tert-butyl N-(4-methylbenzenesulfonyl)carbamate

• ChemBase ID: 150628
• Molecular Formular: C12H17NO4S
• Molecular Mass: 271.33268
• Monoisotopic Mass: 271.08782903
• SMILES: Cc1ccc(cc1)S(=O)(=O)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(NS(=O)(=O)c1ccc(cc1)C)OC(C)(C)C
• InChI: InChI=1S/C12H17NO4S/c1-9-5-7-10(8-6-9)18(15,16)13-11(14)17-12(2,3)4/h5-8H,1-4H3,(H,13,14)
• InChIKey: DUTLOVSBVBGNDM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-(4-methylbenzenesulfonyl)carbamate
• IUPAC Traditional name: tert-butyl N-(4-methylbenzenesulfonyl)carbamate
• Synonyms: N-(tert-Butoxycarbonyl)-p-toluenesulfonamide; N-(叔丁氧基羰基)-对甲苯磺酰胺

Database IDs

• CAS Number: 18303-04-3
• MDL Number: MFCD00134267
• PubChem SID: 162244789; 24862365
• PubChem CID: 688170

CALCULATED PROPERTIES

• Acid pKa: 2.9373791
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.8207278
• LogD (pH = 7.4): 1.8117288
• Log P: 2.7545571
• Molar Refractivity: 68.2522 cm^3
• Polarizability: 27.381987 Å^3
• Polar Surface Area: 72.47 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 121-123 °C(lit.)

Safety Information

• German water hazard class: 3

Product Information

• Purity: 99%
• Linear Formula: CH3C6H4SO2NHCO2C(CH3)3

DETAILS

Sigma Aldrich - 363839

Packaging
25 g in poly bottle
5 g in glass bottle
Application
Can be directly coupled with primary, secondary, and allylic alcohols under Mitsunobu conditions to afford various sulfonyl-protected amines.1