Methanesulfonic acid, trifluoro-, 1,3-cyclohexadien-1-yl ester

Base Information

• Chemical Name: Methanesulfonic acid, trifluoro-, 1,3-cyclohexadien-1-yl ester
• CAS No.: 63028-11-5
• Molecular Formula: C7H7F3O3S
• Molecular Weight: 228.192
• DSSTox Substance ID: DTXSID50453224
• Wikidata: Q82274321
• Mol file: 63028-11-5.mol

Synonyms:Methanesulfonic acid, trifluoro-, 1,3-cyclohexadien-1-yl ester;63028-11-5;DTXSID50453224;MDKLBQYCPSBPPP-UHFFFAOYSA-N

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

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 228.00679974
• Heavy Atom Count: 14
• Complexity: 359

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 4 articles about Methanesulfonic acid, trifluoro-, 1,3-cyclohexadien-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: 65.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + cyclohex-3-enone (4096-34-8) → cyclohexa-1,3-dien-1-yl trifluoromethanesulfonate (63028-11-5)

Guidance literature:

cyclohex-3-enone; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 2h;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; at -78 - 20 ℃; for 3.5h;

DOI:10.1021/jacs.8b09974

Reference yield:

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + cyclohexenone (930-68-7) → cyclohexa-2,4-dienyl trifluoromethanesulfonate (63028-10-4) + cyclohexa-1,3-dien-1-yl trifluoromethanesulfonate (63028-11-5)

Guidance literature:

cyclohexenone; With potassium hexamethylsilazane; In tetrahydrofuran; N,N-dimethyl-formamide; at -78 ℃; for 4h; Inert atmosphere;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 2h; Overall yield = 38 %; Overall yield = 437 mg; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00896

Reference yield:

cyclohexenone (930-68-7) + trifluoromethylsulfonic anhydride (358-23-6) → cyclohexa-2,4-dienyl trifluoromethanesulfonate (63028-10-4) + cyclohexa-1,3-dien-1-yl trifluoromethanesulfonate (63028-11-5)

Guidance literature:

With sodium carbonate; In pentane;

upstream raw materials:

cyclohexenone

trifluoromethylsulfonic anhydride

N,N-phenylbistrifluoromethane-sulfonimide

cyclohex-3-enone

Downstream raw materials:

(4aR,8aR)-6-Cyclohexa-1,3-dienyl-2,2,4a-trimethyl-4a,7,8,8a-tetrahydro-4H-benzo[1,3]dioxine

1-methyl-1,3-cyclohexadiene

(cyclohexa-1,5-dien-1-ylmethyl)benzene

Diazo-acetic acid (3R,4R)-4-hydroxy-3-methyl-bicyclohexyl-1,1',3'-trien-3-ylmethyl ester