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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:
70-11-1
Molecular Weight:
199.04
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24847241
EC Number:
200-724-9
Beilstein/REAXYS Number:
606474
MDL number:
MFCD00000195
Assay:
98%
Form:
solid

Key Documents

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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

100

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.

pictograms

CorrosionExclamation mark
GHS05,GHS07

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

Hazard Classifications

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000157085
0000134052
0000130144
0000116471
STBJ6469

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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
P A Wender et al.
Organic letters, 1(13), 2117-2120 (2000-06-03)
[formula: see text] 4'-Bromoacetophenone derivatives which upon excitation can generate monophenyl radicals capable of hydrogen atom abstraction were investigated as photoinducible DNA cleaving agents. Pyrrolecarboxamide-conjugated 4'-bromoacetophenones were synthesized, and their DNA cleaving activities and sequence selectivities were determined.
Gulnur Arabaci et al.
Bioorganic & medicinal chemistry letters, 12(21), 3047-3050 (2002-10-10)
A series of alpha-haloacetophenone derivatives was tested for inhibition of protein tyrosine phosphatases SHP-1 and PTP1B. The results show that the bromides are much more potent than the corresponding chlorides, whereas the phenyl ring is remarkably tolerant to modifications. Derivatization
T Endoh et al.
Carcinogenesis, 17(3), 467-475 (1996-03-01)
Effects of inhibitors of arachidonic acid (AA) metabolism on the development of fatty liver, cirrhosis, glutathione-S-transferase placental form (GST-P)-positive nodules and the generation of 8-hydroxydeoxyguanosine (8-OHdG) and thiobarbituric acid-reactive substances (TBARS), caused by a choline-deficient, L-amino acid-defined (CDAA) diet, were
Mostafa A Hussein et al.
Acta pharmaceutica (Zagreb, Croatia), 59(4), 365-382 (2009-11-19)
5-Acyl-8-hydroxyquinoline-2-(3'-substituted-4'-aryl-2,3-dihydrothiazol-2'-ylidene)hydrazones, 5a-e to 10a-c, were prepared by the reaction of appropriate 5-acyl-8-hydroxyquinoline-4-substituted thiosemicarbazones 3a-e and phenacyl bromides 4a-e. Structures of the new compounds were verified on the basis of spectral and elemental analyses. Twenty-eight new compounds were tested for their
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