3-(iodomethyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-ol

• ChemBase ID: 171686
• Molecular Formular: C9H16INO
• Molecular Mass: 281.13391
• Monoisotopic Mass: 281.02766214
• SMILES: C1(=CC(N(C1(C)C)O)(C)C)CI
• Canonical SMILES: ICC1=CC(N(C1(C)C)O)(C)C
• InChI: InChI=1S/C9H16INO/c1-8(2)5-7(6-10)9(3,4)11(8)12/h5,12H,6H2,1-4H3
• InChIKey: DGWYHBRLTUNLLF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(iodomethyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-ol
• IUPAC Traditional name: 3-(iodomethyl)-2,2,5,5-tetramethylpyrrol-1-ol
• Synonyms: 2,5-Dihydro-3-(iodomethyl)-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxy; 3-Iodomethyl-(1-oxy-2,2,5,5-tetramethylpyrroline)

Database IDs

• CAS Number: 76893-33-9
• PubChem SID: 164227596
• PubChem CID: 29982370

CALCULATED PROPERTIES

• Acid pKa: 14.760266
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.1082203
• LogD (pH = 7.4): 2.1082227
• Log P: 2.108223
• Molar Refractivity: 60.2615 cm^3
• Polarizability: 23.45567 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Yellow Oil

Safety Information

• Storage Condition: Amber Vial, -86°C Freezer, Under Inert Atmosphere
• Storage Warning: Light, Temperature and Moisture Sensitive

DETAILS

Toronto Research Chemicals - I709500

A thio-reactive spin label.

REFERENCES

• Qin, P.Z., et al.: Biochemistry, 40, 6929 (2001)