Benzyl O-chlorophenyl ether

Base Information

• Chemical Name: Benzyl O-chlorophenyl ether
• CAS No.: 949-38-2
• Molecular Formula: C13H11ClO
• Molecular Weight: 218.683
• UNII: R0EOL90H48
• DSSTox Substance ID: DTXSID00241678
• Nikkaji Number: J31.986D
• Wikidata: Q27287609
• Mol file: 949-38-2.mol

Synonyms:Benzene, 1-chloro-2-(phenylmethoxy)-;BENZYL O-CHLOROPHENYL ETHER;1-(Benzyloxy)-2-chlorobenzene;949-38-2;Ether, benzyl o-chlorophenyl-;Benzyl 2-chlorophenyl ether;UNII-R0EOL90H48;R0EOL90H48;HSDB 2833;2-Chlorophenylbenzyl ether;2-chlorophenyl benzyl ether;Ether, benzyl o-chlorophenyl;1-benzyloxy-2-chloro-benzene;SCHEMBL3047774;2-Chlorophenyl phenylmethyl ether;DTXSID00241678;JJHQOWSIVWOGGU-UHFFFAOYSA-N;AKOS008912967;1-Chloro-2-[(phenylmethyl)oxy]benzene;BENZYL O-CHLOROPHENYL ETHER [HSDB];Q27287609

Chemical Property of Benzyl O-chlorophenyl ether

Chemical Property:

• Vapor Pressure: 0.000573mmHg at 25°C
• Boiling Point: 321.1°Cat760mmHg
• Flash Point: 149°C
• PSA: 9.23000
• Density: 1.175g/cm³
• LogP: 3.91900
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 218.0498427
• Heavy Atom Count: 15
• Complexity: 177

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=CC=C2Cl

Technology Process of Benzyl O-chlorophenyl ether

There total 9 articles about Benzyl O-chlorophenyl ether which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2-monochlorophenol (95-57-8) + benzyl bromide (100-39-0) → 1-(benzyloxy)-2-chlorobenzene (949-38-2)

Guidance literature:

With choline chloride; urea; potassium hydroxide; at 80 ℃; for 2h; Green chemistry;

DOI:10.1016/j.tetlet.2014.11.053

Reference yield: 94.0%

potassium 2-(benzyloxy)phenyltrifluoroborate → 1-(benzyloxy)-2-chlorobenzene (949-38-2)

Guidance literature:

With trichloroisocyanuric acid; In water; ethyl acetate; at 20 ℃; for 1h; Open flask;

DOI:10.1021/jo201313a

Reference yield: 85.0%

2-monochlorophenol (95-57-8) + benzyl chloride (100-44-7) → 1-(benzyloxy)-2-chlorobenzene (949-38-2)

Guidance literature:

With 18-crown-6 ether; Methyl trichloroacetate; potassium carbonate; at 150 ℃; for 2h;

upstream raw materials:

2-monochlorophenol

benzyldimethylphenylammonium chloride

benzyl chloride

sodium 4-chlorophenolate

Downstream raw materials:

4-(3-benzyloxy-phenyl)-morpholine

2-(3-benzyloxyphenyl)acetonitrile

4-(5-benzyloxy-1,3,4,8b-tetrahydro-2H-biphenylen-4a-yl)-morpholine

3-(benzyloxy)aniline

Refernces

• 1、 He, Jing-Yao,Bai, Qi-Fan,Jin, Chengan,Feng, Gaofeng. "Organic Photoredox Catalysis for Pschorr Reaction: A Metal-Free and Mild Approach to 6 H-Benzo[ c[chromenes". . p. 2311 - 2315. Retrieved 2018/10/20.
• 2、 Singh, Abhilash S.,Shendage, Suresh S.,Nagarkar, Jayashree M.. "Choline chloride based deep eutectic solvent as an efficient solvent for the benzylation of phenols". . p. 7243 - 7246. Retrieved 2015/02/02.