FComEx: Butanal (PC000740)

Record Information

Version

1.0

Creation date

2015-10-09 22:32:23 UTC

Update date

2017-01-19 02:36:34 UTC

FoodComEx ID

PC000740

FoodDB Record

FDB003378

Chemical Information

Name

Butanal

Description

Butanal, also known as butyral or butyl aldehyde, belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. It is miscible with most organic solvents. Butanal is an extremely weak basic (essentially neutral) compound (based on its pKa). Butanal exists in all living organisms, ranging from bacteria to humans. Upon prolonged exposure to air, butyraldehyde oxidizes to form butyric acid. Butanal is an apple, bready, and chocolate tasting compound. Outside of the human body, Butanal is found, on average, in the highest concentration within milk (cow) and carrots. Butanal has also been detected, but not quantified in, several different foods, such as hard wheats, borages, ostrich ferns, skunk currants, and fennels. This could make butanal a potential biomarker for the consumption of these foods. The dominant technology involves the use of rhodium catalysts derived from the water-soluble ligand Tppts. Butyraldehyde is produced almost exclusively by the hydroformylation of propylene:CH3CHCH2 + H2 + CO → CH3CH2CH2CHOTraditionally, hydroformylation was catalyzed by cobalt carbonyl and later rhodium complexes of triphenylphosphine. At one time, it was produced industrially by the catalytic hydrogenation of crotonaldehyde, which is derived from acetaldehyde. Butyraldehyde can be produced by the catalytic dehydrogenation of n-butanol. This compound is the aldehyde derivative of butane. An aqueous solution of the rhodium catalyst converts the propylene to the aldehyde, which forms a lighter immiscible phase. About 6 billion kilograms are produced annually by hydroformylation. It is a colourless flammable liquid with an unpleasant smell.

CAS Number

123-72-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-Butanal	biospider
Aldehyde butyrique	biospider
Aldeide butirrica	biospider
Butal	biospider
Butaldehyde	biospider
Butalyde	biospider
butan-1-al	biospider
Butanal n-butyraldehyde	biospider
Butanaldehyde	biospider
Butyl aldehyde	biospider
Butylaldehyde	biospider
Butyral	biospider
Butyraldehyd	biospider
Butyraldehyd(german)	biospider
Butyraldehyde	biospider
Butyraldehyde (crude)	biospider
Butyraldehyde [UN1129] [Flammable liquid]	biospider
Butyraldehyde, 8CI	db_source
Butyric aldehyde	biospider
Butyrylaldehyde	biospider
FEMA 2219	db_source
N-butanal	biospider
N-butyl aldehyde	biospider
N-butylaldehyde	biospider
N-butyraldehyde	biospider
n-C3H7CHO	biospider

Chemical Formula

C4H8O

IUPAC name

butanal

InChI Identifier

InChI=1S/C4H8O/c1-2-3-4-5/h4H,2-3H2,1H3

InChI Key

ZTQSAGDEMFDKMZ-UHFFFAOYSA-N

Isomeric SMILES

CCCC=O

Average Molecular Weight

72.1057

Monoisotopic Molecular Weight

72.057514878

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alpha-hydrogen aldehydes

Alternative Parents

Substituents