tert-butyl(phenylsulfanyl)amine

• ChemBase ID: 140710
• Molecular Formular: C10H15NS
• Molecular Mass: 181.2978
• Monoisotopic Mass: 181.09252049
• SMILES: CC(C)(C)NSc1ccccc1
• Canonical SMILES: CC(NSc1ccccc1)(C)C
• InChI: InChI=1S/C10H15NS/c1-10(2,3)11-12-9-7-5-4-6-8-9/h4-8,11H,1-3H3
• InChIKey: AAQBFMPKCDTAJD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl(phenylsulfanyl)amine
• IUPAC Traditional name: tert-butyl(phenylsulfanyl)amine
• Synonyms: 2-Methyl-N-(phenylthio)propan-2-amine; N-(1,1-Dimethylethyl)benzenesulfenamide; N-tert-Butylbenzenesulfenamide; N-(1,1-二甲基乙基)苯亚磺酰胺; N-叔丁基苯磺酰胺; N-叔丁基苯亚磺酰胺

Database IDs

• CAS Number: 19117-31-8
• MDL Number: MFCD03844776
• PubChem SID: 162234950; 24885655
• PubChem CID: 11182990

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.0252218
• LogD (pH = 7.4): 2.9980931
• Log P: 3.047613
• Molar Refractivity: 64.6473 cm^3
• Polarizability: 22.288912 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 57-60 °C/0.3 mmHg
• Flash Point: 204.8 °F; 96 °C
• Density: 0.997 g/mL at 25 °C
• Refractive Index: n20/D 1.5457

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C10H15NS

DETAILS

Sigma Aldrich - 681792

Application
In the presence of NCS, this sulfenamide catalyzes the mild and selective oxidation of primary and secondary alcohols to the respective aldehydes and ketones.3
Reactant for:
• Anti-SN2′ Mitsunobu reaction with chiral hydroxy-alpha-alkenylsilanes to give vinylsilanes1
• Anodic oxidation reactions2
Packaging
1, 5 g in glass bottle