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(2EZ)-crotonaldehyde

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EntityQ60193372· pop 25· linked from 284 articles

(2EZ)-crotonaldehyde

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Also known as (2EZ)-2-Butenal, (2EZ)-But-2-enal

Crotonaldehyde is a chemical compound with the formula CH3CH=CHCHO. The compound is usually sold as a mixture of the E- and Z-isomers, which differ with respect to the relative position of the methyl and formyl groups. The E-isomer is more common. This lachrymatory liquid is moderately soluble in water and miscible in organic solvents. As an unsaturated aldehyde, crotonaldehyde is a versatile intermediate in organic synthesis. It occurs in a variety of foodstuffs, e.g. soybean oils.

Chemical data

Formula
C4H6O
Molecular weight
70.09 g/mol
IUPAC name
but-2-enal
SMILES
CC=CC=O
InChIKey
MLUCVPSAIODCQM-UHFFFAOYSA-N
XLogP
0.5
Polar surface area
17.1 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Has part
oxygen
Mass
70.041864812
Show 4 more facts
chemical formula
C₄H₆O
found in taxon
Patrinia villosa
canonical SMILES
CC=CC=O
Commons category
Crotonaldehyde
Sources (3)

via Wikidata · CC0

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Encyclopedic overview

6 sections
Contents
  • Production and reactivity
  • Uses
  • Safety
  • See also
  • References
  • External links

Crotonaldehyde is a chemical compound with the formula CH3CH=CHCHO. The compound is usually sold as a mixture of the E- and Z-isomers, which differ with respect to the relative position of the methyl and formyl groups. The E-isomer is more common. This lachrymatory liquid is moderately soluble in water and miscible in organic solvents. As an unsaturated aldehyde, crotonaldehyde is a versatile intermediate in organic synthesis. It occurs in a variety of foodstuffs, e.g. soybean oils.

==Production and reactivity== Crotonaldehyde is produced by the aldol condensation of acetaldehyde: 2 CH3CHO → CH3CH=CHCHO + H2O

Excerpted from Wikipedia’s “(2EZ)-crotonaldehyde” article, available under the CC BY-SA 4.0 licence.

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