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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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Synthetic Communications, 23, 271-271 (1993)
Tetrahedron Letters, 34, 4547-4547 (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)
Youngjin Park et al.
Archives of insect biochemistry and physiology, 60(3), 105-115 (2005-10-20)
We report on a secretory phospholipase A2 (sPLA2) associated with membrane-enriched fractions prepared from hemocytes of the tobacco hornworms, Manduca sexta. Virtually no PLA2 activity was detected in serum of immunologically naive or bacterially challenged hornworms. PLA2 activity was detected
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