Methanesulfonic acid, trifluoro-, 3-oxo-1-cyclohexen-1-yl ester

Base Information

• Chemical Name: Methanesulfonic acid, trifluoro-, 3-oxo-1-cyclohexen-1-yl ester
• CAS No.: 109459-28-1
• Molecular Formula: C7H7F3O4S
• Molecular Weight: 244.191
• European Community (EC) Number: 822-731-1
• DSSTox Substance ID: DTXSID90447743
• Nikkaji Number: J2.272.711G
• Wikidata: Q82266627
• Mol file: 109459-28-1.mol

Synonyms:109459-28-1;3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate;Methanesulfonic acid, trifluoro-, 3-oxo-1-cyclohexen-1-yl ester;(3-oxocyclohexen-1-yl) trifluoromethanesulfonate;C7H7F3O4S;SCHEMBL1303858;DTXSID90447743;AKOS026745198;3-oxocyclohex-1-enyl trifluoromethanesulfonate;EN300-195128;3-(Trifluoromethylsulfonyloxy)-2-cyclohexene-1-one;Methanesulfonic acid, trifluoro-, 3-oxo-1-cyclohex

Chemical Property of Methanesulfonic acid, trifluoro-, 3-oxo-1-cyclohexen-1-yl ester

Chemical Property:

• XLogP3: 1.4
• 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(=CC(=O)C1)OS(=O)(=O)C(F)(F)F

Technology Process of Methanesulfonic acid, trifluoro-, 3-oxo-1-cyclohexen-1-yl ester

There total 3 articles about Methanesulfonic acid, trifluoro-, 3-oxo-1-cyclohexen-1-yl 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: 98.0%

trifluoromethylsulfonic anhydride (358-23-6) + 1,3-cylohexanedione (504-02-9) → 3-(trifluoromethanesulfonyloxy)-2-cyclohexen-1-one (109459-28-1)

Guidance literature:

With pyridine; In dichloromethane; at -78 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tetlet.2019.151278

Reference yield:

1,3-cylohexanedione (504-02-9) + trifluoromethanesulfonic acid anhydride (1025373-45-8) → 3-(trifluoromethanesulfonyloxy)-2-cyclohexen-1-one (109459-28-1)

Guidance literature:

1,3-cylohexanedione; With sodium hexamethyldisilazane; In tetrahydrofuran; at -50 ℃;

trifluoromethanesulfonic acid anhydride; In tetrahydrofuran; at -50 - 20 ℃;

With water; sodium hydrogencarbonate; In tetrahydrofuran; at -30 ℃;

Reference yield:

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 1,3-cylohexanedione (504-02-9) → 3-(trifluoromethanesulfonyloxy)-2-cyclohexen-1-one (109459-28-1)

Guidance literature:

With sodium hydride; Multistep reaction;

DOI:10.1016/S0040-4039(00)93572-X

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide

1,3-cylohexanedione

trifluoromethylsulfonic anhydride

trifluoromethanesulfonic acid anhydride

Downstream raw materials:

cyclohexanone

3-hydroxycyclohex-1-en-1-yl trifluoromethanesulfonate

cyclohexene

cyclohexanol