The formation of ketones and aldehydes from carboxylic acids, structure-activity relationship for two competitive reactions

R. Pestman, A. van Duijne,, J.A.Z. Pieterse, V. ponec

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

Four carboxylic acids with a number of a-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 a-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 a-hydrogen. Furthermore, the reactions to aldehyde and ketone seem to be in competition with each other.
Original languageEnglish
Pages (from-to)175-l 80
Number of pages6
JournalJournal of Molecular Catalysis
Volume103
Issue number3
DOIs
Publication statusPublished - 1995
Externally publishedYes

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Aldehydes
Ketones
Carboxylic acids
Hydrogen
Atoms
Acids
Zirconium
Vanadium
Hydrogenation
Byproducts
Titanium
Iron
Catalysts
Oxides

Cite this

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title = "The formation of ketones and aldehydes from carboxylic acids, structure-activity relationship for two competitive reactions",
abstract = "Four carboxylic acids with a number of a-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 a-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 a-hydrogen. Furthermore, the reactions to aldehyde and ketone seem to be in competition with each other.",
author = "R. Pestman and {van Duijne,}, A. and J.A.Z. Pieterse and V. ponec",
year = "1995",
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The formation of ketones and aldehydes from carboxylic acids, structure-activity relationship for two competitive reactions. / Pestman, R.; van Duijne, A.; Pieterse, J.A.Z.; ponec, V.

In: Journal of Molecular Catalysis, Vol. 103, No. 3, 1995, p. 175-l 80.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - The formation of ketones and aldehydes from carboxylic acids, structure-activity relationship for two competitive reactions

AU - Pestman, R.

AU - van Duijne,, A.

AU - Pieterse, J.A.Z.

AU - ponec, V.

PY - 1995

Y1 - 1995

N2 - Four carboxylic acids with a number of a-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 a-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 a-hydrogen. Furthermore, the reactions to aldehyde and ketone seem to be in competition with each other.

AB - Four carboxylic acids with a number of a-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 a-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 a-hydrogen. Furthermore, the reactions to aldehyde and ketone seem to be in competition with each other.

U2 - 10.1016/1381-1169(95)00138-7

DO - 10.1016/1381-1169(95)00138-7

M3 - Article

VL - 103

SP - 175-l 80

JO - Journal of Molecular Catalysis

JF - Journal of Molecular Catalysis

SN - 0304-5102

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ER -