782-92-3

Basic information

• Product Name: (4-ACETYLPHENYL)PHENYLMETHANE
• Synonyms: 1-(4-Benzylphenyl)ethanone;AKOS BBS-00000790;4-ACETYLDIPHENYLMETHANE;(4-ACETYLPHENYL)PHENYLMETHANE;1-(4-Benzylphenyl)ethan-1-one;4-Acetyldiphenylmethane, 4'-Benzylacetophenone
• CAS NO: 782-92-3
• Molecular Formula: C₁₅H₁₄O
• Molecular Weight: 210.27
• Mol File: 782-92-3.mol
• Article Data: 50

Chemical Properties

• Melting Point: 38 °C
• Boiling Point: 344.5°C at 760 mmHg
• Flash Point: 148.5°C
• Appearance: /
• Density: 1.049g/cm³
• Vapor Pressure: 6.55E-05mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: (4-ACETYLPHENYL)PHENYLMETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: (4-ACETYLPHENYL)PHENYLMETHANE(782-92-3)
• EPA Substance Registry System: (4-ACETYLPHENYL)PHENYLMETHANE(782-92-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 782-92-3(Hazardous Substances Data)

Usage

Uses

1-(4-Benzylphenyl)ethanone is used in the preparation of di- and triarylmethanes through palladium-catalyzed reductive coupling of N-tosylhydrazones and aryl bromides.

Purification Methods

Distil it in a vacuum, then recrystallise it from EtOH (ca 1mL/g). The oxime has m 99.5o (from 60% aqueous EtOH). [Beilstein 7 H 449, 7 III 2176.]

InChI:InChI=1/C15H14O/c1-12(16)15-9-7-14(8-10-15)11-13-5-3-2-4-6-13/h2-10H,11H2,1H3

Upstream product

• 101-81-5 Diphenylmethane 
• 75-36-5 acetyl chloride 
• 1443-80-7 4-cyanophenyl methyl ketone 
• 28493-54-1 benzyltributyltin 
• 350-47-0 1-(4-acetylphenyl)diazonium tetrafluoroborate 
• 100-44-7 benzyl chloride 
• 22926-97-2 2-(4-methoxyphenyl)-1-phenylpropan-2-ol 
• 99-90-1 para-bromoacetophenone 
• 54589-56-9 4-chloromethylacetophenone 
• 603-33-8 triphenylbismuthane 
• 171364-81-1 1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanone 
• 98-86-2 acetophenone 
• 100-51-6 benzyl alcohol 
• 113031-44-0 (4'-acetylphenyl(phenyl)methane)tricarbonylchromium 

Downstream Products

• 38110-22-4 (E)-3-(4-Benzyl-phenyl)-but-2-enoic acid methyl ester 
• 53689-84-2 4-acetylbenzophenone 
• 1527477-68-4 (2E,4Z)-ethyl 5-(4-(benzyloxy)phenyl)-5-(dimethylcarbamoyloxy)-3-(prop-1-en-2-yl)penta-2,4-dienoate 
• 28179-31-9 1-(4-benzylphenyl)-2-bromoethanone 
• 28179-13-7 Phenyl-(4-dibromacetyl-phenyl)-methan 
• 1353586-07-8 1-{[2-(4-benzylphenyl)-1,3-dioxolan-2-yl]methyl}-1H-imidazole hydrochloride 
• 1353586-04-5 1-(4-benzylphenyl)-2-(1,2,4-1H-triazol-1-yl)ethanone hydrochloride 
• 1353585-90-6 1-[4-(benzyl)phenyl]-2-(1H-imidazol-1-yl)ethanone hydrochloride 
• 1254312-19-0 2-(4-benzylphenyl)-2-bromomethyl-1,3-dioxolane 
• 1254312-18-9 1-(4-benzylphenyl)-2-(1,2,4-1H-triazol-1-yl)ethanone 
• 113031-44-0 (4'-acetylphenyl(phenyl)methane)tricarbonylchromium 
• 113031-43-9 (4-acetylphenyl(phenyl)methane)tricarbonylchromium 
• 18908-80-0 C₄₀H₃₄O₆ 
• 18908-90-2 C₄₀H₃₈O₄ 

Relevant articles and documents

Aromatization as an Impetus to Harness Ketones for Metallaphotoredox-Catalyzed Benzoylation/Benzylation of (Hetero)arenes

Herein we report ketones as feedstock materials in radical cross-coupling reactions under Ni/photoredox dual catalysis. In this approach, simple condensation first converts ketones into prearomatic intermediates that then act as activated radical sources for cross-coupling with aryl halides. Our strategy enables the direct benzylation/benzoylation of (hetero)arenes under mild reaction conditions with high functional group tolerance.

Selective electrochemical oxidation of aromatic hydrocarbons and preparation of mono/multi-carbonyl compounds

A selective electrochemical oxidation was developed under mild condition. Various mono-carbonyl and multi-carbonyl compounds can be prepared from different aromatic hydrocarbons with moderate to excellent yield and selectivity by virtue of this electrochemical oxidation. The produced carbonyl compounds can be further transformed into α-ketoamides, homoallylic alcohols and oximes in a one-pot reaction. In particular, a series of α-ketoamides were prepared in a one-pot continuous electrolysis. Mechanistic studies showed that 2,2,2-trifluoroethan-1-ol (TFE) can interact with catalyst species and generate the corresponding hydrogen-bonding complex to enhance the electrochemical oxidation performance. [Figure not available: see fulltext.]

Nickel-Catalyzed Electrochemical C(sp3)?C(sp2) Cross-Coupling Reactions of Benzyl Trifluoroborate and Organic Halides**

Reported here is the redox neutral electrochemical C(sp2)?C(sp3) cross-coupling reaction of bench-stable aryl halides or β-bromostyrene (electrophiles) and benzylic trifluoroborates (nucleophiles) using nonprecious, bench-stable NiCl2?glyme/polypyridine catalysts in an undivided cell configuration under ambient conditions. The broad reaction scope and good yields of the Ni-catalyzed electrochemical coupling reactions were confirmed by 50 examples of aryl/β-styrenyl chloride/bromide and benzylic trifluoroborates. Potential applications were demonstrated by electrosynthesis and late-stage functionalization of pharmaceuticals and natural amino acid modification, and three reactions were run on gram-scale in a flow-cell electrolyzer. The electrochemical C?C cross-coupling reactions proceed through an unconventional radical transmetalation mechanism. This method is highly productive and expected to find wide-spread applications in organic synthesis.