N-tert-Butylbenzenesulfenamide

Base Information

• Chemical Name: N-tert-Butylbenzenesulfenamide
• CAS No.: 19117-31-8
• Molecular Formula: C10H15 N S
• Molecular Weight: 181.302
• Hs Code.: 2930909899
• DSSTox Substance ID: DTXSID50457904
• Nikkaji Number: J966.328B
• Wikidata: Q82280958
• Mol file: 19117-31-8.mol

Synonyms:N-tert-Butylbenzenesulfenamide;19117-31-8;N-(tert-Butyl)-S-phenylthiohydroxylamine;tert-butyl(phenylsulfanyl)amine;2-methyl-N-phenylsulfanylpropan-2-amine;2-Methyl-N-(phenylthio)propan-2-amine;N-tert-Butylphenylsulfenamide;Benzenesulfenamide, N-(1,1-dimethylethyl)-;N-(1,1-Dimethylethyl)benzenesulfenamide;N-t-butylbenzenesulfenamide;tert-Butyl(phenylthio)amine;SCHEMBL873511;DTXSID50457904;2,2-Difluoroethylp-toluenesulfonate;MFCD03844776;N-tert-Butylbenzenesulfenamide, 97%;AKOS015838079;N-tert-butyl-S-phenylthiohydroxylamine;AS-65647;Benzenesulfenamide,N-(1,1-dimethylethyl)-;B2240;CS-0154866;FT-0697901;A880384;J-012352

Chemical Property of N-tert-Butylbenzenesulfenamide

Chemical Property:

• Vapor Pressure: 0.0158mmHg at 25°C
• Refractive Index: n20/D 1.5457
• Boiling Point: 57-60 °C/0.3 mmHg
• PKA: 4.41±0.70(Predicted)
• Flash Point: 96 °C
• Density: 1.01
• Storage Temp.: Refrigerator
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 181.09252066
• Heavy Atom Count: 12
• Complexity: 122

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-tert-Butylbenzenesulfenamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: R36/37/38:
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NSC1=CC=CC=C1
• Uses: Reactant for:Anti-SN2′ Mitsunobu reaction with chiral hydroxy-alpha-alkenylsilanes to give vinylsilanesAnodic oxidation reactions

Technology Process of N-tert-Butylbenzenesulfenamide

There total 17 articles about N-tert-Butylbenzenesulfenamide 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: 93.0%

N-phenylthiophthalimide (14204-27-4) + tert-butylamine (75-64-9) → N-(phenylthio)-N-(tert-butyl)amine (19117-31-8)

Guidance literature:

With 2,2-diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl; In 2-ethoxy-ethanol; at 50 ℃; for 1h; Reagent/catalyst; Microwave irradiation; Green chemistry;

DOI:10.1007/s00706-018-2261-4

Reference yield: 89.0%

tert-butylamine (75-64-9) + 3-Phenylsulfenyl-2-(N-cyanoimino)thiazolidine (258822-89-8) → N-(phenylthio)-N-(tert-butyl)amine (19117-31-8)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 46h;

Reference yield: 88.0%

thiophenol (108-98-5) + tert-butylamine (75-64-9) → N-(phenylthio)-N-(tert-butyl)amine (19117-31-8)

Guidance literature:

With [2,2]bipyridinyl; copper(l) iodide; oxygen; In dimethyl sulfoxide; at 60 ℃; for 18h;

DOI:10.1002/ejoc.201000167

upstream raw materials:

2,2-dimethylaziridine

thiophenol

methoxy-phenyl-sulfane

tert-butylamine

Downstream raw materials:

N-tert-Butyl-N'-((1S,2S)-2-phenylsulfanyl-cyclohexyl)-acetamidine

N-(phenylsulfinyl)-N-(tert-butyl)amine

tert-Butyl-((1R,2R)-2-phenylsulfanyl-cyclohexyl)-amine

N-tert-Butyl-N'-((1S,2S)-2-phenylsulfanyl-cyclohexyl)-isobutyramidine

Refernces

• 1、 Tymann, Dina Christina,Benedix, Lars,Iovkova, Lyuba,Pallach, Roman,Henke, Sebastian,Tymann, David,Hiersemann, Martin. "Photochemical Approach to the Cyclohepta[b]indole Scaffold by Annulative Two-Carbon Ring-Expansion". supporting information. p. 11974 - 11978. Retrieved 2020/08/21.
• 2、 Taniguchi, Nobukazu. "Copper-catalyzed formation of sulfur-nitrogen bonds by dehydrocoupling of thiols with amines". scheme or table. p. 2670 - 2673. Retrieved 2010/07/18.