3-Hydroxybutanal

In organic chemistry, 3-hydroxybutanal (acetaldol, aldol) is an organic compound with the formula CH3CH(OH)CH2CHO and the structure H3C−CH(OH)−CH2CH=O. It is classified as an aldol (R−CH(OH)−CHR'−C(=O)−R") and the word "aldol" can refer specifically to 3-hydroxybutanal. It is formally the product of the dimerization of acetaldehyde (CH3CHO). 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.

3-Hydroxybutanal
Names
Preferred IUPAC name
3-Hydroxybutanal
Other names
  • Acetaldol
  • 3-Hydroxybutyraldehyde
  • beta-Hydroxybutyraldehyde
  • β-Hydroxybutyraldehyde
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.210
EC Number
  • 203-530-2
MeSH 3-hydroxybutanal
PubChem CID
UNII
  • InChI=1S/C4H8O2/c1-4(6)2-3-5/h3-4,6H,2H2,1H3 Y
    Key: HSJKGGMUJITCBW-UHFFFAOYSA-N Y
  • InChI=1/C4H8O2/c1-4(6)2-3-5/h3-4,6H,2H2,1H3
    Key: HSJKGGMUJITCBW-UHFFFAOYAI
SMILES
  • CC(O)CC=O
Properties
C4H8O2
Molar mass 88.106 g·mol−1
Appearance colorless liquid
Density 0.98 g/mL
Boiling point 162 °C (324 °F; 435 K)
Related compounds
Related aldehydes
Glycolaldehyde

Lactaldehyde

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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