1-Cycloocten-1-yl trifluoromethanesulfonate

Base Information

• Chemical Name: 1-Cycloocten-1-yl trifluoromethanesulfonate
• CAS No.: 28075-35-6
• Molecular Formula: C9H13 F3 O3 S
• Molecular Weight: 258.262
• NSC Number: 266188
• UNII: MV8X48L28T
• Nikkaji Number: J938.204F
• ChEMBL ID: CHEMBL442490
• Mol file: 28075-35-6.mol

Synonyms:1-Cycloocten-1-yl trifluoromethanesulfonate;28075-35-6;NSC266188;NSC 266188;NSC-266188;[(1E)-cycloocten-1-yl] trifluoromethanesulfonate;cyclooctenyl triflate;CHEMBL442490;MV8X48L28T;SCHEMBL12192210;1-(Trifluoromethylsulfonyloxy)-1-cyclooctene;Trifluoromethanesulfonic acid cyclooct-1-enyl ester;Methanesulfonic acid, 1,1,1-trifluoro-, 1-cycloocten-1-yl ester

Chemical Property of 1-Cycloocten-1-yl trifluoromethanesulfonate

Chemical Property:

• Vapor Pressure: 0.00523mmHg at 25°C
• Boiling Point: 284°Cat760mmHg
• Flash Point: 125.6°C
• Density: 1.33g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 258.05374993
• Heavy Atom Count: 16
• Complexity: 351

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC(=CCC1)OS(=O)(=O)C(F)(F)F
• Isomeric SMILES: C1CCC/C(=C\CC1)/OS(=O)(=O)C(F)(F)F

Technology Process of 1-Cycloocten-1-yl trifluoromethanesulfonate

There total 6 articles about 1-Cycloocten-1-yl 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: 85.0%

cycloactanone (502-49-8) + trifluoromethylsulfonic anhydride (358-23-6) → 1-cyclooctenyl triflate (28075-35-6)

Guidance literature:

With sodium carbonate; In dichloromethane; at 0 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1039/c6cc09920c

Reference yield: 80.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + cycloactanone (502-49-8) → 1-cyclooctenyl triflate (28075-35-6)

Guidance literature:

With lithium diisopropyl amide; In 1,2-dimethoxyethane; 1) -78 deg C, 2 hr, 2) 0 deg C, 9 h;

DOI:10.1016/S0040-4039(00)81581-6

Reference yield: 77.0%

cycloactanone (502-49-8) + phenyl trifluoromethanesulfonamide (456-64-4) → 1-cyclooctenyl triflate (28075-35-6)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jo0498866

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide

cycloactanone

trifluoromethylsulfonic anhydride

phenyl trifluoromethanesulfonamide

Downstream raw materials:

2-((E)-2-Cyclooct-1-enyl)ethynyl-phenylamine

2-(cyclooct-1-enyl)ethynyltrifluoroacetanilide

3-((E)-Cyclooct-1-enyl)-2-phenyl-1H-indole

(E)-1-phenylcyclooctene

Refernces

• 1、 Zang, Zhong-Lin,Zhao, Sheng,Karnakanti, Shuklachary,Liu, Cheng-Lin,Shao, Pan-Lin,He, Yun. "Catalytic Multisite-Selective Acetoxylation Reactions at sp2 vs sp3 C-H Bonds in Cyclic Olefins". supporting information. p. 5014 - 5017. Retrieved 2016/10/14.
• 2、 Kamekawa, Hisato,Senboku, Hisanori,Tokuda, Masao. "New electrochemical carboxylation of vinyl triflates. Synthesis of β-keto carboxylic acids". . p. 1591 - 1594. Retrieved 2007/10/03.