Cyclohexanone, 2-[[(4-methylphenyl)sulfonyl]oxy]-

Base Information

• Chemical Name: Cyclohexanone, 2-[[(4-methylphenyl)sulfonyl]oxy]-
• CAS No.: 81447-34-9
• Molecular Formula: C13H16O4S
• Molecular Weight: 268.334
• DSSTox Substance ID: DTXSID40433439
• Nikkaji Number: J790.155K
• Mol file: 81447-34-9.mol

Synonyms:81447-34-9;Cyclohexanone, 2-[[(4-methylphenyl)sulfonyl]oxy]-;(2-oxocyclohexyl) 4-methylbenzenesulfonate;2-(Tosyloxy)cyclohexanone;2-[[(4-Methylphenyl)sulfonyl]oxy]-cyclohexanone;CTK3E4439;SCHEMBL10809927;DTXSID40433439;MFCD24873305;2-Oxocyclohexyl 4-methylbenzenesulfonate

Chemical Property of Cyclohexanone, 2-[[(4-methylphenyl)sulfonyl]oxy]-

Chemical Property:

• PSA: 68.82000
• LogP: 3.29280
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 268.07693016
• Heavy Atom Count: 18
• Complexity: 388

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

2-(Tosyloxy)cyclohexanone ≥98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2CCCCC2=O

Technology Process of Cyclohexanone, 2-[[(4-methylphenyl)sulfonyl]oxy]-

There total 21 articles about Cyclohexanone, 2-[[(4-methylphenyl)sulfonyl]oxy]- 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: 89.0%

[hydroxy(tosyloxy)iodo]benzene (27126-76-7) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-(tosyloxy)cyclohexanone (81447-34-9)

Guidance literature:

In acetonitrile; at 55 ℃; for 0.25h; Sonication;

DOI:10.1055/s-2002-20474

Reference yield: 85.0%

1-(Trimethylsilyloxy)cyclohexene (6651-36-1) + [hydroxy(tosyloxy)iodo]benzene (27126-76-7) → 2-(tosyloxy)cyclohexanone (81447-34-9)

Guidance literature:

In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jo00266a020

Reference yield: 79.0%

3-butyl-4(5)-(4-hydroxy(tosyloxy)iodobenzoyloxymethyl)-1-methyl-3H-imidazol-1-ium 4-methylbenzenesulfonate + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-(tosyloxy)cyclohexanone (81447-34-9)

Guidance literature:

In acetonitrile; at 0 ℃; for 6h;

DOI:10.1021/jo047807k

upstream raw materials:

1-(Trimethylsilyloxy)cyclohexene

[hydroxy(tosyloxy)iodo]benzene

cyclohexanone

1,2-Cyclohexanediol

Downstream raw materials:

cyclohexanone

1-Ethynyl-7-oxa-bicyclo[4.1.0]heptane

toluene-4-sulfonic acid 2-ethynyl-2-hydroxy-cyclohexyl ester

1,2-diethynyl-cyclohexanol