1-(trifluoromethylsulfonyloxy)cycloheptene

Base Information

• Chemical Name: 1-(trifluoromethylsulfonyloxy)cycloheptene
• CAS No.: 28075-51-6
• Molecular Formula: C8H11 F3 O3 S
• Molecular Weight: 244.235
• Hs Code.: 2906199090
• Mol file: 28075-51-6.mol

Synonyms:Methanesulfonicacid, trifluoro-, 1-cyclohepten-1-yl ester (8CI,9CI); 1-Cyclohepten-1-ol, trifluoromethanesulfonate(8CI); 1-Cyclohepten-1-yl triflate; NSC 266187

Chemical Property of 1-(trifluoromethylsulfonyloxy)cycloheptene

Chemical Property:

• Vapor Pressure: 0.0157mmHg at 25°C
• Boiling Point: 264.7°Cat760mmHg
• Flash Point: 113.9°C
• PSA: 51.75000
• Density: 1.37g/cm³
• LogP: 3.78140

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(trifluoromethylsulfonyloxy)cycloheptene

There total 6 articles about 1-(trifluoromethylsulfonyloxy)cycloheptene 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: 86.0%

trifluoromethylsulfonic anhydride (358-23-6) + cycloheptanone (502-42-1) → cyclohept-1-en-1-yl trifluoromethanesulfonate (28075-51-6)

Guidance literature:

With sodium carbonate; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02020

Reference yield: 80.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + cycloheptanone (502-42-1) → cyclohept-1-en-1-yl trifluoromethanesulfonate (28075-51-6)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00765

Reference yield: 45.0%

trifluoromethylsulfonic anhydride (358-23-6) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → cyclohept-1-en-1-yl trifluoromethanesulfonate (28075-51-6)

Guidance literature:

In neat (no solvent); equiv. amts. of educts, at -15 - 0°C, 3 days;

upstream raw materials:

trifluoromethylsulfonic anhydride

cycloheptanone

cyclohexanone

N,N-phenylbistrifluoromethane-sulfonimide

Downstream raw materials:

1-(4-methoxyphenyl)cyclohept-1-ene

1-(2-phenylethynyl)cycloheptene

2-(cyclohept-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

C₁₁H₁₆O

Refernces

• 1、 Chen, Yunrong,Gong, Hegui,Ma, Guobin,Qian, Qun,Song, Yanhong,Sun, Deli,Tao, Xianghua. "Alkenylation and Arylation of Peptides via Ni-Catalyzed Reductive Coupling of α- C-Tosyl Peptides with Csp2Triflates/Halides". supporting information. p. 7418 - 7422. Retrieved 2021/10/12.
• 2、 Tucker, James K.,Shair, Matthew D.. "Catalytic allylic oxidation to generate vinylogous acyl sulfonates from vinyl sulfonates". supporting information. p. 2473 - 2476. Retrieved 2019/03/29.