22421-88-1

Basic information

• Product Name: 2-(4-BROMOPHENYL)ACETOPHENONE
• Synonyms: 2-(4-BROMOPHENYL)ACETOPHENONE;4-BROMOBENZYL PHENYL KETONE;UKRORGSYN-BB BBV-5118552;Ethanone, 2-(4-broMophenyl)-1-phenyl-;2-(4-bromophenyl)-1-phenylEthanone
• CAS NO: 22421-88-1
• Molecular Formula: C₁₄H₁₁BrO
• Molecular Weight: 275.14
• Mol File: 22421-88-1.mol
• Article Data: 32

Chemical Properties

• Melting Point: 233-234 °C (decomp)
• Boiling Point: 375.974°C at 760 mmHg
• Flash Point: 79.422°C
• Appearance: /
• Density: 1.391g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.608
• CAS DataBase Reference: 2-(4-BROMOPHENYL)ACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-BROMOPHENYL)ACETOPHENONE(22421-88-1)
• EPA Substance Registry System: 2-(4-BROMOPHENYL)ACETOPHENONE(22421-88-1)

Safety Data

• Hazardous Substances Data: 22421-88-1(Hazardous Substances Data)

Usage

General Description

2-(4-Bromophenyl)acetophenone, also known as 1-(4-Bromophenyl)-2-phenylethanone, is a chemical compound with the molecular formula C14H11BrO. This chemical is characterized by a phenyl (C6H5) functional group attached to the carbon of an acetophenone group. Its molecular weight is approximately 295.14 g/mol. Usually, it appears as an off-white crystalline powder. Its application is quite extensive in the field of organic synthesis. It is typically used as a key intermediate in the chemical industry, specifically for the synthesis of various pharmaceuticals, dyes, and organic compounds. It must be carefully handled and stored due to its potential to cause eye and skin irritation.

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

Upstream product

• 98-88-4 benzoyl chloride 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 37859-24-8 2-(4-bromophenyl)acetyl chloride 
• 71-43-2 benzene 
• 4333-76-0 1-(4-bromophenyl)-1-phenylethene 
• 87273-92-5 2-(p-bromophenyl)-2-ethoxy-2-phenylethyl bromide 
• 237763-11-0 methanesulfonic acid 4-bromo-benzyl ester 
• 830341-94-1 3-(p-bromophenyl)-2-hydroxy-2-phenylpropanoic acid 
• 4406-72-8 2-phenyl[1,3,2]dioxaborolane 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 16717-64-9 1-azidostyrene 
• 589-21-9 (4-bromophenyl)hydrazine 
• 149652-50-6 2-(4-bromophenyl)-N-methoxy-N-methylacetamide 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 100954-45-8 <4-Brom-phenyl>benzoylacetaldehyd 
• 96378-91-5 2,3-bis(4-bromophenyl)-1,4-diphenylbutane-1,4-dione 
• 146364-37-6 [2-(4-Bromo-phenyl)-1-phenyl-ethyl]-(2,2-diethoxy-ethyl)-amine 
• 146452-13-3 1-phenyl-2-(4-bromophenyl)ethylamine 
• 944344-67-6 3,4-bis(4-bromophenyl)-1-ethyl-2,5-diphenyl-1H-pyrrole 
• 944344-64-3 3,4-bis(4-bromophenyl)-2,5-diphenyl-1H-pyrrole 
• 4831-06-5 2-(4-bromophenyl)-2-diazo-1-phenylethan-1-one 
• 31464-80-9 2-(4-Bromo-phenyl)-2-{[1-(4-bromo-phenyl)-2-oxo-2-phenyl-eth-(E)-ylidene]-hydrazono}-1-phenyl-ethanone 
• 16343-49-0 4-p-Bromphenyl-3-phenylcyclohex-2-en-1-on 
• 119760-27-9 2-p-bromophenyl-1,3,5-triphenylpentane-1,5-dione 
• 36414-62-7 2-bromo-2-(p-bromophenyl)acetophenone 

Relevant articles and documents

H2O2-mediated room temperature synthesis of 2-arylacetophenones from arylhydrazines and vinyl azides in water

An environmentally benign, cost-efficient and practical methodology for the room temperature synthesis of 2-arylacetophenones in water has been discovered. The facile and efficient transformation involves the oxidative radical addition of arylhydrazines with α-aryl vinyl azides in the presence of H2O2 (as a radical initiator) and PEG-800 (as a phase-transfer catalyst). From the viewpoint of green chemistry and organic synthesis, the present protocol is of great significance because of using cheap, non-toxic and readily available starting materials and reagents as well as amenability to gram-scale synthesis, which provides an attractive strategy to access 2-arylacetophenones.

The organocatalytic enantiodivergent fluorination of β-ketodiaryl-phosphine oxides for the construction of carbon-fluorine quaternary stereocenters

Commercially available cinchona alkaloids that can catalyze the enantiodivergent fluorination of β-ketodiarylphosphine oxides were developed to construct carbon-fluorine quaternary stereocenters. This protocol features a wide scope of substrates and excellent enantioselectivities, and it is scalable.

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.