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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:
607604
EC Number:
202-783-6
MDL number:
MFCD00000200
UNSPSC Code:
12352100
PubChem Substance ID:
24893785
NACRES:
NA.22

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

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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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