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115835

Sigma-Aldrich

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
Beilstein:
606474
EC Number:
200-724-9
MDL number:
MFCD00000195
UNSPSC Code:
12352100
PubChem Substance ID:
24847241
NACRES:
NA.22

Assay

98%

form

solid

bp

135 °C/18 mmHg (lit.)

mp

48-51 °C (lit.)

SMILES string

BrCC(=O)c1ccccc1

InChI

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

InChI key

LIGACIXOYTUXAW-UHFFFAOYSA-N

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

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

389390

2-Bromo-4′-fluoroacetophenone

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
A Kanstrup et al.
Archives of biochemistry and biophysics, 304(2), 332-337 (1993-08-01)
A series of 18 phenacyl bromide and iodoacetamide analogues have been synthesized and used to alkylate Met-398 situated in the S'1 binding site of carboxypeptidase Y. The course of the reactions was monitored by measurements of the peptidase and esterase
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.
Anabha E Raveendran et al.
Organic & biomolecular chemistry, 8(4), 901-905 (2010-02-06)
Nucleophilic heterocyclic carbenes (NHCs) have been used for the first time as catalysts in the cyclopropanation of ethyl cyanocinnamates with phenacyl bromide by Michael-initiated ring-closure (MIRC).
S Ramalingam et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 78(2), 826-834 (2011-01-11)
In this work, the experimental and theoretical spectra of 4-chloro-2-bromoacetophenone (4C2BAP) are studied. FT-IR and FT-Raman spectra of title molecule have been recorded in the region 4000-100 cm(-1). The structural and spectroscopic data of the molecule in the ground state
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