1-Chloro-4-[(4-methoxyphenyl)methoxy]benzene

Base Information

• Chemical Name: 1-Chloro-4-[(4-methoxyphenyl)methoxy]benzene
• CAS No.: 31574-11-5
• Molecular Formula: C14H13 Cl O2
• Molecular Weight: 248.709
• NSC Number: 171059
• DSSTox Substance ID: DTXSID80305545
• Nikkaji Number: J2.356.204I
• Wikidata: Q82052201
• Mol file: 31574-11-5.mol

Synonyms:31574-11-5;1-chloro-4-[(4-methoxyphenyl)methoxy]benzene;NSC171059;SCHEMBL9618281;DTXSID80305545;AKOS009100454;NSC-171059

Chemical Property of 1-Chloro-4-[(4-methoxyphenyl)methoxy]benzene

Chemical Property:

• Vapor Pressure: 4.24E-05mmHg at 25°C
• Boiling Point: 361.7°Cat760mmHg
• Flash Point: 138.2°C
• Density: 1.183g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 248.0604073
• Heavy Atom Count: 17
• Complexity: 206

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)COC2=CC=C(C=C2)Cl

Technology Process of 1-Chloro-4-[(4-methoxyphenyl)methoxy]benzene

There total 6 articles about 1-Chloro-4-[(4-methoxyphenyl)methoxy]benzene 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: 94.0%

4-chloro-phenol (106-48-9,82344-39-6) + 2,4,6-tris(4-methoxybenzyloxy)-1,3,5-triazine → 4-chlorophenyl-(4-methoxyphenylmethyl) ether (31574-11-5)

Guidance literature:

With (1S)-10-camphorsulfonic acid; In tetrahydrofuran; at 20 ℃; for 9h; Reflux;

DOI:10.1055/s-0033-1339713

Reference yield: 90.0%

bromochlorobenzene (106-39-8) + 4-Methoxybenzyl alcohol (105-13-5) → 4-chlorophenyl-(4-methoxyphenylmethyl) ether (31574-11-5)

Guidance literature:

4-Methoxybenzyl alcohol; With tris[2-phenylpyridinato-C₂,N]iridium(III); nickel(II) bromide dimethoxyethane; 4,4'-Dimethoxy-2,2'-bipyridin; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

bromochlorobenzene; In N,N-dimethyl-formamide; at 35 ℃; for 18h; Sealed tube; Irradiation;

DOI:10.1002/chem.202000052

Reference yield: 80.0%

bromochlorobenzene (106-39-8) + p-methoxybenzyl chloride (824-94-2) → 4-chlorophenyl-(4-methoxyphenylmethyl) ether (31574-11-5)

Guidance literature:

bromochlorobenzene; With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl XPhos; In 1,4-dioxane; water; at 100 ℃; for 1h;

p-methoxybenzyl chloride; With cetyltrimethylammonim bromide; In 1,4-dioxane; water; at 100 ℃; for 1h;

DOI:10.1021/ja0639719

upstream raw materials:

p-Methoxybenzyl-p-chlorphenyl-carbonat

bromochlorobenzene

p-methoxybenzyl chloride

4-Methoxybenzyl alcohol

Downstream raw materials:

4-chloro-phenol

Refernces

• 1、 Yamada, Kohei,Fujita, Hikaru,Kitamura, Masanori,Kunishima, Munetaka. "A practical method for p -methoxybenzylation of hydroxy groups using 2,4,6-tris(p -methoxybenzyloxy)-1,3,5-triazine (TriBOT-PM)". . p. 2989 - 2997. Retrieved 2013/11/06.
• 2、 Anderson, Kevin W.,Ikawa, Takashi,Tundel, Rachel E.,Buchwald, Stephen L.. "The selective reaction of aryl halides with KOH: Synthesis of phenols, aromatic ethers, and benzofurans". . p. 10694 - 10695. Retrieved 2007/10/03.