Difluoromethanesulfonyl chloride

Base Information

• Chemical Name: Difluoromethanesulfonyl chloride
• CAS No.: 1512-30-7
• Molecular Formula: CH Cl F2 O2 S
• Molecular Weight: 150.534
• Hs Code.: 2904909090
• European Community (EC) Number: 216-150-7
• DSSTox Substance ID: DTXSID00164732
• Nikkaji Number: J206.717J
• Wikidata: Q83033805
• Mol file: 1512-30-7.mol

Synonyms:difluoromethanesulfonyl chloride;1512-30-7;Difluoromethanesulphonyl chloride;Methanesulfonylchloride, 1,1-difluoro-;EINECS 216-150-7;MFCD09971548;difluoromethylsulfonyl chloride;Methanesulfonyl chloride, difluoro-;CHClF2O2S;HCF2SO2Cl;C-H-Cl-F2-O2-S;SCHEMBL916367;difluoro-methanesulfonyl chloride;difluoromethane-sulfonyl chloride;DTXSID00164732;1,1-Difluoromethanesulfonyl chloride;AKOS009173304;BS-12692;Difluoromethanesulfonyl chloride, AldrichCPR;EN300-31728;F20532

Chemical Property of Difluoromethanesulfonyl chloride

Chemical Property:

• Vapor Pressure: 79.9mmHg at 25°C
• Boiling Point: 84.7°Cat760mmHg
• Flash Point: 5°C
• PSA: 42.52000
• Density: 1.696g/cm³
• LogP: 1.85840
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 149.9353845
• Heavy Atom Count: 7
• Complexity: 132

Purity/Quality:

99.9% ^*data from raw suppliers

Difluoromethanesulfonyl chloride ^*data from reagent suppliers

Safty Information:

• Statements: 34
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(F)(F)S(=O)(=O)Cl
• Uses: Difluoromethanesulfonyl Chloride is a reactant used in the synthesis of ketoconazole sulfonamide analogs as antifungal agents.

Technology Process of Difluoromethanesulfonyl chloride

There total 2 articles about Difluoromethanesulfonyl chloride 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: 82.0%

[(difluoromethyl)thio]methylbenzene (68965-44-6) → difluoromethylsulfonyl chloride (1512-30-7)

Guidance literature:

With water; chlorine; at -5 - 10 ℃; for 3h;

Reference yield:

difluoromethanesulfonic acid (40856-07-3) → difluoromethylsulfonyl chloride (1512-30-7)

Guidance literature:

With phosphorus pentachloride;

DOI:10.1039/b416642f

Reference yield: 85.0%

difluoromethylsulfonyl chloride (1512-30-7) + 1-(4-{[(2S,4R)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine → 1-(4-{[(2S,4R)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)-4-difluoromethanesulfonylpiperazine (1621914-69-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.bmcl.2016.10.016

upstream raw materials:

[(difluoromethyl)thio]methylbenzene

difluoromethanesulfonic acid

Downstream raw materials:

3-Phenylthio-difluormethan-sulfonanilid

difluoromethanesulfonamide

3-Phenoxi-difluormethansulfonanilid

(difluoromethyl)trimethylammonium chloride

Refernces

• 1、 Tang, Xiao-Jun,Dolbier, William R.. "Efficient cu-catalyzed atom transfer radical addition reactions of fluoroalkylsulfonyl chlorides with electron-deficient alkenes induced by visible light". supporting information. p. 4246 - 4249. Retrieved 2015/04/14.
• 2、 Tang, Xiao-Jun,Zhang, Zuxiao,Dolbier, William R.. "Direct Photoredox-Catalyzed Reductive Difluoromethylation of Electron-Deficient Alkenes". supporting information. p. 18961 - 18965. Retrieved 2016/01/26.