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crotonaldehyde : ウィキペディア英語版
crotonaldehyde

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Crotonaldehyde is a chemical compound with the formula CH3CH=CHCHO. The compound is usually sold as a mixture of the ''E''- and ''Z''-isomers, which differ with respect to the relative position of the methyl and formyl groups. The ''E''-isomer is more common (data given in Table is for the ''E''-isomer). This lachrymatory liquid is moderately soluble in water and miscible in organic solvents. As an unsaturated aldehyde, crotonaldehyde is a versatile intermediate in organic synthesis. It occurs in a variety of foodstuffs, e.g. soybean oils.〔R. P. Schulz, J. Blumenstein, C. Kohlpaintner "Crotonaldehyde and Crotonic Acid" ''Ullmann's Encyclopedia of Chemical Technology'', Wiley-VCH, Weinheim: 2005. 〕
==Production and uses==
Crotonaldehyde is produced by the aldol condensation of acetaldehyde:
:2 CH3CHO → CH3CH=CHCHO + H2O
Its main application is as a precursor to fine chemicals. Sorbic acid, a food preservative, and trimethylhydroquinone, a precursor to the vitamin E, are prepared from crotonaldehyde. Other derivatives include crotonic acid and 3-methoxybutanol.〔
Crotonaldehyde is a multifunctional molecule that exhibits diverse reactivity. It is an excellent prochiral dienophile. It is a Michael acceptor. Addition of methylmagnesium chloride affords 3-penten-2-ol.

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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