THE FORMATION OF KETONES AND ALDEHYDES FROM CARBOXYLIC-ACIDS, STRUCTURE-ACTIVITY RELATIONSHIP FOR 2 COMPETITIVE REACTIONS

被引:68
作者
PESTMAN, R [1 ]
VANDUIJNE, A [1 ]
PIETERSE, JAZ [1 ]
PONEC, V [1 ]
机构
[1] LEIDEN UNIV,LEIDEN INST CHEM,GORLAEUS LABS,2300 RA LEIDEN,NETHERLANDS
关键词
SELECTIVE REDUCTION; HYDROGENATION; KETONIZATION; KETENE; MECHANISM; DECARBOXYLATION;
D O I
10.1016/1381-1169(95)00138-7
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Four carboxylic acids with a number of alpha-hydrogen atoms ranging from three to zero were tested in the selective hydrogenation to aldehyde. The acids used were acetic, propanoic, isobutyric, and pivalic acid. The oxides of iron, vanadium, zirconium, and titanium were used as catalysts. It was found that by decreasing the number of alpha-hydrogen atoms the selectivity to the aldehyde increased, while the formation of the main by-product, ketone, was suppressed. It is suggested that this is due to the fact that the ketonisation proceeds via a ketene-like intermediate, the formation of which needs the presence of alpha-hydrogen. Furthermore, the reactions to aldehyde and ketone seem to be in competition with each other.
引用
收藏
页码:175 / 180
页数:6
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