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Merck

115835

2-Bromoacetophenone

98%

Synonym(s):

ω-Bromoacetophenone, Phenacyl bromide

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About This Item

Linear Formula:
C6H5COCH2Br
CAS Number:
Molecular Weight:
199.04
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-724-9
Beilstein/REAXYS Number:
606474
MDL number:
Assay:
98%
Form:
solid
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InChI key

LIGACIXOYTUXAW-UHFFFAOYSA-N

InChI

1S/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2

SMILES string

BrCC(=O)c1ccccc1

assay

98%

form

solid

bp

135 °C/18 mmHg (lit.)

mp

48-51 °C (lit.)

functional group

bromo, ketone, phenyl

Quality Level

Gene Information

human ... PTPN6(5777)

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Application

2-Bromoacetophenone has been used in the analysis of organic acids involving the formation of phenacyl derivatives.

signalword

Danger

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

pictograms

CorrosionExclamation mark

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1


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J G Streeter
Plant physiology, 85(3), 768-773 (1987-11-01)
Metabolites in Bradyrhizobium japonicum bacteroids and in Glycine max (L.) Merr. cytosol from root nodules were analyzed using an isolation technique which makes it possible to estimate and correct for changes in concentration which may occur during bacteroid isolation. Bacteroid
Lenilson Coutinho Rocha et al.
Marine biotechnology (New York, N.Y.), 12(5), 552-557 (2009-11-27)
The biotransformation reactions of α-bromoacetophenone (1), p-bromo-α-bromoacetophenone (2), and p-nitro-α-bromoacetophenone (3) by whole cells of the marine fungus Aspergillus sydowii Ce19 have been investigated. Fungal cells that had been grown in artificial sea water medium containing a high concentration of
E J Eisenberg et al.
Journal of chromatography. B, Biomedical applications, 679(1-2), 119-127 (1996-04-26)
A novel precolumn derivatization method for the HPLC determination of cytosine-containing compounds by HPLC is described. Highly fluorescent 2-phenyl-3,N4-ethenocytosine derivatives are produced by a reaction of non-fluorescent cytosine-containing compounds with phenacyl bromide in weakly acidic acetonitrile solution at elevated temperature.
Xufeng Lin et al.
Chemical communications (Cambridge, England), 47(23), 6620-6622 (2011-05-13)
Polysubstituted pyrroles were efficiently synthesized in moderate yields by a one-pot multicomponent reaction starting from primary amines, ethyl glyoxalate and 2-bromoacetophenones in the presence of pyridine in refluxing acetonitrile. This methodology was utilized to synthesize a highly substituted benz[g]indole.
M Persson et al.
Analytical biochemistry, 198(1), 149-153 (1991-10-01)
Previous studies suggest that plasma acetate may be an important fuel in man, accounting for approximately 10% of energy expenditure. Available methods for the determination of plasma acetate kinetics are difficult and time consuming. We describe here a procedure for

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