Phosphoric Acid → 3-Pentenal

HRID 358411

Reaction equation

HRID 358411 reaction equation
S(=O)(=O)(O)O.P(=O)(O)(O)[OH:7].[CH:11](=[O:16])[CH:12]=[CH:13][CH2:14][CH3:15]>O>[CH:11](=[O:16])[CH2:12][CH:13]=[CH:14][CH3:15].[CH2:11]([OH:16])[CH:12]=[CH:13][CH:14]([OH:7])[CH3:15]

Participants

6

Procedure

It has been disclosed in Bull. Soc. Chim. France 11 (1944), 218-223, that a mixture of aldehydes is obtained when an unsaturated diol is reacted with dilute sulfuric acid or equimolar amounts of phosphoric acid and water. Thus, a mixture of pent-2-enal and pent-3-enal is obtained from pent-2-ene-1,4-diol, a mixture of hex-2-enal and hex-3-enal is obtained from hex-2-ene-1,4-diol, and a mixture of 2,3-dimethylbut-2-enal and 2,3-dimethylbut-3-enal is obtained from 2,3-dimethylbut-2-ene-1,4-diol.

Sources & evidence

ORD record
ord-d25c54f21b47464c99a58711dfed4714
Source dataset
uspto-grants-1984_08
Patent number
US04467120

Linked notes

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