N-[3-(trifluoromethyl)phenyl]benzenesulfonamide

Base Information

• Chemical Name: N-[3-(trifluoromethyl)phenyl]benzenesulfonamide
• CAS No.: 2805-88-1
• Molecular Formula: C13H10 F3 N O2 S
• Molecular Weight: 301.289
• NSC Number: 164391
• DSSTox Substance ID: DTXSID00304156
• Wikidata: Q82049883
• Mol file: 2805-88-1.mol

Synonyms:N-[3-(trifluoromethyl)phenyl]benzenesulfonamide;2805-88-1;N-(3-(Trifluoromethyl)phenyl)benzenesulfonamide;NSC164391;TimTec1_000720;CBDivE_011395;SCHEMBL121452;DTXSID00304156;HMS1536A16;MFCD00422467;STK090306;AKOS000627110;NSC-164391;NCGC00175191-01;BRD-K12144708-001-01-0

Chemical Property of N-[3-(trifluoromethyl)phenyl]benzenesulfonamide

Chemical Property:

• Vapor Pressure: 6.69E-06mmHg at 25°C
• Boiling Point: 377.6°Cat760mmHg
• Flash Point: 182.1°C
• PSA: 54.55000
• Density: 1.42g/cm³
• LogP: 4.66000
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 301.03843422
• Heavy Atom Count: 20
• Complexity: 410

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC(=C2)C(F)(F)F

Technology Process of N-[3-(trifluoromethyl)phenyl]benzenesulfonamide

There total 4 articles about N-[3-(trifluoromethyl)phenyl]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: 92.0%

benzenesulfonamide (98-10-2) + (meta-(trifluoromethyl)phenyl)boronic acid (1423-26-3) → 1-phenylsulfonamido-3-trifluoromethylbenzene (2805-88-1)

Guidance literature:

With copper(II) acetate monohydrate; potassium carbonate; In water; for 3h; Reflux; Green chemistry;

DOI:10.1055/s-0033-1340475

Reference yield: 88.0%

benzenesulfonamide (98-10-2) + m-trifluoromethylphenyl iodide (401-81-0) → 1-phenylsulfonamido-3-trifluoromethylbenzene (2805-88-1)

Guidance literature:

With copper(l) iodide; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 100 - 110 ℃; for 5h; Inert atmosphere;

DOI:10.1007/s12039-010-0015-x

Reference yield: 60.0%

phenylsulfonyl azide (938-10-3) + 3-bromo-1-trifluoromethylbenzene (401-78-5) → 1-phenylsulfonamido-3-trifluoromethylbenzene (2805-88-1)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; copper; potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 24h;

DOI:10.1007/s13738-012-0115-2

upstream raw materials:

benzenesulfonamide

m-trifluoromethylphenyl iodide

phenylsulfonyl azide

3-bromo-1-trifluoromethylbenzene

Downstream raw materials:

tert-butyl 2-(N-(3-(trifluoromethyl)phenyl)phenylsulfonamido)acetate

Refernces

• 1、 Yavari,Solgi,Ghazanfarpour-Darjani,Ahmadian. "Nanocopper-mediated direct arylsulfonamidation of aryl halides with arylsulfonyl azides". . p. 977 - 981. Retrieved 2013/02/23.
• 2、 Hosseinzadeh, Rahman,Tajbakhsh, Mahmood,Mohadjerani, Maryam,Alikarami, Mohammad. "Copper-catalysed N-arylation of arylsulfonamides with aryl bromides and aryl iodides using KF/Al2O3". experimental part. p. 143 - 148. Retrieved 2010/11/16.