1-Chloro-4-(difluoromethoxy)benzene

Base Information

• Chemical Name: 1-Chloro-4-(difluoromethoxy)benzene
• CAS No.: 81932-03-8
• Molecular Formula: C7H5ClF2O
• Molecular Weight: 178.566
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID70451222
• Nikkaji Number: J1.191.309A
• Wikidata: Q82271137
• Mol file: 81932-03-8.mol

Synonyms:1-chloro-4-(difluoromethoxy)benzene;81932-03-8;4-(DIFLUOROMETHOXY)CHLOROBENZENE;4-Chloro-1-(difluoromethoxy)benzene;SCHEMBL8397263;DTXSID70451222;1-Chloro-4-difluoromethoxybenzene;SYJQEQBXNOPBAT-UHFFFAOYSA-N;1-Chloro-4-difluoromethoxy-benzene;4-Chlorophenyl difluoromethyl ether;1-(Difluoromethoxy)-4-chlorobenzene;MFCD09879256;AKOS006241764;AS-48065;CS-0319389;FT-0678196;F17616;A864479

Chemical Property of 1-Chloro-4-(difluoromethoxy)benzene

Chemical Property:

• PSA: 9.23000
• LogP: 2.94140
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 177.9996988
• Heavy Atom Count: 11
• Complexity: 113

Purity/Quality:

98%min ^*data from raw suppliers

4-(Difluoromethoxy)chlorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1OC(F)F)Cl

Technology Process of 1-Chloro-4-(difluoromethoxy)benzene

There total 14 articles about 1-Chloro-4-(difluoromethoxy)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: 72.0%

bromodifluoroacetic acid (354-08-5) + 4-chloro-phenol (106-48-9,82344-39-6) → 4-chloro-α,α-difluoroanisole (81932-03-8)

Guidance literature:

With tris[2-phenylpyridinato-C₂,N]iridium(III); caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique; Irradiation;

DOI:10.1021/acs.orglett.7b01118

Reference yield: 66.0%

p-chlorophenyl chlorodifluoromethyl sulfone (403496-62-8) + 4-chloro-phenol (106-48-9,82344-39-6) → 4-chloro-α,α-difluoroanisole (81932-03-8)

Guidance literature:

With potassium hydroxide; In water; acetonitrile; at -78 - 80 ℃; for 4h;

DOI:10.1016/j.jfluchem.2011.05.009

Reference yield: 65.0%

4-chlorophenyl dichloromethyl ether (33104-16-4) → 4-chloro-α,α-difluoroanisole (81932-03-8)

Guidance literature:

With C₄H₈O*5FH; at 20 ℃; for 12h; Reagent/catalyst; Temperature; Time; Inert atmosphere;

DOI:10.1016/j.jfluchem.2014.01.018

upstream raw materials:

Chlorodifluoromethane

4-chloro-phenol

4-chlorobenzaldehyde

2-chloro-2,2-difluoroacetophenone

Downstream raw materials:

chlorodifluoromethyl p-chlorophenyl ether

(difluoromethoxy)benzene

Refernces

• 1、 Lee, Johnny W.,Zheng, Weijia,Morales-Rivera, Cristian A.,Liu, Peng,Ngai, Ming-Yu. "Catalytic radical difluoromethoxylation of arenes and heteroarenes". . p. 3217 - 3222. Retrieved 2019/03/21.
• 2、 Yang, Jinyan,Jiang, Min,Jin, Yunhe,Yang, Haijun,Fu, Hua. "Visible-Light Photoredox Difluoromethylation of Phenols and Thiophenols with Commercially Available Difluorobromoacetic Acid". supporting information. p. 2758 - 2761. Retrieved 2017/05/24.