2-Propanol, 1,1,1,3,3,3-hexafluoro-, 4-methylbenzenesulfonate

Base Information

• Chemical Name: 2-Propanol, 1,1,1,3,3,3-hexafluoro-, 4-methylbenzenesulfonate
• CAS No.: 67674-48-0
• Molecular Formula: C10H8 F6 O3 S
• Molecular Weight: 322.228
• Hs Code.: 29049090
• European Community (EC) Number: 266-887-3
• NSC Number: 179424
• DSSTox Substance ID: DTXSID70886858
• Nikkaji Number: J333.300K
• Wikidata: Q82865800
• Mol file: 67674-48-0.mol

Synonyms:67674-48-0;Hexafluoroisopropyl tosylate;1,1,1,3,3,3-Hexafluoroisopropyl p-Toluenesulfonate;1,1,1,3,3,3-hexafluoropropan-2-yl 4-methylbenzenesulfonate;2-Propanol, 1,1,1,3,3,3-hexafluoro-, 4-methylbenzenesulfonate;EINECS 266-887-3;2-Propanol, 1,1,1,3,3,3-hexafluoro-, 2-(4-methylbenzenesulfonate);1,1,1,3,3,3-hexafluoroisopropyl 4-toluenesulphonate;2,2,2-Trifluoro-1-(trifluoromethyl)ethyl toluene-p-sulphonate;NSC179424;C10H8F6O3S;SCHEMBL4125553;AMY6869;DTXSID70886858;C10-H8-F6-O3-S;MFCD00039262;hexafluoroisopropyl 4-toluenesulfonate;AKOS003788890;NSC 179424;NSC-179424;BS-48191;1,1,1,3,3,3-Hexafluoroisopropyl Tosylate;CS-0319585;FT-0605916;H1281;D91024;EN300-12579881;2-Propanol,1,1,3,3,3-hexafluoro-, 4-methylbenzenesulfonate;p-Toluenesulfonic Acid 1,1,1,3,3,3-Hexafluoroisopropyl Ester;1,1,1,3,3,3-hexafluoropropan-2-yl 4-methylbenzene-1-sulfonate;2,2,2-Trifluoro-1-(trifluoromethyl)ethyl 4-methylbenzenesulfonate #;2-Propanol,1,1,1,3,3,3-hexafluoro-,2-(4-methylbenzenesulfonate);4-Methylbenzenesulfonic acid 1-(trifluoromethyl)-2,2,2-trifluoroethyl ester;Toluene-4-sulfonic acid 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester

Chemical Property of 2-Propanol, 1,1,1,3,3,3-hexafluoro-, 4-methylbenzenesulfonate

Chemical Property:

• Vapor Pressure: 0.000735mmHg at 25°C
• Melting Point: 39 ºC
• Boiling Point: 317 ºC at 760 mmHg
• Flash Point: 145.5 ºC
• PSA: 51.75000
• Density: 1.464 g/cm³
• LogP: 4.27430
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 322.00983426
• Heavy Atom Count: 20
• Complexity: 400

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,1,1,3,3,3-Hexafluoroisopropyl p-Toluenesulfonate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC(C(F)(F)F)C(F)(F)F
• Uses: Hexafluoroisopropyl Tosylate (CAS# 67674-48-0) can be used to manufacture composite reverse osmosis membrane for water treatment.

Technology Process of 2-Propanol, 1,1,1,3,3,3-hexafluoro-, 4-methylbenzenesulfonate

There total 2 articles about 2-Propanol, 1,1,1,3,3,3-hexafluoro-, 4-methylbenzenesulfonate 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: 95.0%

1,1,1,3',3',3'-hexafluoro-propanol (920-66-1) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester (67674-48-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.9b00552

Reference yield: 48.0%

1,1,1,3',3',3'-hexafluoro-propanol (920-66-1) + sodium 4-methylbenzenesulfinate (824-79-3) → toluene-4-sulfonic acid 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester (67674-48-0)

Guidance literature:

With [bis(acetoxy)iodo]benzene; at 20 ℃; for 0.25h;

DOI:10.3762/bjoc.14.101

Reference yield: 86.4%

sodium methylate (124-41-4) + toluene-4-sulfonic acid 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester (67674-48-0) → 1,1,1,3,3,3-hexafluoro-2-methoxypropane (13171-18-1)

Guidance literature:

In ethanol; at 20 ℃; for 4h;

upstream raw materials:

1,1,1,3',3',3'-hexafluoro-propanol

p-toluenesulfonyl chloride

sodium 4-methylbenzenesulfinate

Downstream raw materials:

sodium tosylate

1,1,1,3,3,3-hexafluoro-2-methoxypropane

Refernces

• 1、 Ge, Qian-Qian,Qian, Jia-Sheng,Xuan, Jun. "Electron Donor-Acceptor Complex Enabled Decarboxylative Sulfonylation of Cinnamic Acids under Visible-Light Irradiation". . p. 8691 - 8701. Retrieved 2019/08/30.
• 2、 Deruer, Elsa,Hamel, Vincent,Blais, Samuel,Canesi, Sylvain. "Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent". supporting information. p. 1203 - 1207. Retrieved 2018/06/04.