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D38308

Sigma-Aldrich

2,4′-Dibromoacetophenone

>98%

Synonym(s):

4′-Bromophenacyl bromide

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About This Item

Linear Formula:
BrC6H4COCH2Br
CAS Number:
99-73-0
Molecular Weight:
277.94
Beilstein/REAXYS Number:
607604
EC Number:
202-783-6
MDL number:
MFCD00000200
UNSPSC Code:
12352100
PubChem Substance ID:
24893785
NACRES:
NA.22

Quality Level

200

assay

>98%

form

crystals

mp

108-110 °C (lit.)

SMILES string

BrCC(=O)c1ccc(Br)cc1

InChI

1S/C8H6Br2O/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4H,5H2

InChI key

FKJSFKCZZIXQIP-UHFFFAOYSA-N

Gene Information

human ... PLA2G2A(5320)
rat ... Pla2g2a(29692)

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Application

Undergoes condensation reactions with aldehydes in the presence of SnCl2 or SmI3 to afford α,β-unsaturated ketones. Also useful in the esterification of carboxylic acids.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 2

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
BCCK4052
BCCG5837
BCCD0381
BCCB6612
BCBW7699

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Tetrahedron Letters, 34, 4547-4547 (1993)
Synthetic Communications, 23, 271-271 (1993)
Tetrahedron, 49, 9735-9735 (1993)
Rodrigo G Stábeli et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 142(3-4), 371-381 (2006-01-31)
MjTX-II, a myotoxic phospholipase A(2) (PLA(2)) homologue from Bothrops moojeni venom, was functionally and structurally characterized. The MjTX-II characterization included: (i) functional characterization (antitumoral, antimicrobial and antiparasitic effects); (ii) effects of structural modifications by 4-bromophenacyl bromide (BPB), cyanogen bromide (CNBr)
Daniela P Marchi-Salvador et al.
Biochimica et biophysica acta, 1794(11), 1583-1590 (2009-07-21)
For the first time, the structure of a catalytic inactive phospholipase A(2) homolog (Lys49-PLA(2)s) complexed with p-bromophenacyl bromide (BPB) has been solved by X-ray crystallography. Lys49-PLA(2)s are among the main components of Viperidae snake venoms, causing myonecrosis and other actions
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