Methanesulfonic acid, trifluoro-, 2,6-dimethylphenyl ester

Base Information

• Chemical Name: Methanesulfonic acid, trifluoro-, 2,6-dimethylphenyl ester
• CAS No.: 86364-02-5
• Molecular Formula: C9H9F3O3S
• Molecular Weight: 254.23
• DSSTox Substance ID: DTXSID40453117
• Nikkaji Number: J469.866E
• Wikidata: Q82274138
• Mol file: 86364-02-5.mol

Synonyms:Methanesulfonic acid, trifluoro-, 2,6-dimethylphenyl ester;86364-02-5;2,6-dimethylphenyl trifluoromethanesulfonate;SCHEMBL1132630;DTXSID40453117;ALJAHPWNRXXSSU-UHFFFAOYSA-N;Trifluoromethanesulfonic acid 2,6-dimethylphenyl ester

Chemical Property of Methanesulfonic acid, trifluoro-, 2,6-dimethylphenyl ester

Chemical Property:

• PSA: 51.75000
• LogP: 3.61260
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 254.02244980
• Heavy Atom Count: 16
• Complexity: 321

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)OS(=O)(=O)C(F)(F)F

Technology Process of Methanesulfonic acid, trifluoro-, 2,6-dimethylphenyl ester

There total 5 articles about Methanesulfonic acid, trifluoro-, 2,6-dimethylphenyl ester 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: 99.0%

2.6-dimethylphenol (576-26-1,25134-01-4) + trifluoromethylsulfonic anhydride (358-23-6) → 2,6-dimethylphenyl trifluoromethanesulphonate (86364-02-5)

Guidance literature:

With triethylamine; In chloroform; at 20 ℃; for 25.5h;

DOI:10.1021/jo061092z

Reference yield: 85.0%

2.6-dimethylphenol (576-26-1,25134-01-4) + trifluorormethanesulfonic acid (1493-13-6) → 2,6-dimethylphenyl trifluoromethanesulphonate (86364-02-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00313

Reference yield: 70.0%

2,6-dimethylbenzene boronic acid (100379-00-8) + sodium triflate (2926-30-9) → 2,6-dimethylphenyl trifluoromethanesulphonate (86364-02-5)

Guidance literature:

With 5,5-dioxido-2,8-bis(trifluoromethyl)-10H-dibenzo[b,e][1,4]thiabismin-10-yl trifluoromethanesulfonate; sodium phosphate; 2,6-dichloro-1-fluoropyridin-1-ium tetrafluoroborate; In chloroform; at 60 ℃; for 16h; Molecular sieve; Inert atmosphere;

DOI:10.1021/jacs.0c05343

upstream raw materials:

2.6-dimethylphenol

trifluoromethylsulfonic anhydride

para-nitrophenyl triflate

2,6-dimethylpyridine

Downstream raw materials:

2,6-dimethylbenzophenone

2-(2,6-bismethylphenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane

2,6-dimethylbenzaldehyde

2-isopropyl-1,3-dimethylbenzene

Refernces

• 1、 Zhu, Zhaodong,Gong, Yuxin,Tong, Weiqi,Xue, Weichao,Gong, Hegui. "Ni-Catalyzed Cross-Electrophile Coupling of Aryl Triflates with Thiocarbonates via C-O/C-O Bond Cleavage". supporting information. p. 2158 - 2163. Retrieved 2021/04/05.
• 2、 Quesnelle, Claude A.,Snieckus, Victor. "The Directed ortho Metalation (D o M)-Cross-Coupling Connection: Synthesis of Polyfunctional Biaryls". supporting information. p. 4413 - 4428. Retrieved 2018/11/21.