p-Chloro-α-phenylbenzyl(methyl) ether

Base Information

• Chemical Name: p-Chloro-α-phenylbenzyl(methyl) ether
• CAS No.: 7364-23-0
• Molecular Formula: C14H13ClO
• Molecular Weight: 232.71
• Mol file: 7364-23-0.mol

Synonyms:1-chloro-4-(methoxyphenylmethyl)benzene;(4-chlorophenyl)phenylmethyl methyl ether;

Chemical Property of p-Chloro-α-phenylbenzyl(methyl) ether

Chemical Property:

• Vapor Pressure: 0.00147mmHg at 25°C
• Boiling Point: 305.6°C at 760 mmHg
• Flash Point: 140.3°C
• PSA: 9.23000
• Density: 1.138g/cm³
• LogP: 4.07580

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-Chloro-α-phenylbenzyl(methyl) ether

There total 15 articles about p-Chloro-α-phenylbenzyl(methyl) 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: 97.0%

benzyl methyl ether (538-86-3) + (4-chlorphenyl)magnesium bromide (873-77-8) → 1-chloro-4-(methoxy(phenyl)methyl)benzene (7364-23-0)

Guidance literature:

benzyl methyl ether; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chlorobenzene; at 80 ℃; for 1.5h; Inert atmosphere;

(4-chlorphenyl)magnesium bromide; In chlorobenzene; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol401534g

Reference yield: 71.0%

4-chlorobenzyl methyl ether (1195-44-4) + phenylmagnesium iodide (16002-63-4) → 1-chloro-4-(methoxy(phenyl)methyl)benzene (7364-23-0)

Guidance literature:

4-chlorobenzyl methyl ether; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis-[(trifluoroacetoxy)iodo]benzene; In 1,2-dichloro-ethane; at 80 ℃; for 3h; Inert atmosphere;

phenylmagnesium iodide; In diethyl ether; 1,2-dichloro-ethane; at -20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol5006399

Reference yield: 49.0%

iodobenzene (591-50-4) + 4-chlorobenzaldehyde dimethyl acetal (3395-81-1) → 1-chloro-4-(methoxy(phenyl)methyl)benzene (7364-23-0)

Guidance literature:

With chloro-trimethyl-silane; [nickel(II)dichloride(dimethoxyethane)]; N,N-dimethyl acetamide; 2,6-bis(pyrazole)pyridine; zinc; at 23 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1002/anie.201503936

upstream raw materials:

1-chloro-4-(chloro(phenyl)methyl)benzene

sodium methylate

methanol

(4-chlorophenyl)phenylethylene

Refernces

• 1、 Muramatsu, Wataru,Nakano, Kimihiro. "Efficient C(sp3)-H bond functionalization of isochroman by azadol catalysis". supporting information. p. 1549 - 1552. Retrieved 2015/03/30.
• 2、 Muramatsu, Wataru,Nakano, Kimihiro. "Organocatalytic approach for C(sp3)-H bond arylation, alkylation, and amidation of isochromans under facile conditions". supporting information. p. 2042 - 2045. Retrieved 2014/05/06.