Bromodifluoromethyl phenyl sulfide

Base Information

• Chemical Name: Bromodifluoromethyl phenyl sulfide
• CAS No.: 78031-08-0
• Molecular Formula: C7H5BrF2S
• Molecular Weight: 239.084
• DSSTox Substance ID: DTXSID90462335
• Nikkaji Number: J1.915.203K
• Wikidata: Q82286854
• Mol file: 78031-08-0.mol

Synonyms:bromodifluoromethyl phenyl sulfide;78031-08-0;(bromodifluoromethyl)(phenyl)sulfane;[bromo(difluoro)methyl]sulfanylbenzene;[(bromodifluoromethyl)sulfanyl]benzene;SCHEMBL431548;DTXSID90462335;SY318817

Chemical Property of Bromodifluoromethyl phenyl sulfide

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 237.92634
• Heavy Atom Count: 11
• Complexity: 124

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SC(F)(F)Br

Technology Process of Bromodifluoromethyl phenyl sulfide

There total 9 articles about Bromodifluoromethyl phenyl sulfide 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: 85.0%

dibromodifluoromethane (75-61-6) + thiophenol (108-98-5) → [(bromodifluoromethyl)sulfanyl]benzene (78031-08-0)

Guidance literature:

thiophenol; With sodium hydride; In N,N-dimethyl-formamide; at -78 - 20 ℃; for 1h; Inert atmosphere;

dibromodifluoromethane; In N,N-dimethyl-formamide; at -78 - 20 ℃; for 3.5h; Inert atmosphere;

DOI:10.1021/ol402631t

Reference yield: 69.0%

dibromodifluoromethane (75-61-6) + sodium thiophenolate (930-69-8) → [(bromodifluoromethyl)sulfanyl]benzene (78031-08-0)

Guidance literature:

With dibenzo-18-crown-6; In diethyl ether; at -40 ℃; for 8h; Inert atmosphere;

DOI:10.1055/s-0029-1218785

Reference yield: 15.2%

dibromodifluoromethane (75-61-6) + sodium thiophenolate (930-69-8) → difluoromethyl phenyl sulfide (1535-67-7) + [(bromodifluoromethyl)sulfanyl]benzene (78031-08-0)

Guidance literature:

With thiophenol; In diethyl ether; for 4h; Ambient temperature;

DOI:10.1016/S0022-1139(00)82673-1

upstream raw materials:

dibromodifluoromethane

sodium thiophenolate

(bromodifluormethyl)triphenylphosphonium bromide

halon-1211

Downstream raw materials:

difluorobis(thiophenyl)methane

difluoromethyl phenyl sulfide

phenyl trifluoromethylsulfide

[(bromodifluoromethyl)sulfonyl]benzene

Refernces

• 1、 Jiang, Fanzhou,Ni, Chuanfa,Hu, Jinbo. "Efficient nucleophilic difluoromethylation of aldehydes with (phenylsulfonyl)difluoromethylzinc and (phenylsulfonyl)difluoromethylcadmium reagents". . p. 67 - 75. Retrieved 2017/06/23.
• 2、 Ismalaj, Ermal,Le Bars, Didier,Billard, Thierry. "Direct Electrophilic (Benzenesulfonyl)Difluoromethylthiolation with a Shelf-Stable Reagent". supporting information. p. 4790 - 4793. Retrieved 2016/04/19.