2.52(dt, 2H), 5.20-5.45(m, 2H), 5.49-5.76(m, 2H), 5.90-6.10(m, 2H), 9.78(t, 1H)(Ref. 0082) 4E,6E,11Z-form 13C NMR: d 14.0, 22.4, 25.1, 26.7, 27.0, 29.4, 31.9, 32.1, 43.4, 129.2, 129.3, 130.0, 130.3, 131.7, 133.5, 202.0(Ref. 0082)
4E,6E,11Z-form m/z 234(M+), 190, 150, 134, 121, 119, 107, 95, 93, 91, 82, 81, 80, 79, 69, 67, 55, 41(Ref. 0068) 4E,6E,11Z-form m/z 234(M+), 190, 150, 145, 134, 121, 119, 107, 95, 93, 91, 82, 81, 80, 79, 67, 55, 41(Ref. 0092) 4Z,6E,11E-form m/z 234(M+), 216, 190, 177, 150, 67(Ref. 0085) 4E,6Z,11E-form m/z 234(M+), 205, 190, 177, 163, 159, 150, 41(Ref. 0085) 4Z,6Z,11E-form m/z 234(M+), 216, 206, 205, 190, 177, 163, 150, 41(Ref. 0085) all E-form m/z 234(M+), 190, 177, 163, 159, 67(Ref. 0085)


4E,6E,11Z-form: Major sex pheromone component of the female eri-silkworm moth, Samia cynthia ricini.(Ref. 0148)



(Ref. 0148)
[0068] / [0082] / [0085] / [0092] / [0148]
97
heptadecanal
 DLD0097
Toshihide Suzuki
C17H34O 254.451 Download ChemDraw structure file

Mp 36deg(Ref. 0151)
Bp26 204deg(Ref. 0151)




Isol. from lemon oil (Citrus limon).(Ref. 0151)



Crystal.(Ref. 0151)
[0151]
98
stearaldehyde
octadecanal
 DLD0098
Toshihide Suzuki
C18H36O 268.478 Download ChemDraw structure file

Mp 37-38deg(Ref. 0079)(Ref. 0090)
(Ref. 0045) u(CCl4) 2715, 1735 cm-1(Ref. 0079)
1H NMR (CDCl3): d 0.88(t, 3H), 1.3(br s, 30H), 3.6(m, 2H), 9.6(br m, 1H)(Ref. 0079)



Constit. of female sex pheromones of the large pine weevil Hylobius abietis, the rice stem borer Chilo suppressalis and Cacoecimorpha pronubana.(Ref. 0090)



Needles. Polymerises rapidly.(Ref. 0090)
[0045] / [0079] / [0090]
99
9-octadecenal
 DLD0099
Toshihide Suzuki
C18H34O 266.462 Download ChemDraw structure file

Z-form Bp0.001 108-110deg(Ref. 0087)
(Ref. 0045) u 3000, 2923, 2852, 1691, 1456, 1380, 1140, 964 cm-1(Ref. 0083) Z-form u 2720, 1726 cm-1(Ref. 0089)
1H NMR (CDCl3): d 0.78-1.01(m, 3H), 1.15-1.45, 1.56-1.70(m, 22H), 1.86-2.14(m, 4H), 2.40(t, 2H), 5.34(t, 2H), 9.76(t, 1H)(Ref. 0083)



Z-form: Constit. of the sex pheromone of the Southwestern corn borer Diatraea grandiosella and the yellow stem borer Scirpophaga incertulas. Isol. from the oil of hops (Humulus lupulus and Elaeagnus moorcraftii). Also found in the aromas of various cooked meats.(Ref. 0087)



Liquid.(Ref. 0087)
[0045] / [0083] / [0087] / [0089]
100
11-octadecenal
 DLD0100
Toshihide Suzuki
C18H34O 266.462 Download ChemDraw structure file





Z-form: Sex attractant of the lesser waxmoth Achroia grisella and spotted bollworm Earias vittella.(Ref. 0087)



(Ref. 0087)
[0087]
101
9,12-octadecadienal
 DLD0101
Toshihide Suzuki
C18H32O 264.446 Download ChemDraw structure file

Z,Z-form Mp -32.3deg(Ref. 0086)
(Ref. 0044)(Ref. 0045) Z,Z-form u 2724, 1725 cm-1(Ref. 0089)




Z,Z-form: Present in glycerolipids as an enol ethe, sex pheromone in the female fall webworm moth Hyphantria cunea. Also from Dahlia merckii.(Ref. 0086)



Z,Z-form: Readily forms a dimethyl acetal.(Ref. 0086)
[0044] / [0045] / [0086] / [0089]
102
9,12,15-octadecatrienal
 DLD0102
Toshihide Suzuki
C18H30O 262.430 Download ChemDraw structure file

(Ref. 0045) all Z-form u 2723, 1723 cm-1(Ref. 0089)




Z,Z,Z-form: Present in glycerolipids as an enol ether, sex pheromone in the female fall webworm moth Hyphantria cunea.(Ref. 0049)



Z,Z,Z-form: Readily forms a dimethyl acetal.(Ref. 0049)
[0045] / [0049] / [0089]
103
tetracosanal
 DLD0103
Toshihide Suzuki
C24H48O 352.637 Download ChemDraw structure file

Mp 57.5-62deg(Ref. 0046)




Isol. from various fruit waxes, oil shales and marine sediments.(Ref. 0046)



Crystal.(Ref. 0046)
[0046]
104
15-tetracosenal
 DLD0104
Toshihide Suzuki
C24H46O 350.621 Download ChemDraw structure file










105
17-tetracosenal
 DLD0105
Toshihide Suzuki
C24H46O 350.621 Download ChemDraw structure file

Z-form u(CCl4) 2955, 2923, 2858, 2711, 1729, 1463, 1457, 1088, 1023 cm-1(Ref. 0047)
1H NMR (CDCl3): 0.88(brt, 3H), 1.26(brs, 34H), 2.03 (m, 4H), 2.43(d of t, 2H), 5.35 (t, 2H), 9.76(t, 1H)(Ref. 0047)
m/e 350(M+), 333, 332, 307, 252, 251, 238, 237, 224, 223, 169, 168, 167, 154, 153, 149, 98, 97, 96, 95, 94, 93, 83, 82, 81, 55(Ref. 0047)







[0047]
106
pentacosanal
 DLD0106
Toshihide Suzuki
C25H50O 366.664 Download ChemDraw structure file

Mp 72-76deg(Ref. 0020)








(Ref. 0020)
[0020]
107
hexacosanal
 DLD0107
Toshihide Suzuki
C26H52O 380.690 Download ChemDraw structure file

Mp 73-73.5deg(Ref. 0076)




Isol. from Vitis vinifera var. sultana.(Ref. 0076)



Crystal.(Ref. 0076)
[0076]
108
octacosanal
 DLD0108
Toshihide Suzuki
C28H56O 408.744 Download ChemDraw structure file





Isol. from wax of grapes (Vitis vinifera) and from cabbage leaves (Brassica oleracea).(Ref. 0037)



(Ref. 0037)
[0037]
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