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ketene : ウィキペディア英語版
ketene

A ketene is an organic compound of the form R'R''C=C=O. The term is also used specifically to mean ethenone, the simplest ketene, where R' and R'' are hydrogen atoms.
Ketenes were first studied as a class by Hermann Staudinger.〔

==Formation==
Ethenone, the simplest ketene, can be formed by pyrolysis (thermal cracking) of acetone:
:CH3−CO−CH3 + ΔT → CH2=C=O + CH4
This reaction is called the Schmidlin ketene synthesis.〔Ketene in Organic Syntheses Organic Syntheses, Submitted by C. D. Hurd Checked by Oliver Kamm Coll. Vol. 1, p.330 (1941); Vol. 4, p.39 (1925). (Link )〕〔Schmidlin and Bergmann, Ber. 43, 2881 (1910);〕
Ketenes can be prepared from acyl chlorides by an elimination reaction in which HCl is lost:
:
In this reaction, a base, usually triethylamine, removes the acidic proton alpha to the carbonyl group, inducing the formation of the carbon-carbon double bond and the loss of a chloride ion.
Ketenes can also be formed from α-diazoketones by Wolff rearrangement.

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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