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252557

4-Hydroxy-2-butanone

Name: 4-Hydroxy-2-butanone
Brand: ALDRICH

95%

Synonym(s):

2-Hydroxyethyl methyl ketone

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About This Item

Linear Formula:

HOCH₂CH₂COCH₃

CAS Number:

590-90-9

Molecular Weight:

88.11

NACRES:

NA.22

PubChem Substance ID:

24855219

UNSPSC Code:

12352100

EC Number:

209-693-6

MDL number:

MFCD00059005

Assay:

95%

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Properties

Quality Level

100

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

Description

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.

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

pictograms

GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

91.4 °F - closed cup

flash_point_c

33 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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First experimental determination of the absolute gas-phase rate coefficient for the reaction of OH with 4-hydroxy-2-butanone (4H2B) at 294 K by vapor pressure measurements of 4H2B.

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

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)

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Global Trade Item Number

SKU	GTIN
252557-100G	04061825973456