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3-hydroxybutanal

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3-hydroxybutanal

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Also known as 3-hydroxybutyraldehyde, acetaldol

In organic chemistry, 3-hydroxybutanal (acetaldol, aldol) is an organic compound with the formula and the structure . It is classified as an aldol () and the word "aldol" can refer specifically to 3-hydroxybutanal. It is formally the product of the dimerization of acetaldehyde (). A thick colorless or pale-yellow liquid, it is a versatile and valuable intermediate with diverse impacts. The compound is chiral although this aspect is not often exploited.

Chemical data

Formula
C4H8O2
Molecular weight
88.11 g/mol
IUPAC name
3-hydroxybutanal
SMILES
CC(CC=O)O
InChIKey
HSJKGGMUJITCBW-UHFFFAOYSA-N
XLogP
-0.6
Polar surface area
37.3 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

~1 min read

Encyclopedic overview

5 sections
Contents
  • Production
  • Reactions and uses
  • Former or niche uses
  • See also
  • References

In organic chemistry, 3-hydroxybutanal (acetaldol, aldol) is an organic compound with the formula and the structure . It is classified as an aldol () and the word "aldol" can refer specifically to 3-hydroxybutanal. It is formally the product of the dimerization of acetaldehyde (). A thick colorless or pale-yellow liquid, it is a versatile and valuable intermediate with diverse impacts. The compound is chiral although this aspect is not often exploited.

==Production== Acetaldehyde dimerizes upon treatment with aqueous sodium hydroxide:

Excerpted from Wikipedia’s “3-hydroxybutanal” article, available under the CC BY-SA 4.0 licence.