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Merck
CN

245615

2-Bromo-4′-nitroacetophenone

95%

Synonym(s):

ω-Bromo-4-nitroacetophenone, 4-Nitrophenacyl bromide

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About This Item

Linear Formula:
O2NC6H4COCH2Br
CAS Number:
99-81-0
Molecular Weight:
244.04
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24854745
EC Number:
202-789-9
Beilstein/REAXYS Number:
393567
MDL number:
MFCD00007356

Key Documents

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Product Name

2-Bromo-4′-nitroacetophenone, 95%

InChI key

MBUPVGIGAMCMBT-UHFFFAOYSA-N

InChI

1S/C8H6BrNO3/c9-5-8(11)6-1-3-7(4-2-6)10(12)13/h1-4H,5H2

SMILES string

[O-][N+](=O)c1ccc(cc1)C(=O)CBr

assay

95%

mp

94-99 °C (lit.)

functional group

bromo
ketone
nitro

Quality Level

200

Gene Information

human ... PTPN6(5777)

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Application

2-Bromo-4′-nitroacetophenone was used to study the pKa of the histidine-34 imidazole.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBB1161
MKBM3440V
BCBB1161V
02409KH
1345199

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Dana Ortansa Dorohoi et al.
Molecules (Basel, Switzerland), 26(13) (2021-07-03)
Two 4-tolyl-1,2,4-triazol-1-ium methylids, namely 4-tolyl-1,2,4-triazol-1-ium-phenacylid and 4-tolyl-1,2,4-triazol-1-ium-4'-nitro-phenacylid, are studied from solvatochromic point of view in binary solvent mixtures of water with ethanol and water with methanol. The contributions (expressed in percent) of the universal and specific interactions are separated from
R R Annand et al.
Biochemistry, 35(14), 4591-4601 (1996-04-09)
In bee venom phospholipase A2, histidine-34 probably functions as a Brønsted base to deprotonate the attacking water. Aspartate-64 and tyrosine-87 form a hydrogen bonding network with histidine-34. We have prepared mutants at these positions and studied their kinetic properties. The
A Parkinson et al.
The Journal of biological chemistry, 261(25), 11478-11486 (1986-09-05)
The alkylating agent 2-bromo-4'-nitroacetophenone (BrNAP) binds covalently to each of 10 isozymes of purified rat liver microsomal cytochrome P-450 (P-450a-P-450j) but substantially inhibits the catalytic activity of only cytochrome P-450c. Regardless of pH, incubation time, presence of detergents, or concentration
M Ungureanu et al.
Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi, 94(1), 157-160 (1990-01-01)
Continuing to present the results of the investigations carried out on the amphoteric ions intermediates of the N-heteroatomic system with 2 natrium atoms in positions 1, 4, new pyrasine derivatives synthetized with p-nitro-phenacyl bromide are described. The observations on their
A Parkinson et al.
The Journal of biological chemistry, 261(25), 11487-11495 (1986-09-05)
The mechanism by which 2-bromo-4'-nitroacetophenone (BrNAP) inactivates cytochrome P-450c, which involves alkylation primarily at Cys-292, is shown in the present study to involve an uncoupling of NADPH utilization and oxygen consumption from product formation. Alkylation of cytochrome P-450c with BrNAP
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