3-bromo-4-[(methanesulfonylsulfanyl)methyl]-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-ol

• ChemBase ID: 162994
• Molecular Formular: C10H18BrNO3S2
• Molecular Mass: 344.28882
• Monoisotopic Mass: 342.99114744
• SMILES: N1(C(C(=C(C1(C)C)Br)CSS(=O)(=O)C)(C)C)O
• Canonical SMILES: BrC1=C(CSS(=O)(=O)C)C(N(C1(C)C)O)(C)C
• InChI: InChI=1S/C10H18BrNO3S2/c1-9(2)7(6-16-17(5,14)15)8(11)10(3,4)12(9)13/h13H,6H2,1-5H3
• InChIKey: KUZFUMWORONOQW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromo-4-[(methanesulfonylsulfanyl)methyl]-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-ol
• IUPAC Traditional name: 3-bromo-4-[(methanesulfonylsulfanyl)methyl]-2,2,5,5-tetramethylpyrrol-1-ol
• Synonyms: 3-Bromo-2,5-dihydro-2,2,5,5-tetramethyl-4-[[(methylsulfonyl)thio]methyl]-1H-pyrrol-1-yloxy; 4-Bromo-MTSL; 4-Bromo-(1-oxyl-2,2,5,5-tetramethyl-Δ3-pyrroline-3-methyl) Methanethiosulfonate

Database IDs

• CAS Number: 215956-55-1
• PubChem SID: 162257129
• PubChem CID: 15348737

CALCULATED PROPERTIES

• Acid pKa: 14.752943
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.9704372
• LogD (pH = 7.4): 0.97043735
• Log P: 0.97043735
• Molar Refractivity: 75.7639 cm^3
• Polarizability: 30.456526 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Ethyl Acetate
• Apperance: Brown Solid
• Melting Point: 106-109°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B686290

The Bromo-analogue of MTSL, a highly reactive thiol-specific spin-label. A specific conformational probe of thiol site structure by virtue of its minimal rotational freedom and distance from the covalent disulfide linkage to the macromolecule under study

REFERENCES

• Berliner, L.J., et al.: Analytical Biochemistry, 119, 450 (1982)