Benzyl trifluoromethanesulfonate

Base Information

• Chemical Name: Benzyl trifluoromethanesulfonate
• CAS No.: 17674-16-7
• Molecular Formula: C8H7F3O3S
• Molecular Weight: 240.203
• DSSTox Substance ID: DTXSID70455109
• Nikkaji Number: J1.269.233A
• Mol file: 17674-16-7.mol

Synonyms:17674-16-7;BENZYL TRIFLUOROMETHANESULFONATE;1,1,1-Trifluoro-methanesulfonic acid phenylmethyl ester;Methanesulfonic acid, 1,1,1-trifluoro-, phenylmethyl ester;benzyl triflate;Methanesulfonic acid, trifluoro-, phenylmethyl ester;SCHEMBL777315;DTXSID70455109;MFCD16036377;Trifluoromethanesulfonic acid benzyl ester;F17014;A900990;1,1,1-Trifluoro-methanesulfonicacidphenylmethylester;Methanesulfonic acid,1,1,1-trifluoro-,phenylmethyl ester

Chemical Property of Benzyl trifluoromethanesulfonate

Chemical Property:

• PSA: 51.75000
• LogP: 3.13360
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 240.00679974
• Heavy Atom Count: 15
• Complexity: 285

Purity/Quality:

98% ^*data from raw suppliers

Methanesulfonic acid,1,1,1-trifluoro-,phenylmethyl ester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COS(=O)(=O)C(F)(F)F

Technology Process of Benzyl trifluoromethanesulfonate

There total 15 articles about Benzyl trifluoromethanesulfonate 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: 53.0%

silver trifluoromethanesulfonate (2923-28-6) + benzyl bromide (100-39-0) → benzyl triflate (17674-16-7)

Guidance literature:

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + benzyl alcohol (100-51-6,185532-71-2) → benzyl triflate (17674-16-7)

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at -78 ℃; for 0.25h;

DOI:10.1021/jo00280a035

Reference yield:

trifluoromethanesulfonic acid anhydride (1025373-45-8) + benzyl alcohol (100-51-6,185532-71-2) → benzyl triflate (17674-16-7)

Guidance literature:

With 2,6-di(isopropyl)pyridine; In dichloromethane; at -78 ℃;

upstream raw materials:

N-benzyl-N-nitrosotrifluoromethanesulfonamide

trifluoromethylsulfonic anhydride

benzyl alcohol

silver trifluoromethanesulfonate

Downstream raw materials:

benzyltrineopentoxyphosphonium trifluoromethanesulfonate

N-(tert-butoxycarbonyl)-3-(phenylmethyl)-L-histidine, methyl ester

Diphenylmethane

((trifluoromethoxy)methyl)benzene

Refernces

• 1、 Laali, Kenneth K.,Geissler, Bernhard,Regitz, Manfred,Houser, John J.. "Electrophilic Chemistry of Tetraphosphacubane: Novel Monophosphonium Ions of Ethylation, Benzylation, Acylation, and Adamantylation, Di- and Triphosphonium Ions of Acylation/Alkylation and Alkylation/Protonation, and Monoprotonation of Tetraoxo- and Tetrathioxotetraphosphacubane". . p. 47 - 52. Retrieved 1995.
• 2、 Klopsch, Isabel,Schendzielorz, Florian,Volkmann, Christian,Würtele, Christian,Schneider, Sven. "Synthesis of Benzonitrile from Dinitrogen". . p. 916 - 919. Retrieved 2018/07/31.
• 3、 Engl, Oliver D.,Saadi, Jakub,Cosimi, Elena,Wennemers, Helma. "Synthesis of Monothiomalonates – Versatile Thioester Enolate Equivalents for C–C Bond Formations". . . Retrieved 2017/12/01.