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B56404

Sigma-Aldrich

4′-Bromoacetophenone

98%

Synonym(s):

1-Acetyl-4-bromobenzene

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About This Item

Linear Formula:
BrC6H4COCH3
CAS Number:
99-90-1
Molecular Weight:
199.04
Beilstein:
386015
EC Number:
202-799-3
MDL number:
MFCD00000105
UNSPSC Code:
12352100
PubChem Substance ID:
24891845
NACRES:
NA.22

Assay

98%

form

solid

bp

255 °C (lit.)

mp

49-51 °C (lit.)

SMILES string

CC(=O)c1ccc(Br)cc1

InChI

1S/C8H7BrO/c1-6(10)7-2-4-8(9)5-3-7/h2-5H,1H3

InChI key

WYECURVXVYPVAT-UHFFFAOYSA-N

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General description

4′-Bromoacetophenone is used as an organic building block in Heck and Suzuki coupling reactions. Generates phenyl radicals upon UV irradiation.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

>212.0 °F

Flash Point(C)

> 100 °C

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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In vitro histamine release from basophils of asthmatic and atopic individuals in D2O.
R Tung et al.
Journal of immunology (Baltimore, Md. : 1950), 128(5), 2067-2072 (1982-05-01)
Mechanochemical solid-state Suzuki reactions using an in situ generated base.
Franziska Schneider et al.
ChemSusChem, 1(7), 622-625 (2008-08-15)
Gagan Chouhan et al.
Chemical communications (Cambridge, England), (45)(45), 4809-4811 (2007-11-16)
Magnetic nanoparticle-supported proline ligand was prepared and used for the CuI catalyzed Ullmann-type coupling reactions of aryl/heteroaryl bromides with various nitrogen heterocycles to form the corresponding N-aryl products in good to excellent yields; furthermore, this magnetic nanoparticle-supported proline ligand could
R Jeon et al.
Archives of pharmacal research, 24(1), 39-43 (2001-03-10)
4'-Bromoacetophenone analogs, which are able to generate monophenyl radicals capable of hydrogen atom abstraction, were investigated as possible photoinducible DNA cleaving agents. The potential of 4'-bromoacetophenone as a possible new DNA cleaver is explored. Pyrrolecarboxatmid conjugated 4'-bromoacetophenones, in particular, DNA
Lidiane S Araújo et al.
Marine drugs, 9(5), 889-905 (2011-06-16)
Several microorganisms were isolated from soil/sediment samples of Antarctic Peninsula. The enrichment technique using (RS)-1-(phenyl)ethanol as a carbon source allowed us to isolate 232 psychrophile/psychrotroph microorganisms. We also evaluated the enzyme activity (oxidoreductases) for enantioselective oxidation reactions, by using derivatives
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