2001-29-8

Basic information

• Product Name: 4'-Bromo-2-phenylacetophenone
• Synonyms: 1-(4-BROMOPHENYL)-2-PHENYLETHANONE;4-bromodeoxybenzoin;2-CHLOROBENZYL4-CHLOROPHENYLKETONE;benzyl 4-brornophenyl ketone;Benzyl 4-bromophenyl ketone 97%;DEOXY-4-BROMOBENZOIN;BENZYL 4-BROMOPHENYL KETONE;4-BROMODESOXY BENZOIN
• CAS NO: 2001-29-8
• Molecular Formula: C₁₄H₁₁BrO
• Molecular Weight: 275.14
• EINECS: -0
• Product Categories: Aromatic Ketones (substituted);C13 to C14;Carbonyl Compounds;Ketones
• Mol File: 2001-29-8.mol
• Article Data: 43

Chemical Properties

• Melting Point: 112-116 °C(lit.)
• Boiling Point: 383.2 °C at 760 mmHg
• Flash Point: 84.6 °C
• Appearance: White to pale yellow/Crystalline Powder
• Density: 1.39 g/cm³
• Vapor Pressure: 4.47E-06mmHg at 25°C
• Refractive Index: 1.608
• Storage Temp.: 2-8°C
• BRN: 2211322
• CAS DataBase Reference: 4'-Bromo-2-phenylacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-Bromo-2-phenylacetophenone(2001-29-8)
• EPA Substance Registry System: 4'-Bromo-2-phenylacetophenone(2001-29-8)

Safety Data

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.
• WGK Germany: 3
• Hazardous Substances Data: 2001-29-8(Hazardous Substances Data)

Usage

Chemical Properties

White topale yellow crystalline powder

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

Upstream product

• 87273-92-5 2-(p-bromophenyl)-2-ethoxy-2-phenylethyl bromide 
• 4333-76-0 1-(4-bromophenyl)-1-phenylethene 
• 623-00-7 4-bromobenzenecarbonitrile 
• 100-44-7 benzyl chloride 
• 102548-66-3 3-(4-bromo-phenyl)-3-hydroxy-2,4-diphenyl-butyric acid 
• 698-67-9 p-bromobenzamide 
• 1589-82-8 phenylmagnesium bromide 
• 89108-50-9 1-(1-azidovinyl)-4-bromobenzene 
• 100-63-0 phenylhydrazine 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 108-88-3 toluene 
• 192436-83-2 4-bromo-N-methoxy-N-methylbenzamide 
• 4747-15-3 1-(2-methoxyvinyl)benzene 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 

Downstream Products

• 855634-97-8 4-phenethyl-phenethyl alcohol 
• 1566544-76-0 2-(4-bromophenyl)-2-oxo-1-phenylethyl acetate 
• 1888-38-6 2,5-bis-(4-bromophenyl)-3,4-diphenylfuran 
• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 72433-45-5 1-(4-aminophenyl)-2-phenylethan-1-one 
• 1428476-56-5 (R)-2-(4-bromophenyl)-4-methyl-1-phenylpent-4-en-2-ol 
• 1421353-66-3 (2S,3S)-1-(4-bromophenyl)-2,3-diphenyl-3-(tosylamino)propan-1-one 
• 1283118-22-8 N-(4-(6-(3-ethoxy-4-hydroxy-5-nitrophenyl)-2-oxo-5-phenyl-1,2,3,6-tetrahydropyrimidin-4-yl)phenyl)methanesulfonamide 
• 1283118-23-9 2-ethoxy-4-(6-(4-(methylsulfonamido)phenyl)-2-oxo-5-phenyl-1,2,3,4-tetrahydropyrimidin-4-yl)-6-nitrophenyl methanesulfonate 
• 1283118-00-2 methyl 4-(6-(3-ethoxy-4-(methoxycarbonyloxy)-5-nitrophenyl)-2-oxo-5-phenyl-1,2,3,6-tetrahydropyrimidin-4-yl)phenylcarbamate 
• 1283117-99-6 methyl 4-(6-(3-ethoxy-4-hydroxy-5-nitrophenyl)-2-oxo-5-phenyl-1,2,3,6-tetrahydropyrimidin-4-yl)phenylcarbamate 
• 1283117-88-3 N-(4-(6-(3-ethoxy-4-hydroxy-5-nitrophenyl)-2-oxo-5-phenyl-1,2,3,6-tetrahydropyrimidin-4-yl)phenyl)acetamide 
• 1283117-67-8 6-(4-(diphenylmethyleneamino)phenyl)-4-(3-ethoxy-4-hydroxy-5-nitrophenyl)-5-phenyl-3,4-dihydropyrimidin-2(1H)-one 
• 1283117-66-7 6-(4-aminophenyl)-4-(3-ethoxy-4-hydroxy-5-nitrophenyl)-5-phenyl-3,4-dihydropyrimidin-2(1H)-one 

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.

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.

C-H Alkylation of Aldehydes by Merging TBADT Hydrogen Atom Transfer with Nickel Catalysis

Catalyst controlled site-selective C-H functionalization is a challenging but powerful tool in organic synthesis. Polarity-matched and sterically controlled hydrogen atom transfer (HAT) provides an excellent opportunity for site-selective functionalization. As such, the dual Ni/photoredox system was successfully employed to generate acyl radicals from aldehydes via selective formyl C-H activation and subsequently cross-coupled to generate ketones, a ubiquitous structural motif present in the vast majority of natural and bioactive molecules. However, only a handful of examples that are constrained to the use of aryl halides are developed. Given the wide availability of amines, we developed a cross-coupling reaction via C-N bond cleavage using the economic nickel and TBADT catalyst for the first time. A range of alkyl and aryl aldehydes were cross-coupled with benzylic and allylic pyridinium salts to afford ketones with a broad spectrum of functional group tolerance. High regioselectivity toward formyl C-H bonds even in the presence of α-methylene carbonyl or α-amino/oxy methylene was obtained.