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252557

Sigma-Aldrich

4-Hydroxy-2-butanone

95%

Synonym(s):
2-Hydroxyethyl methyl ketone
Linear Formula:
HOCH2CH2COCH3
CAS Number:
Molecular Weight:
88.11
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

refractive index

n20/D 1.430 (lit.)

bp

73-76 °C/12 mmHg (lit.)

density

1.023 g/mL at 25 °C (lit.)

SMILES string

CC(=O)CCO

InChI

1S/C4H8O2/c1-4(6)2-3-5/h5H,2-3H2,1H3

InChI key

LVSQXDHWDCMMRJ-UHFFFAOYSA-N

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General description

4-Hydroxy-2-butanone is an important pharmaceutical intermediate. Gas phase reaction of the OH radicals with 4-hydroxy-2-butanone has been investigated by absolute rate method.

Application

4-Hydroxy-2-butanone has been used in the synthesis of:
  • 3-buten-2-one via dehydration over anatase-TiO2 catalyst
  • 4-methyl-5-hydroxymethylthiazole
  • (±)-lineatin
  • mevalonic acid lactone
  • verrucarin
  • β-hydroxylactones

Packaging

100 g in glass bottle

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

91.4 °F - closed cup

Flash Point(C)

33 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Journal of the American Chemical Society, 79, 2316-2316 (1957)
Synthesis of 3-buten-2-one from 4-hydroxy-2-butanone over anatase-TiO2 catalyst.
Ichikawa N, et al.
Catalysis Communications, 6(1), 19-22 (2005)
The Journal of Organic Chemistry, 47, 929-929 (1982)
Studies on the biosynthesis of cholesterol. 5. Biosynthesis of squalene from DL-3-hydroxy-3-methyl [2-14C] pentano-5-lactone.
J W CORNFORTH et al.
The Biochemical journal, 69(1), 146-155 (1958-05-01)
Journal of the American Chemical Society, 67, 400-400 (1945)

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