Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Oxidation of 2, 2-Bis (hydroxymethyl) Propionaldehyde to 2, 2-Bis (hydroxymethyl) Propionic Acid
Toshiyuki TANAKATokuyuki KURODA
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1978 Volume 36 Issue 12 Pages 1095-1100

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Abstract

The oxidation of 2, 2-bis (hydroxymethyl) propionaldehyde (HMPAL) to 2, 2-bis (hydroxyme thyl) propionic acid (HMPA) with oxygen was studied.
Higher acid value than the calculated value base on HMPAL and formation of HMPA in decent yield were observed upon irradiation of HMPAL in ethyl acetate with UV light in a stream of oxygen. The oxidation was assumed to proceed co-oxidatively with a peroxy acid derived from the oxidative decomposition of ethyl acetate.
Isobutyraldehyde was effective as a co-oxidizing reagent in the oxidation of HMPAL with oxygen, but acetaldehyde showed no effect. The effectiveness of isobutyraldehyde was assumed to its structural suitability.

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© The Society of Syhthetic Organic Chemistry, Japan
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