2-[[(4-Nitrophenyl)sulfonyl]oxy]-1-cyclohexylethanone

Base Information

• Chemical Name: 2-[[(4-Nitrophenyl)sulfonyl]oxy]-1-cyclohexylethanone
• CAS No.: 154779-06-3
• Molecular Formula: C₁₄H₁₇NO₆S
• Molecular Weight: 327.358
• DSSTox Substance ID: DTXSID501244525
• Nikkaji Number: J582.662D
• Mol file: 154779-06-3.mol

Synonyms:DTXSID501244525;2-Cyclohexyl-2-oxoethyl 4-nitrobenzenesulfonate;2-[[(4-Nitrophenyl)sulfonyl]oxy]-1-cyclohexylethanone;154779-06-3

Chemical Property of 2-[[(4-Nitrophenyl)sulfonyl]oxy]-1-cyclohexylethanone

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 327.07765844
• Heavy Atom Count: 22
• Complexity: 492

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)COS(=O)(=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 2-[[(4-Nitrophenyl)sulfonyl]oxy]-1-cyclohexylethanone

There total 2 articles about 2-[[(4-Nitrophenyl)sulfonyl]oxy]-1-cyclohexylethanone 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: 90.0%

tert-Butyl 2-<((p-nitrophenyl)sulfonyl)oxy>-3-oxo-3-cyclohexylpropanoate → 2-<((p-Nitrophenyl)sulfonyl)oxy>-1-cyclohexylethanone (154779-06-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 3h;

DOI:10.1021/jo00086a060

Reference yield:

4-nitrobenzenesulfonyl peroxide (6209-72-9) → 2-<((p-Nitrophenyl)sulfonyl)oxy>-1-cyclohexylethanone (154779-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / ZnCl₂ / ethyl acetate / 1 h / Ambient temperature

2: 90 percent / TFA / CH₂Cl₂ / 3 h

With trifluoroacetic acid; zinc(II) chloride; In dichloromethane; ethyl acetate;

DOI:10.1021/jo00086a060

Reference yield: 96.0%

2-<((p-Nitrophenyl)sulfonyl)oxy>-1-cyclohexylethanone (154779-06-3) → 2-azido-1-cyclohexyl-1-ethanone

Guidance literature:

With sodium azide; In acetone; for 1.5h; Ambient temperature;

DOI:10.1021/jo00089a043

upstream raw materials:

4-nitrobenzenesulfonyl peroxide