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Vitamin K


DATA No : VVK0020 INFORMANT : Tetsuya Nakamura

NAME : 2-Methyl-1,4-naphthalenediol / 2-methyl-1,4-naphthohydroquinone / 2-methyl-1,4-naphthoquinol .

COMMON NAME: Menadiol / dihydrovitamin K3
SYMBOL:
FORMULA: C11H10O2 MOL.WT (average) : 174.196


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:181deg(Ref. 0021)

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CHROMATOGRAM DATA

SOURCE

CHEMICAL SYNTHESIS
The quinone (2gm) is dissolved in 35cc of ether by warming and the solution is poured into a separatory funnel and shaken with a fresh solution of 4 gm of sodium hydrosulfite in 30 cc of water. After the mixture is shaken for a few minutes, the solution passes through a brown phase (quinhydrone) and becomes pale yellow. After removal of the aqueous layer the ethereal solution shaken with a mixture of 25 cc of saturated sodium chloride solution and 1 to 2 cc of saturated hydrosufite solution to remove the bulk of the water and filtered by gravity through a paper moistened with ether and about one-third filled with an hydrous magnesium (or sodium ) sulfate. The filtrate is evaporated until nearly all of the ether has been removed, cooled, and treated with petroleum ether (b.p. 20-40deg). The hydroquinone separating as a white or grayish powder is washed with petroleum ether and air-dried ; yield, 1.9 gm (94 per cent).(Ref. 0038)
METABOLISM

GENETIC INFORMATION

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REFERENCES
[0021]
AUTHOR:Anonym. (1996) Menadiol in The Merck Index , 12th edition (Budavari, S., O'Neil, M. J., Smith, A., Heckelman, P.E., and Kinneary, J., F., eds), pp994 Merck & Co., Inc., Whitehouse Station, N. J.
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VOL: PAGE : - ()
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[0038]
AUTHOR:Fieser, L. F.
TITLE:Cinvenient procedures for the preparation of antihemorrhagic compounds.
JOURNAL:J. Biol. Chem.
VOL:133 PAGE : 391 -396 (1940)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.