6-Oxocyclohex-1-en-1-yl trifluoromethanesulfonate

Base Information

• Chemical Name: 6-Oxocyclohex-1-en-1-yl trifluoromethanesulfonate
• CAS No.: 122948-46-3
• Molecular Formula: C7H7F3O4S
• Molecular Weight: 244.191
• DSSTox Substance ID: DTXSID20560419
• Wikidata: Q82443561
• Mol file: 122948-46-3.mol

Synonyms:122948-46-3;6-Oxocyclohex-1-en-1-yl trifluoromethanesulfonate;DTXSID20560419

Chemical Property of 6-Oxocyclohex-1-en-1-yl trifluoromethanesulfonate

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 244.00171436
• Heavy Atom Count: 15
• Complexity: 387

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC=C(C(=O)C1)OS(=O)(=O)C(F)(F)F

Technology Process of 6-Oxocyclohex-1-en-1-yl trifluoromethanesulfonate

There total 1 articles about 6-Oxocyclohex-1-en-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: 91.0%

trifluoromethylsulfonic anhydride (358-23-6) + cyclohexane-1,2-dione (765-87-7) → 6-oxocyclohex-1-en-1-yl trifluoromethanesulfonate (122948-46-3)

Guidance literature:

With triethylamine; In dichloromethane; at -78 ℃;

DOI:10.1021/ja00203a066

Reference yield: 86.0%

dimethyl(phenyl)silyllithium (3839-31-4) + acetic anhydride (108-24-7) + 6-oxocyclohex-1-en-1-yl trifluoromethanesulfonate (122948-46-3) → 3-(phenyldimethylsilyl)-2-{[(trifluoromethyl)sulfonyl]oxy}cyclohex-1-en-1-yl acetate

Guidance literature:

dimethyl(phenyl)silyllithium; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

6-oxocyclohex-1-en-1-yl trifluoromethanesulfonate; In tetrahydrofuran; at -78 ℃; for 5.5h; Inert atmosphere;

acetic anhydride; In tetrahydrofuran; at -78 ℃; for 5h; Inert atmosphere;

DOI:10.1002/chem.201602201

Reference yield: 83.0%

6-oxocyclohex-1-en-1-yl trifluoromethanesulfonate (122948-46-3) + <4-<<(tert-Butyldimethylsilyl)oxy>methyl>phenyl>tributyltin (135505-99-6) → 2-<4-<<(tert-Butyldimethylsilyl)oxy>methyl>phenyl>cyclohex-2-enone (137273-40-6)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; lithium chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; Ambient temperature;

DOI:10.1016/S0040-4039(00)92138-5

upstream raw materials:

trifluoromethylsulfonic anhydride

cyclohexane-1,2-dione

Downstream raw materials:

2-((Trimethylsilyl)methyl)-2-cyclohexen-1-one

(5E,7E)-5,7-dodecadiene

((E)-2-Hex-1-enyl)-cyclohex-2-enone

2-(2-methoxyphenyl)cyclohex-2-enone