N-Butyl-p-toluenesulfonamide

Base Information

• Chemical Name: N-Butyl-p-toluenesulfonamide
• CAS No.: 1907-65-9
• Molecular Formula: C11H17 N O2 S
• Molecular Weight: 227.327
• Hs Code.: 2935009090
• European Community (EC) Number: 217-612-0
• NSC Number: 2180
• UNII: 7CT68A89DU
• DSSTox Substance ID: DTXSID7042198
• Nikkaji Number: J104.689F
• Wikidata: Q27268088
• ChEMBL ID: CHEMBL3187779
• Mol file: 1907-65-9.mol

Synonyms:1907-65-9;N-Butyl-p-toluenesulfonamide;N-BUTYL-4-METHYLBENZENESULFONAMIDE;N-Butyltoluene-4-sulfonamide;N-Tosylbutylamine;N-n-Butyl-4-toluenesulfonamide;Benzenesulfonamide, N-butyl-4-methyl-;p-Toluenesulfonamide, N-butyl-;N-butyl-4-methyl-benzenesulfonamide;NSC 2180;N-butyl-4-methylbenzene-1-sulfonamide;UNII-7CT68A89DU;N-Butyltoluene-4-sulphonamide;7CT68A89DU;DTXSID7042198;NSC-2180;EINECS 217-612-0;AI3-50022;NSC2180;N-BUTYL P-TOLUENESULFONYLAMINE;n-Butyl-4-toluenesulfonamide;n-butyl-p-toluenesulphonamide;SCHEMBL187922;CHEMBL3187779;DTXCID5022198;N-n-Butyl-p-toluene sulfonamide;N-n-butyl-4-toluene-sulfonamide;RQUXYBHREKXNKT-UHFFFAOYSA-;4-(N-1-Butyl)toluenesulfonamide;BAA90765;N-BUTYL-P-TOLUENESULFONEAMIDE;Tox21_301798;MFCD00027162;AKOS001059689;N-BUTYL-PARA-TOLUENESULFONAMIDE;NCGC00255722-01;AS-63186;CAS-1907-65-9;A4205;B0745;FT-0633904;EN300-15789;F17050;W-107737;Q27268088;Z45516925

Chemical Property of N-Butyl-p-toluenesulfonamide

Chemical Property:

• Vapor Pressure: 8.79E-05mmHg at 25°C
• Melting Point: 41 °C
• Boiling Point: 340.1 ºC at 760 mmHg
• PKA: 11.86±0.50(Predicted)
• Flash Point: 159.5ºC
• PSA: 54.55000
• Density: 1.104 g/cm³
• LogP: 3.54510
• Solubility.: soluble in Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 227.09799996
• Heavy Atom Count: 15
• Complexity: 261

Purity/Quality:

99% ^*data from raw suppliers

N-Butyl-p-toluenesulfonamide >97.0%(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCNS(=O)(=O)C1=CC=C(C=C1)C

Technology Process of N-Butyl-p-toluenesulfonamide

There total 47 articles about N-Butyl-p-toluenesulfonamide 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: 98.0%

N-butylamine (109-73-9,85404-21-3) + p-toluenesulfonyl chloride (98-59-9) → N-butyl-4-toluenesulfonamide (1907-65-9)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 0.25h;

DOI:10.1002/ejoc.201501032

Reference yield: 96.0%

N-(1-benzotriazol-1-yl-butyl)-4-methyl-benzenesulfonamide → N-butyl-4-toluenesulfonamide (1907-65-9)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 0.333333h;

DOI:10.1016/j.tet.2003.08.039

Reference yield: 90.0%

sodium 4-methylbenzenesulfinate (824-79-3) + N-butylamine (109-73-9,85404-21-3) → N-butyl-4-toluenesulfonamide (1907-65-9)

Guidance literature:

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

DOI:10.1039/c4ra13454k

upstream raw materials:

butyl para-toluenesulfonate

toluene-4-sulfonamide

N-butylamine

p-toluenesulfonyl chloride

Downstream raw materials:

N,N-dibutyl-4-methylbenzenesulfonamide

N-(butyl)-N-(2-cyclopropylallyl)-4-toluenesulfonamide

N-(2-(4-nitrophenyl)ethynyl)-N-tosylbutan-1-amine

N-butyl-4-methyl-N-phenylbenzenesulfonamide

Refernces

• 1、 Sadovskii,Solomoichenko,Kas'yan,Golodaeva,Anikanova,Kas'yan,Savelova. "Reactivity of cage-like amines toward p-toluenesulfonyl chloride and diphenyl chlorophosphate in acetonitrile". . p. 50 - 56. Retrieved 2004.
• 2、 Sang, Dayong,Dong, Bingqian,Liu, Yunfeng,Tian, Juan. "Chemoselective Cleavage of Acylsulfonamides and Sulfonamides by Aluminum Halides". . p. 3586 - 3595. Retrieved 2022/02/25.
• 3、 Zhang, Yan,Lin, Zhipeng,Ackermann, Lutz. "Electrochemical C?H Amidation of Heteroarenes with N-Alkyl Sulfonamides in Aqueous Medium". supporting information. p. 242 - 246. Retrieved 2020/11/30.