2001-23-2

Basic information

• Product Name: 1-[1,1'-biphenyl]-4-yl-2-phenylethan-1-one
• Synonyms: 1-(4-Biphenylyl)-2-phenylethanone;1-[[1,1'-Biphenyl]-4-yl]-2-phenylethanone;4-Phenyldeoxybenzoin;1-[1,1'-biphenyl]-4-yl-2-phenylethan-1-one;1-Biphenyl-4-yl-2-phenyl-ethanone
• CAS NO: 2001-23-2
• Molecular Formula: C₂₀H₁₆O
• Molecular Weight: 272.34044
• EINECS: 217-888-2
• Mol File: 2001-23-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 436.6°Cat760mmHg
• Flash Point: 191.8°C
• Appearance: /
• Density: 1.102g/cm³
• CAS DataBase Reference: 1-[1,1'-biphenyl]-4-yl-2-phenylethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[1,1'-biphenyl]-4-yl-2-phenylethan-1-one(2001-23-2)
• EPA Substance Registry System: 1-[1,1'-biphenyl]-4-yl-2-phenylethan-1-one(2001-23-2)

Safety Data

• Hazardous Substances Data: 2001-23-2(Hazardous Substances Data)

Usage

Type of compound

Ketone

Structure

Contains a biphenyl group and a phenylethan-1-one group

Applications

a. Organic synthesis
b. Chemical research
c. Production of pharmaceuticals
d. Production of fragrances
e. Production of other industrial products

Potential uses

a. Development of new materials
b. Development of new drugs
c. Development of new chemical processes

Reactivity

Due to its unique structure, it has specific reactivity that makes it useful in various chemical processes.

Upstream product

• 103-82-2 phenylacetic acid 
• 92-52-4 biphenyl 
• 7510-62-5 2-(biphenyl-4-yl)-2-oxoethyl pivalate 
• 98-80-6 phenylboronic acid 
• 1616562-53-8 4-(1-azidovinyl)-1,1'-biphenyl 
• 100-63-0 phenylhydrazine 
• 345257-24-1 N,N-diisopropyl-[1,1'-biphenyl]-4-carboxamide 
• 108-88-3 toluene 
• 5122-94-1 4-biphenylboronic acid 
• 140-29-4 phenylacetonitrile 
• 61820-94-8 1-(4-chlorophenyl)-2-tosylethanone 
• 100-58-3 phenylmagnesium bromide 
• 710984-37-5 1-[1,1'-biphenyl]-4-yl-2-[(4-methylphenyl)sulfonyl]-1-ethanone 
• 2920-38-9 4-cyano-1,1'-biphenyl 

Downstream Products

• 102241-70-3 4-biphenyl-4-yl-5-phenyl-thiazol-2-ylamine 
• 124104-96-7 2-biphenyl-4-yl-7-hydroxy-3-phenyl-chromenylium; chloride 
• 21175-18-8 4-styrylbiphenyl 
• 56181-65-8 3-(Biphenyl-4'-yl)-1,2,3,4-tetrahydronaphthalen-1-one 
• 56181-63-6 [1-(biphenyl-4-yl)-2-phenylethyl]malonic acid 
• 56181-61-4 4-(1-bromo-2-phenylethyl)-1,1'-biphenyl 
• 56181-67-0 3-(1,1'-biphenyl)-4-yl-1-bromo-1,2,3,4-tetrahydronaphthalene 
• 69716-53-6 2-(Biphenyl-4-yl)-1,2-dihydro-naphthalin 
• 1283117-43-0 6-(biphenyl-4-yl)-4-(3-ethoxy-4-hydroxy-5-nitrophenyl)-5-phenyl-3,4-dihydropyrimidin-2(1H)-one 
• 187676-86-4 1-((1,1'-biphenyl)-4-yl)-2-phenylpropan-1-one 
• 67680-92-6 N-(1-Biphenyl-4-yl-2-phenyl-ethyl)-formamide 
• 36803-53-9 1-([1,1′-biphenyl]-4-yl)-2-phenylethane-1,2-dione 
• 21175-18-8 (E)-4-phenylstilbene 
• 14310-35-1 4-phenethyl-1,1′-biphenyl 

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.

Benzylic aroylation of toluenes with unactivated tertiary benzamides promoted by directed ortho-lithiation

The deprotonative functionalization of toluenes, for their weak acidity, generally needs strong bases, thus leading to the requirement of harsh conditions and the generation of by-products. Direct nucleophilic acyl substitution reaction of amides with organometallic reagents could provide an ideal solution for ketone synthesis. However, the inert amides and highly reactive organometallic reagents bring great challenges for an efficient and selective synthetic approach. Herein, we reported an lithium diisopropylamide (LDA)-promoted benzylic aroylation of toluenes with unactivated tertiary benzamides, providing a direct and efficient synthesis of various aryl benzyl ketones. This process features a kinetic deprotonative functionalization of toluenes with a readily available base LDA. Mechanism studies revealed that the directed ortho-lithiation of the tertiary benzamide with LDA promoted the benzylic kinetic deprotonation of toluene and triggered the nucleophilic acyl substitution reaction with the amide. [Figure not available: see fulltext.].

Palladium-catalyzed denitrative α-arylation of ketones with nitroarenes

The palladium-catalyzed α-arylation of ketones with readily available nitroarenes and nitroheteroarenes provides access to useful α-aryl and α-heteroaryl ketones. The use of the Pd/ BrettPhos catalysts was critical to achieve high efficiency for these transformations, whereas other catalysts led to decreased yields or no conversions. The intramolecular type substrate was also applied in this methodology and gave a chromone derivative. Polyaromatic carbonyl compounds can be easily obtained by multicomponent tandem reactions, via nucleophilic aromatic substitution (SNAr) or cross-coupling reaction followed by this denitrative arylation. Kinetic experiments show that the electronic effect of nitrobenzenes has a greater effect on the reaction rate than the electronic effect of ketones.