40396-53-0

Basic information

• Product Name: 3'-BROMO-2-PHENYLACETOPHENONE
• Synonyms: 3'-BROMO-2-PHENYLACETOPHENONE;1-(3-broMophenyl)-2-phenyl-ethanone
• CAS NO: 40396-53-0
• Molecular Formula: C₁₄H₁₁BrO
• Molecular Weight: 275.14
• Mol File: 40396-53-0.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 379.4°C at 760 mmHg
• Flash Point: 81.9°C
• Appearance: /
• Density: 1.39g/cm³
• Vapor Pressure: 5.88E-06mmHg at 25°C
• Refractive Index: 1.608
• CAS DataBase Reference: 3'-BROMO-2-PHENYLACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-BROMO-2-PHENYLACETOPHENONE(40396-53-0)
• EPA Substance Registry System: 3'-BROMO-2-PHENYLACETOPHENONE(40396-53-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 40396-53-0(Hazardous Substances Data)

Usage

General Description

3'-Bromo-2-phenylacetophenone is a chemical compound with the molecular formula C14H11BrO. It is a derivative of acetophenone and contains a bromine atom and a phenyl group attached to the carbon backbone. 3'-BROMO-2-PHENYLACETOPHENONE is commonly used in the production of pharmaceuticals, agrochemicals, and materials science, where its unique structure and properties make it valuable for a variety of applications. It may also be used as an intermediate in organic synthesis, and its bromine substituent makes it particularly useful for reactions involving nucleophilic substitution or metal-catalyzed cross-coupling. As with any chemical compound, proper handling and storage of 3'-Bromo-2-phenylacetophenone are essential to ensure safety and prevent hazardous conditions.

InChI:InChI=1/C14H11BrO/c15-13-8-4-7-12(10-13)14(16)9-11-5-2-1-3-6-11/h1-8,10H,9H2

Upstream product

• 4747-15-3 1-(2-methoxyvinyl)benzene 
• 100-52-7 benzaldehyde 
• 89598-96-9 (3-bromophenyl)boronic acid 
• 140-29-4 phenylacetonitrile 
• 2039-86-3 3-bromostyrene 
• 100-63-0 phenylhydrazine 
• 103-82-2 phenylacetic acid 
• 585-76-2 m-bromobenzoic acid 
• 6952-59-6 3-cyanobromobenzene 
• 100-44-7 benzyl chloride 

Downstream Products

• 1283117-62-3 3-(6-(3-ethoxy-4-hydroxy-5-nitrophenyl)-2-oxo-5-phenyl-1,2,3,6-tetrahydropyrimidin-4-yl)benzonitrile 
• 758710-68-8 3-(2-phenylacetyl)benzonitrile 
• 1260215-57-3 (R)-2-benzyl-5-methyl-2-(3-(pyrimidin-5-yl)phenyl)-2H-imidazol-4-amine 
• 1260215-56-2 2-benzyl-5-methyl-2-(3-(pyrimidin-5-yl)phenyl)-2H-imidazol-4-amine 
• 1260214-94-5 2-benzyl-2-(3-bromophenyl)-5-methyl-2H-imidazol-4-amine 
• 1260214-93-4 2-benzyl-2-(3-bromophenyl)-5-(methylthio)-2H-imidazol-4-amine 
• 1260214-92-3 5-amino-2-benzyl-2-(3-bromophenyl)-2H-imidazole-4-thiol 
• 40396-56-3 2-<3-(α,α,β,β-Tetrafluorphenethyl)phenyl>propan-2-ol 
• 40396-55-2 3-bromo-α,α,α',α'-tetrafluorobibenzyl 
• 40396-54-1 1-(3-bromophenyl)-2-phenylethane-1,2-dione 

Relevant articles and documents

Palladium-catalyzed synthesis of α-aryl acetophenones from styryl ethers and aryl diazonium saltsviaregioselective Heck arylation at room temperature

Preparation of α-aryl acetophenones from styryl ethers and aryldiazonium salts is described. The reaction is catalyzed by palladium acetate at room temperature in the absence of ligand and base. The developed method is highly attractive in terms of reaction conditions, substrate scope, functional group tolerance and yields. Synthetic applications of the present method are demonstrated by preparing α-aryl indoles and 3-aryl isocoumarin from styryl ethers.

1,2-Aryl Migration Induced by Amide C?N Bond-Formation: Reaction of Alkyl Aryl Ketones with Primary Amines Towards α,α-Diaryl β,γ-Unsaturated γ-Lactams

Rearrangement reactions incorporated into cascade reactions play an important role in rapidly increasing molecular complexity from readily available starting materials. Reported here is a Cu-catalyzed cascade reaction of α-(hetero)aryl-substituted alkyl (hetero)aryl ketones with primary amines that incorporates an unusual 1,2-aryl migration induced by amide C?N bond formation to produce a class of structurally novel α,α-diaryl β,γ-unsaturated γ-lactams in generally good-to-excellent yields. This cascade reaction has a broad substrate scope with respect to primary amines, allows a wide spectrum of (hetero)aryl groups to smoothly undergo 1,2-migration, and tolerates electronically diverse α-substituents on the (hetero)aryl ring of the ketones. Mechanistically, this 1,2-aryl migration may stem from the intramolecular amide C?N bond formation which induces nucleophilic migration of the aryl group from the acyl carbon center to the electrophilic carbon center that is conjugated with the resulting iminium moiety.

Metal-free synthesis of ketones by visible-light induced aerobic oxidative radical addition of aryl hydrazines to alkenes

A green and cost-effective method has been developed for the conversion of alkenes to ketones under metal-free conditions. The reaction involves the oxidative addition of alkenes with aryl radicals, which are generated by visible-light induced aerobic oxidation of arylhydrazines. The key features of this reaction include broad substrate scope, readily available reagents and amenability to gram-scale synthesis.