Benzene, [(cyclohexylidenefluoromethyl)sulfonyl]-

Base Information

• Chemical Name: Benzene, [(cyclohexylidenefluoromethyl)sulfonyl]-
• CAS No.: 114969-27-6
• Molecular Formula: C13H15FO2S
• Molecular Weight: 254.325
• DSSTox Substance ID: DTXSID80459153
• Mol file: 114969-27-6.mol

Synonyms:Benzene, [(cyclohexylidenefluoromethyl)sulfonyl]-;114969-27-6;DTXSID80459153

Chemical Property of Benzene, [(cyclohexylidenefluoromethyl)sulfonyl]-

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 254.07767905
• Heavy Atom Count: 17
• Complexity: 378

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=C(F)S(=O)(=O)C2=CC=CC=C2)CC1

Technology Process of Benzene, [(cyclohexylidenefluoromethyl)sulfonyl]-

There total 5 articles about Benzene, [(cyclohexylidenefluoromethyl)sulfonyl]- 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: 99.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + phosphonic acid diethyl ester (135789-87-6,114968-97-7) → (1-fluoro-1-phenylsulfonyl-ethylidene)cyclohexane (114969-27-6)

Guidance literature:

phosphonic acid diethyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.333333h;

cyclohexanone; In tetrahydrofuran; at -78 - -40 ℃; for 2h;

Reference yield: 55.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + tert-butyldimethylsilyl-fluoro-methyl phenyl sulfone (680624-39-9) → (1-fluoro-1-phenylsulfonyl-ethylidene)cyclohexane (114969-27-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1016/S0022-1139(03)00194-5

Reference yield:

diethyl phenylsulfonylmethylphosphonate (56069-39-7) → (1-fluoro-1-phenylsulfonyl-ethylidene)cyclohexane (114969-27-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Selectfluor

2.1: LHMDS / tetrahydrofuran / 0.33 h / -78 °C

2.2: 99 percent / tetrahydrofuran / 2 h / -78 - -40 °C

With Selectfluor; lithium hexamethyldisilazane; In tetrahydrofuran;

upstream raw materials:

cyclohexanone

phosphonic acid diethyl ester

tert-butyldimethylsilyl-fluoro-methyl phenyl sulfone

diethyl [(phenylthio)methyl]phosphonate

Downstream raw materials:

C₁₃H₁₅FS