2-methylpropane-2-sulfinamide

• ChemBase ID: 61806
• Molecular Formular: C4H11NOS
• Molecular Mass: 121.20124
• Monoisotopic Mass: 121.05613498
• SMILES: NS(=O)C(C)(C)C
• Canonical SMILES: CC(S(=O)N)(C)C
• InChI: InChI=1S/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3
• InChIKey: CESUXLKAADQNTB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methylpropane-2-sulfinamide
• IUPAC Traditional name: tert-butanesulfinamide
• Synonyms: (R)-(+)-2-Methylpropane-2-sulphinamide 98%; (S)-(-)-2-Methylpropane-2-sulphinamide 98%; [S(S)]-2-Methyl-2-propanesulfinamide; (S)-(-)-2-Methyl-2-propanesulfinamide; (S)-(-)-tert-Butanesulfinamide; (S)-(-)-tert-Butyl sulfinamide; (S)-2-Methyl-2-propanesulfinamide; (S)-tert-Butanesulfinamide; (S)-tert-Butylsulfinamide; (+/-)-tert-Butyl sulfinamide; ( )-2-Methyl-2-propanesulfinamide; (DL)-2-Methylpropane-2-sulfinamide; Tert-Butanesulfinamide; 2-Methyl-2-propanesulfinamide; 2-Methylpropane-2-sulfinamide; (+/-)-叔丁基亚磺酸胺; 2-甲基-2-丙烷亚磺酰胺

Database IDs

• CAS Number: 196929-78-9; 146374-27-8; 343338-28-3
• MDL Number: MFCD05861480; MFCD01863616; MFCD05861479
• PubChem SID: 162027545; 24879898
• PubChem CID: 3382465
• Chemspider ID: 2627606
• Wikipedia Title: Tert-Butanesulfinamide

CALCULATED PROPERTIES

• Acid pKa: 16.748573
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.3126
• LogD (pH = 7.4): 0.3126
• Log P: 0.3126
• Molar Refractivity: 30.801 cm^3
• Polarizability: 12.858688 Å^3
• Polar Surface Area: 43.09 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white to off-white crystalline solid
• Melting Point: 102 -105 °C; 103-107°C; 104-106°C; 97-101 °C(lit.); 97-101°C

Safety Information

• Storage Warning: IRRITANT; Irritant/Keep Cold
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%
• Linear Formula: (CH3)3CS(O)NH2

DETAILS

Sigma Aldrich - 560871

Application
Synthesis of 4-sulfonyliminopiperidine and its reaction with benzyl Grignard to form an important pharmaceutical building block, 4-benzyl-4-aminopiperidne.1 Also used to prepare spiro tosylaziridines via methylene insertion into the derived sulfonylimine.2
Ellman′s Sulfinamides
Packaging
1, 5 g in glass bottle
25 g in poly bottle

Toronto Research Chemicals - B693755

(S)-tert-Butylsulfinamide is a chiral ligand used in pharmaceutical compositions. (S)-tert-Butylsulfinamide can be readily transformed into P,N-sulfinyl imine ligands through condensation with aldehydes and ketones, which can undergo iridium-catalyzed asy

REFERENCES

• Szallasi, A., et al.: Pharmacol. Rev., 51, 159 (1999)
• Montell, C., et al.: Mol. Cell., 9, 229 (1999)
• Ryu, C., et al.: Bioorg. Med. Chem. Lett., 14, 1751 (1999)
• Suh, Y., et al.: J. Med. Chem., 48, 5823 (1999)