(3R,4R)-3,4-bis[(methanesulfonylsulfanyl)methyl]-2,2,5,5-tetramethylpyrrolidin-1-ol

• ChemBase ID: 162353
• Molecular Formular: C12H25NO5S4
• Molecular Mass: 391.5906
• Monoisotopic Mass: 391.06155691
• SMILES: [C@H]1([C@H](C(N(C1(C)C)O)(C)C)CSS(=O)(=O)C)CSS(=O)(=O)C
• Canonical SMILES: ON1C(C)(C)[C@@H]([C@H](C1(C)C)CSS(=O)(=O)C)CSS(=O)(=O)C
• InChI: InChI=1S/C12H25NO5S4/c1-11(2)9(7-19-21(5,15)16)10(8-20-22(6,17)18)12(3,4)13(11)14/h9-10,14H,7-8H2,1-6H3/t9-,10-/m1/s1
• InChIKey: UFKKQFGMIKQTFD-NXEZZACHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-3,4-bis[(methanesulfonylsulfanyl)methyl]-2,2,5,5-tetramethylpyrrolidin-1-ol
• IUPAC Traditional name: (3R,4R)-3,4-bis[(methanesulfonylsulfanyl)methyl]-2,2,5,5-tetramethylpyrrolidin-1-ol
• Synonyms: Trans-3,4-Bis(methanesulfonylthiomethyl)-2,2,5,5-tetramethylpyrrolidin-1-yloxyl Radical; Trans-3,4-Bis[[(methylsulfonyl)thio]methyl]-2,2,5,5-tetramethylpyrrolidin-1-yloxyl Radical

Database IDs

• CAS Number: 229621-30-1
• PubChem SID: 162256488
• PubChem CID: 15472753

CALCULATED PROPERTIES

• Acid pKa: 14.738684
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.027261352
• LogD (pH = 7.4): 0.027292687
• Log P: 0.027293107
• Molar Refractivity: 93.2188 cm^3
• Polarizability: 38.957005 Å^3
• Polar Surface Area: 91.75 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Yellow to Brown Solid
• Melting Point: 103-104°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B486250

A cross-linking sulfhydryl spin label.

REFERENCES

• Kalai, T., et al.: Synthesis, 6, 973 (1999)