Benzenesulfonamide, N,N,4-trimethyl-

Base Information

• Chemical Name: Benzenesulfonamide, N,N,4-trimethyl-
• CAS No.: 599-69-9
• Molecular Formula: C9H13 N O2 S
• Molecular Weight: 199.274
• European Community (EC) Number: 209-971-7
• NSC Number: 2229
• UNII: AM7HU644XP
• DSSTox Substance ID: DTXSID9060520
• Nikkaji Number: J54.422A
• Wikidata: Q81989112
• Mol file: 599-69-9.mol

Synonyms:N,N,4-trimethylbenzenesulfonamide;599-69-9;N,N-DIMETHYL-P-TOLUENESULFONAMIDE;Benzenesulfonamide, N,N,4-trimethyl-;p-Toluenesulfonamide, N,N-dimethyl-;N,N-Dimethyl-p-toluenesulphonamide;4,N,N-Trimethyl-benzenesulfonamide;AI3-00815;N,N-Dimethyl p-toluenesulfonamide;NSC 2229;EINECS 209-971-7;BRN 1873124;Benzenesulfonamide, N,N-dimethyl-4-methyl-;NSC-2229;N,N,4-trimethylbenzene-1-sulfonamide;Enamine_005742;trimethylbenzenesulfonamide;AM7HU644XP;p-Toluenesulfonyldimethylamide;SCHEMBL82589;WLN: 1N1&SWR D1;DTXSID9060520;N,N,4-trimethylbenzenesulonamide;NSC2229;4,N,N-Trimethylbenzenesulfonamide;CHEBI:195024;HMS1410E22;N,N,4-Trimethyl-benzenesulfonamide;N,N-Dimethyl-p-toluene sulfonamide;MFCD00152452;STK016723;N,N,4-trimethyl-1-benzenesulfonamide;AKOS000277267;AM87088;IDI1_007977;N1,N1,4-trimethylbenzene-1-sulfonamide;BS-49629;N-[(4-Methylphenyl)sulfonyl]dimethylamine;LS-154132;CS-0197310;FT-0692385;EN300-136666;N11575;W-105291;Z45527547

Chemical Property of Benzenesulfonamide, N,N,4-trimethyl-

Chemical Property:

• Vapor Pressure: 0.0013mmHg at 25°C
• Melting Point: 152-153 °C
• Refractive Index: 1.5250 (estimate)
• Boiling Point: 298°Cat760mmHg
• PKA: -4.51±0.70(Predicted)
• Flash Point: 134°C
• PSA: 45.76000
• Density: 1.163g/cm³
• LogP: 2.32610
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 199.06669983
• Heavy Atom Count: 13
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

N,N,4-Trimethylbenzenesulfonamide 95% ^*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)N(C)C

Technology Process of Benzenesulfonamide, N,N,4-trimethyl-

There total 49 articles about Benzenesulfonamide, N,N,4-trimethyl- 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: 94.0%

sodium 4-methylbenzenesulfinate (824-79-3) + dimethyl amine (124-40-3) → N,N,4-trimethylbenzenesulfonamide (599-69-9)

Guidance literature:

With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In water; acetonitrile; at 50 ℃; for 8h;

DOI:10.1039/c4ra13454k

Reference yield: 92.0%

N,N,N,N,-tetramethylethylenediamine (110-18-9) + p-toluenesulfonyl chloride (98-59-9) → N,N,4-trimethylbenzenesulfonamide (599-69-9)

Guidance literature:

In acetonitrile; at 90 ℃; for 1h; Inert atmosphere;

Reference yield: 91.0%

N,N,N',N'',N'''-pentamethyldiethylenetriamine (3030-47-5) + p-toluenesulfonyl chloride (98-59-9) → N,N,4-trimethylbenzenesulfonamide (599-69-9)

Guidance literature:

With calcium hydride; In acetonitrile; at 90 ℃; for 1h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201800591

upstream raw materials:

methyl bromide

toluene-4-sulfonamide

methyl p-toluene sulfonate

dimethyl sulfate

Downstream raw materials:

4-<(Dimethylamino)sulfonyl>benzoic Acid

ω-Dimethylamino-4-dimethylsulfamoyl-styrol

N,N-dimethyl-4-[(trimethylstannyl)methyl]benzenesulfonamide

p,p'-Bis-(N,N-Dimethylsulfonamido)-stilben

Refernces

• 1、 Erb, William,Wen, Min,Roisnel, Thierry,Mongin, Florence. "Synthesis of Ferrocenesulfonyl Chloride: Key Intermediate toward Ferrocenesulfonamides". . p. 2612 - 2620. Retrieved 2021.
• 2、 Fu, Ying,Wu, Qing-Kui,Du, Zhengyin. "Debenzylative Sulfonylation of Tertiary Benzylamines Promoted by Visible Light". supporting information. p. 1896 - 1900. Retrieved 2021/04/06.
• 3、 Huang, Binbin,Guo, Lin,Xia, Wujiong. "A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions". supporting information. p. 2095 - 2103. Retrieved 2021/03/26.