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Please use this identifier to cite or link to this item: http://eprint.iitd.ac.in/handle/2074/2299

Title: Nuclear magnetic resonance and UV spectral probe of photochemical steady states of vitamin K1
Authors: Gandhi, R P
Ishar, M P S
Srivastava, Rashmi
Sarin, Rita
Keywords: vitamin K1
nuclear magnetic
side-chain olefinic bond
naphthoquinone moiety
photolysis mixture
triethylamine
Issue Date: 1994
Citation: Journal of Photochemistry and Photobiology A: Chemistry, 78(2), 153-160p.
Abstract: Steady state photochemistry of vitamin K1 has been examined using a 1H nuclear magnetic resonance probe on solutions in CDCl3, acetone-d6, benzene-d6 and acetonitrile-d3, and a UV probe on solutions in acetone, pentane and ethanol. A rationale for formation of the major photoproduct, i.e. chromenol (1), based on electron transfer from the side-chain olefinic bond to the naphthoquinone moiety in vitamin K1, has been suggested. The new mechanistic scheme implicates, inter alia, quinone methide (6) as the precursor of 1. Attempted separation of photolysis mixture using flash chromatography has led to isolation of 9 and an oxygen adduct 10 of chromenol (1). The photoconversion of the vitamin is accelerated with catalytic amounts of triethylamine.
URI: http://eprint.iitd.ac.in/dspace/handle/2074/2299
Appears in Collections:Chemistry

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