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 
• 1774-66-9 3-(4-bromophenyl)-1-phenylprop-2-en-1-one 
• 611-71-2 MANDELIC ACID 
• 6337-34-4 2,2-dimethyl-5-phenyl-1,3-dioxolan-4-one 
• 830341-90-7 5-(p-bromobenzyl)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-one 

Downstream Products

• 119760-27-9 2-p-bromophenyl-1,3,5-triphenylpentane-1,5-dione 
• 16343-49-0 4-p-Bromphenyl-3-phenylcyclohex-2-en-1-on 
• 31464-80-9 2-(4-Bromo-phenyl)-2-{[1-(4-bromo-phenyl)-2-oxo-2-phenyl-eth-(E)-ylidene]-hydrazono}-1-phenyl-ethanone 
• 4831-06-5 2-(4-bromophenyl)-2-diazo-1-phenylethan-1-one 
• 100954-45-8 <4-Brom-phenyl>benzoylacetaldehyd 
• 96378-91-5 2,3-bis(4-bromophenyl)-1,4-diphenylbutane-1,4-dione 
• 944344-64-3 3,4-bis(4-bromophenyl)-2,5-diphenyl-1H-pyrrole 
• 944344-67-6 3,4-bis(4-bromophenyl)-1-ethyl-2,5-diphenyl-1H-pyrrole 
• 146452-13-3 1-phenyl-2-(4-bromophenyl)ethylamine 
• 146364-37-6 [2-(4-Bromo-phenyl)-1-phenyl-ethyl]-(2,2-diethoxy-ethyl)-amine 
• 119760-24-6 3-p-bromophenyl-2,4,6-triphenylpyridine 
• 119760-28-0 4-p-bromophenyl-5-hydroxyimino-1,3,5-triphenylpentan-1-one 
• 7295-27-4 4-p-Cyanphenyl-3-phenyl-cyclohexen-2-on-1 
• 16343-50-3 4-p-Cyanphenyl-4-phenyl-cyclohexanon 

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.

Iron-Catalyzed Enantioselective Radical Carboazidation and Diazidation of α,β-Unsaturated Carbonyl Compounds

Azidation of alkenes is an efficient protocol to synthesize organic azides which are important structural motifs in organic synthesis. Enantioselective radical azidation, as a useful strategy to install a C-N3 bond, remains challenging due to the inherently instability and unique structure of radicals. Here, we disclose an efficient enantioselective radical carboazidation and diazidation of α,β-unsaturated ketones and amides catalyzed by chiral N,N′-dioxide/Fe(OTf)2 complexes. An array of substituted alkenes was transformed to the corresponding α-azido carbonyl derivatives in good to excellent enantioselectivities, benefiting the preparation of chiral α-amino ketones, vicinal amino alcohols, and vicinal diamines. Control experiments and mechanistic studies proved the radical pathway in the reaction process. The DFT calculations showed that the azido transferred to the radical intermediate via an intramolecular five-membered transition state with the internal nitrogen of the Fe-N3 species.

Versatile and base-free copper-catalyzed α-arylations of aromatic ketones using diaryliodonium salts

A ligand and base-free copper catalyzed synthetic method for the efficient α-arylation of aromatic ketones is described. In order to avoid strong bases, ketone-derived silyl enol ethers were employed. Their reaction with diaryliodonium salts as aryl source provided the intermolecular C–C coupling displaying good functional group tolerance and requiring low catalyst loading.