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183695

Sigma-Aldrich

2′-Bromoacetophenone

99%

Synonym(s):

1-Acetyl-2-bromobenzene

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About This Item

Linear Formula:
BrC6H4COCH3
CAS Number:
2142-69-0
Molecular Weight:
199.04
Beilstein:
1931534
EC Number:
218-398-1
MDL number:
MFCD00000067
UNSPSC Code:
12352100
PubChem Substance ID:
24851070
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.568 (lit.)

density

1.476 g/mL at 25 °C (lit.)

SMILES string

CC(=O)c1ccccc1Br

InChI

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

InChI key

PIMNFNXBTGPCIL-UHFFFAOYSA-N

General description

2′-Bromoacetophenone (2-Bromoacetophenone) undergoes enantioselective addition reaction with phenylacetylene catalyzed by chiral camphorsulfonamide. It reacts with aliphatic primary amines in the presence of palladium catalyst to afford 3-methyleneisoindolin-1-ones.

Application

2′-Bromoacetophenone (2-Bromoacetophenone) was used in the synthesis of novel series of non-condensed 5,5-bicycles.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

183695-BULK:
183695-5G:
183695-25G:
183695-VAR:

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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2-Bromo-4′-methylacetophenone 90%

Sigma-Aldrich

159530

2-Bromo-4′-methylacetophenone

Non-Condensed Trifluoromethylated 5, 5-Bicycles: Synthesis of 2-[3-Alkyl (phenyl)-1H-pyrazol-1-yl]-4-phenyl-5-alkylthiazole and-4, 5, 6, 7-tetrahydrobenzothiazole Systems.
Bonacorso HG, et al.
Synthesis, 2002(08), 1079-1083 (3003)
Enantioselective alkynylation of aromatic ketones catalyzed by chiral camphorsulfonamide ligands.
Gui Lu et al.
Angewandte Chemie (International ed. in English), 42(41), 5057-5058 (2003-11-05)
Palladium-catalysed convenient synthesis of 3-methyleneisoindolin-1-ones.
Cho CS, et al.
Synthetic Communications, 32(!2), 1821-1827 (2002)

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