946-80-5

Basic information

• Product Name: BENZYL PHENYL ETHER
• Synonyms: (Phenoxymethyl)-benzene;alpha-Phenylanisole;Anisole, alpha-phenyl-;Ether, benzyl phenyl;PHENYL BENZYL ETHER;TIMTEC-BB SBB008247;BENZYL PHENYL ETHER;BENZYLOXY-BENZENE
• CAS NO: 946-80-5
• Molecular Formula: C₁₃H₁₂O
• Molecular Weight: 184.23
• EINECS: 250-571-7
• Product Categories: Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 946-80-5.mol
• Article Data: 194

Chemical Properties

• Melting Point: 39-41 °C(lit.)
• Boiling Point: 286-287 °C(lit.)
• Flash Point: >230 °F
• Appearance: Light brown-orange/Chunks
• Density: 1.0120 (rough estimate)
• Vapor Pressure: 0.00437mmHg at 25°C
• Refractive Index: 1.5641 (estimate)
• Storage Temp.: 2-8°C
• Water Solubility: Insoluble in water.
• BRN: 2045713
• CAS DataBase Reference: BENZYL PHENYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL PHENYL ETHER(946-80-5)
• EPA Substance Registry System: BENZYL PHENYL ETHER(946-80-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 946-80-5(Hazardous Substances Data)

Usage

Chemical Properties

Light brown-orange chunks

Uses

Benzyl phenyl ether reacts with aluminum bromide in chlorobenzene solution to afford a mixture of phenol, o-benzyl phenol and dichlorodiphenylmethane. It is a useful as model compound in catalytic chemistry to represent the a-O4 ether bond in lignin and coal. It contains a weak ether bond of 234kJ/mol and belongs to the most thermo-labile compounds in lignin and low rank coal. Influence of alkali carbonates, common additives in biomass conversion, on the reaction pathways of BPE in superheated water has been reported. Cesium-exchanged heteropolyacid catalyzed decomposition of benzyl phenyl ether to aromatics has been investigated. Photo-Claisen rearrangements of benzyl phenyl ether was investigated in cation-exchanged Y zeolites and polyethylenes of differing crystallinities.

General Description

Benzyl phenyl ether is a reactive organic oxygenate, containing ether as functional group, present in subbituminous and bituminous coals. It reacts with aluminium bromide in chlorobenzene solution to afford a mixture of phenol, o-benzyl phenol and dichlorodiphenylmethane. It is a useful as model compound in catalytic chemistry to represent the a-O4 ether bond in lignin and coal. It contains a weak ether bond of 234kJ/mol and belongs to the most thermo-labile compounds in lignin and low rank coal. Influence of alkali carbonates, common additives in biomass conversion, on the reaction pathways of BPE in superheated water has been reported. Cesium-exchanged heteropolyacid catalyzed decomposition of benzyl phenyl ether to aromatics has been investigated. Photo-Claisen rearrangements of benzyl phenyl ether was investigated in cation-exchanged Y zeolites and polyethylenes of differing crystallinities.

InChI:InChI=1/C13H12O/c1-3-7-12(8-4-1)11-14-13-9-5-2-6-10-13/h1-10H,11H2

Upstream product

• 93-99-2 benzoic acid phenyl ester 
• 6707-01-3 (chloromethoxy)benzene 
• 1024-41-5 benzyl tosylate 
• 139-02-6 sodium phenoxide 
• 3204-68-0 benzyldimethylphenylammonium chloride 
• 100-39-0 benzyl bromide 
• 64-17-5 ethanol 
• 100-67-4 potassium phenolate 
• 100-44-7 benzyl chloride 
• 135023-64-2 sulfurous acid monophenyl ester; sodium-salt 
• 108-88-3 toluene 
• 108-95-2 phenol 
• 2876-13-3 N-benzylpyridinium chloride 
• 100-66-3 methoxybenzene 

Downstream Products

• 108-88-3 toluene 
• 108-95-2 phenol 
• 101-53-1 p-benzylphenol 
• 1745-77-3 2-benzylquinoline 
• 42731-96-4 2-quinolin-2-yl-phenol 
• 28994-41-4 o-Benzylphenol 
• 100-52-7 benzaldehyde 
• 6793-92-6 p-benzyloxyphenylbromide 
• 55708-59-3 benzyl-[4-(1,2-dibromo-ethyl)-phenyl]-ether 
• 103-65-1 phenylpropane 
• 99985-57-6 1-(4-hydroxy-phenyl)-2-isopropylamino-ethanone 
• 52715-14-7 2,4-dibenzylphenol 
• 95225-25-5 1-(4-Benzyloxy-phenylazo)-[2]naphthol 
• 1145-76-2 benzyl 4-nitrophenyl ether 

Relevant articles and documents

Visible light mediated synthesis of 6H-benzo[c]chromenes: transition-metal-free intramolecular direct C-H arylation

A synthetic approach towards the 6H-benzo[c]chromene ring under visible light and transition-metal-free conditions has been developed. Benzochromenes are synthesized from the corresponding (2-halobenzyl) phenyl ethers or (2-halophenyl) benzyl ethers using

Direct Deamination of Primary Amines via Isodiazene Intermediates

We report here a reaction that selectively deaminates primary amines and anilines under mild conditions and with remarkable functional group tolerance including a range of pharmaceutical compounds, amino acids, amino sugars, and natural products. An anomeric amide reagent is uniquely capable of facilitating the reaction through the intermediacy of an unprecedented monosubstituted isodiazene intermediate. In addition to dramatically simplifying deamination compared to existing protocols, our approach enables strategic applications of iminium and amine-directed chemistries as traceless methods. Mechanistic and computational studies support the intermedicacy of a primary isodiazene which exhibits an unexpected divergence from previously studied secondary isodiazenes, leading to cage-escaping, free radical species that engage in a chain, hydrogen-atom transfer process involving aliphatic and diazenyl radical intermediates.

Radical Anion Promoted Chemoselective Cleavage of Csp2-S Bond Enables Formal Cross-Coupling of Aryl Methyl Sulfones with Alcohols

A novel formal cross-coupling of aryl methyl sulfones and alcohols affording alkyl aryl ethers via an SRN1 pathway is developed. Two marketed antitubercular drugs were efficiently prepared employing this approach as the key step. A dimsyl-anion initiated radical chain process was revealed as the major pathway. DFT calculations indicate that the formation of a radical anion via nucleophilic addition of alkoxide to the aryl radical is the key step in determining the observed chemoselectivity.