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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

Certificate of Origin

Journal of the American Chemical Society, 79, 2316-2316 (1957)
Journal of the American Chemical Society, 104, 5486-5486 (1982)
Journal of the American Chemical Society, 67, 400-400 (1945)
Gisèle El Dib et al.
The journal of physical chemistry. A, 117(1), 117-125 (2012-12-06)
The reaction of the OH radicals with 4-hydroxy-2-butanone was investigated in the gas phase using an absolute rate method at room temperature and over the pressure range 10-330 Torr in He and air as diluent gases. The rate coefficients were
Xiao-Ling Tang et al.
Journal of biotechnology, 295, 49-54 (2019-03-12)
(R)-3-amino-1-butanol is a key intermediate of Dolutegravir for the treatment of HIV/AIDS and its green and efficient biosynthesis has attracted a great deal of attention. Transaminases are currently used as promising biocatalyst for the synthesis of chiral amines. However, many

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