54894-37-0

Basic information

• Product Name: [(2-phenylethoxy)methyl]benzene
• Synonyms: [(2-phenylethoxy)methyl]benzene;Benzyl-(2-phenethyl) ether;(Phenethyloxymethyl)benzene;Benzyl(phenethyl) ether;Benzylphenethyl ether;Phenethylbenzyl ether;Benzene, ((2-phenylethoxy)methyl)-;Benzyl 2-phenylethyl ether
• CAS NO: 54894-37-0
• Molecular Formula: C₁₅H₁₆O
• Molecular Weight: 212.28694
• EINECS: 259-386-6
• Mol File: 54894-37-0.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 303.1°C at 760 mmHg
• Flash Point: 145.8°C
• Appearance: /
• Density: 1.031g/cm³
• Vapor Pressure: 0.0017mmHg at 25°C
• Refractive Index: 1.561
• CAS DataBase Reference: [(2-phenylethoxy)methyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: [(2-phenylethoxy)methyl]benzene(54894-37-0)
• EPA Substance Registry System: [(2-phenylethoxy)methyl]benzene(54894-37-0)

Safety Data

• Hazardous Substances Data: 54894-37-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 30, p. 2467, 1974 DOI: 10.1016/S0040-4020(01)97118-2Tetrahedron Letters, 36, p. 3465, 1995 DOI: 10.1016/0040-4039(95)00527-J

InChI:InChI=1/C15H16O/c1-3-7-14(8-4-1)11-12-16-13-15-9-5-2-6-10-15/h1-10H,11-13H2

Upstream product

• 60-12-8 2-phenylethanol 
• 100-39-0 benzyl bromide 
• 100-51-6 benzyl alcohol 
• 100-42-5 styrene 
• 103-45-7 acetic acid phenethyl ester 
• 1207372-96-0 o-[2-(4-methoxyphenyl)ethynyl]benzoic acid benzyl ester 
• 4410-99-5 2-mercaptophenylethane 
• 53772-44-4 benzyloxydiphenylphosphine 
• 952057-61-3 N-phenyl-2,2,2-trifluoroacetimidoyl chloride 
• 864298-72-6 benzyl P,P-diphenyl-N-(diphenylphosphoryl)phosphinimidate 
• 864298-78-2 benzyl N-(p-tolylsulfonyl)diphenylphosphinimidate 
• 864298-76-0 benzyl N-(benzoyl)diphenylphosphinimidate 
• 864298-57-7 benzyl P,P-diphenyl-N-(methanesulfonyl)phosphinimidate 
• 14629-58-4 trimethyl(phenethyloxy)silane 

Downstream Products

• 103-45-7 acetic acid phenethyl ester 
• 620-47-3 1-methyl-3-(phenylmethyl)-benzene 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 713-36-0 2-benzyltoluene 
• 100-41-4 ethylbenzene 
• 95843-98-4 2-(benzyloxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 108-88-3 toluene 
• 110-82-7 cyclohexane 
• 1678-91-7 ethyl-cyclohexane 
• 71-43-2 benzene 
• 60-12-8 2-phenylethanol 
• 65-85-0 benzoic acid 
• 831-91-4 Benzyl phenyl sulfide 
• 13865-49-1 [2-(phenylsulfanyl)ethyl]benzene 

Relevant articles and documents

Zirconium-catalysed direct substitution of alcohols: enhancing the selectivity by kinetic analysis

Kinetic analysis was used as a tool for rational optimization of a catalytic, direct substitution of alcohols to enable the selective formation of unsymmetrical ethers, thioethers, and Friedel-Crafts alkylation products using a moisture-tolerant and commercially available zirconium complex (2 to 8 mol%). Operating in air and in the absence of dehydration techniques, the protocol furnished a variety of products in high yields, including glycosylated alcohols and sterically hindered ethers. In addition, the kinetic studies provided mechanistic insight into the network of parallel transformations that take place in the reaction, and helped to elucidate the nature of the operating catalyst.

A gold catalytic the method for synthesizing calls the ether

The invention provides a synthetic method of asymmetrical ether in the field of organic synthesis. The general equation of reaction is defined in the specification. In the equation, R-OH is benzyl alcohol, p-methoxy benzyl alcohol, tert-butyl alcohol, diphenyl carbinol or triphenylmethanol; and R'OH is common alkyl alcohol or a compound containing hydroxyl groups. A gold catalyst required by the reaction is Ph3PAuCl, Ph3PAuNTf2, HAuCl4, NaAuCl4, Ph3PAuOTf, Ph3PAuSbF6, IPrAuCl or nano-gold. A medium required by the reaction is solvent-free, and is toluene, mesitylene, 1,2-dichloroethane, tetrahydrofuran, acetonitrile or acetone. The reaction is implemented by heating through a microwave reactor. The method has advantages as follows: raw materials are easily available; operation is simple; the range of application is wide; atom economy is good; and the reaction is green.

Photocatalytic nucleophilic addition of alcohols to styrenes in Markovnikov and anti-Markovnikov orientation

The nucleophilic addition of methanol and other alcohols to 1,1-diphenylethylene (1) and styrene (6) into the Markovnikov- and anti-Markovnikov-type products was selectively achieved with 1-(N,N-dimethylamino)pyrene (Py) and 1,7-dicyanoperylene-3,4:9,10-tetracarboxylic acid bisimide (PDI) as photoredox catalysts. The regioselectivity was controlled by the photocatalyst. For the reductive mode towards the Markovnikov-type regioselectivity, Py was applied as photocatalyst and triethylamine as electron shuttle. This approach was also used for intramolecular additions. For the oxidative mode towards the anti-Markovnikov-type regioselectivety, PDI was applied together with Ph-SH as additive. Photocatalytic additions of a variety of alcohols gave the corresponding products in good to excellent yields. The proposed photocatalytic electron transfer mechanism was supported by detection of the PDI radical anion as key intermediate and by comparison of two intramolecular reactions with different electron density. Representative mesoflow reactor experiments allowed to significantly shorten the irradiation times and to use sunlight as "green"light source.