(1-cyclohexen-1-ylsulfonyl)benzene

Base Information

• Chemical Name: (1-cyclohexen-1-ylsulfonyl)benzene
• CAS No.: 171868-69-2
• Molecular Formula: C12H14O2S
• Molecular Weight: 222.308
• Mol file: 171868-69-2.mol

Synonyms:(S)-3-(phenyl-sulfonyl)-cyclohexene;((S)-Cyclohex-2-enesulfonyl)-benzene;3(S)-(phenylsulfonyl)cyclohex-1-ene;

Chemical Property of (1-cyclohexen-1-ylsulfonyl)benzene

Chemical Property:

• Boiling Point: 388.7±35.0 °C(Predicted)
• PSA: 42.52000
• Density: 1.188±0.06 g/cm3(Predicted)
• LogP: 3.64980

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-cyclohexen-1-ylsulfonyl)benzene

There total 5 articles about (1-cyclohexen-1-ylsulfonyl)benzene 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%

cyclohex-2-enyl methyl carbonate (58329-99-0) + sodium benzenesulfonate (873-55-2) → (S)-(cyclohex-2-en-1-ylsulfonyl)benzene (171868-69-2)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); 1,2-bis[N-(2'-(diphenylphosphino)benzoyl)]-1(S),2(R)-diaminocyclohexane; tetrahexylammonium bromide; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1021/ja00143a007

Reference yield: 56.0%

cyclohex-2-enyl methyl carbonate (58329-99-0) + sodium benzenesulfonate (873-55-2) → (S)-(cyclohex-2-en-1-ylsulfonyl)benzene (171868-69-2) + (R)-carbonic acid cyclohex-2-enyl methyl ester (219525-40-3)

Guidance literature:

With tetrahexylammonium bromide; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1002/chem.200204657

Reference yield:

Benzenesulfinic acid (618-41-7) + cyclohexene (110-83-8) → (S)-(cyclohex-2-en-1-ylsulfonyl)benzene (171868-69-2) + (R)-(cyclohex-2-en-1-ylsulfonyl)benzene

Guidance literature:

With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tert-butyl methyl ether; at 30 ℃; for 30h; Overall yield = 94 percent; Overall yield = 42 mg; enantioselective reaction; Glovebox;

DOI:10.1021/jacs.0c05976

upstream raw materials:

cyclohex-2-enyl methyl carbonate

sodium benzenesulfonate

1-(ethoxycarbonyloxy)-2-cyclohexene

Benzenesulfinic acid

Downstream raw materials:

2-methylene-4(S)-(tert-butyldimethylsiloxy)-7a(S)-(phenylsulfonyl)-1,2,3a(R),4,5,6,7,7a-octahydroindene

((S)-3-Benzenesulfonyl-cyclohex-2-enyloxy)-tert-butyl-dimethyl-silane

3(S)-hydroxy-1-(phenylsulfonyl)cyclohexene

(S)-cyclohex-2-en-1-ol