N-(1-Acetoxy-2,2,2-trichloroethyl)benzenesulfonamide

Base Information

• Chemical Name: N-(1-Acetoxy-2,2,2-trichloroethyl)benzenesulfonamide
• CAS No.: 83191-20-2
• Molecular Formula: C10H10Cl3NO4S
• Molecular Weight: 346.619
• DSSTox Substance ID: DTXSID901003191
• Nikkaji Number: J70.992A
• Mol file: 83191-20-2.mol

Synonyms:N-(1-Acetoxy-2,2,2-trichloroethyl)benzenesulfonamide;BRN 3429626;83191-20-2;Benzenesulfonamide, N-(1-(acetyloxy)-2,2,2-trichloroethyl)-;4-11-00-00056 (Beilstein Handbook Reference);Acetic acid, ester with N-(1-hydroxy-2,2,2-trichloroethyl)benzenesulfonamide;DTXSID901003191;C10-H10-Cl3-N-O4-S;1-[(Benzenesulfonyl)amino]-2,2,2-trichloroethyl acetate;N-(1-Acetyloxy-2,2,2-trichloroethyl)benzenesulfonamide

Chemical Property of N-(1-Acetoxy-2,2,2-trichloroethyl)benzenesulfonamide

Chemical Property:

• Vapor Pressure: 5.45E-09mmHg at 25°C
• Boiling Point: 469.6°C at 760 mmHg
• Flash Point: 237.8°C
• Density: 1.522g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 344.939612
• Heavy Atom Count: 19
• Complexity: 410

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OC(C(Cl)(Cl)Cl)NS(=O)(=O)C1=CC=CC=C1

Technology Process of N-(1-Acetoxy-2,2,2-trichloroethyl)benzenesulfonamide

There total 8 articles about N-(1-Acetoxy-2,2,2-trichloroethyl)benzenesulfonamide 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: 95.0%

N-chloro-N-(2,2,2-trichloro-1-acetoxyethyl)benzenesulfonamide (83790-88-9) → N-(2,2,2-trichloro-1-acetoxyethyl)benzenesulfonamide (83191-20-2)

Guidance literature:

With air moisture; for 24h;

Reference yield: 90.0%

N,N-Dichlorobenzenesulfonamide (473-29-0) + β,β-dichlorovinyl acetate (36597-97-4) → N-(2,2,2-trichloro-1-acetoxyethyl)benzenesulfonamide (83191-20-2)

Guidance literature:

at 20 ℃; for 1h;

DOI:10.1007/BF00767848

Reference yield:

N-(2,2,2-trichloro-1-hydroxyethyl)benzenesulfonamide (75457-08-8) → N-(2,2,2-trichloro-1-acetoxyethyl)benzenesulfonamide (83191-20-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 27 percent / conc. H₂SO₄ / 2 h / 5 - 10 °C

2: 33 percent Spectr_. / NaOH / 2 h

3: 15 percent Spectr_. / conc. H₂SO₄ / acetic acid

With sodium hydroxide; sulfuric acid; In acetic acid;

upstream raw materials:

N,N-Dichlorobenzenesulfonamide

β,β-dichlorovinyl acetate

N-(2,2,2-trichloroethylidene)benzenesulfonamide

acetic acid

Downstream raw materials:

N-(2,2,2-trichloro-1-ethoxyethyl)benzenesulfonamide

N-(2,2,2-trichloro-1-hydroxyethyl)benzenesulfonamide