252557
4-Hydroxy-2-butanone
95%
Sinónimos:
2-Hydroxyethyl methyl ketone
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About This Item
Fórmula lineal:
HOCH2CH2COCH3
Número de CAS:
Peso molecular:
88.11
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.)
functional group
hydroxyl
ketone
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 a beta-hydroxy ketone used as a starting material to synthesize 1,3-butanediol.
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.
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
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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
Hon Wai Lam et al.
Organic letters, 7(19), 4225-4228 (2005-09-09)
[reaction: see text] Copper bisphosphine complexes catalyze the intramolecular reductive aldol reaction of alpha,beta-unsaturated esters with ketones, affording five- and six-membered beta-hydroxylactones in high stereoselectivities. Utilization of chiral nonracemic bisphosphines render the cyclizations enantioselective.
Journal of the American Chemical Society, 67, 400-400 (1945)
Recent advances in fermentative production of C4 diols and their chemo-catalytic upgrading to high-value chemicals
Varma AR, et al.
Chinese Journal of Catalysis, 52, 99-126 (2023)
Journal of the American Chemical Society, 79, 2316-2316 (1957)
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