3-bromo-4-(hydroxymethyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-ol

• ChemBase ID: 162827
• Molecular Formular: C9H16BrNO2
• Molecular Mass: 250.13284
• Monoisotopic Mass: 249.03644076
• SMILES: N1(C(C(=C(C1(C)C)Br)CO)(C)C)O
• Canonical SMILES: OCC1=C(Br)C(N(C1(C)C)O)(C)C
• InChI: InChI=1S/C9H16BrNO2/c1-8(2)6(5-12)7(10)9(3,4)11(8)13/h12-13H,5H2,1-4H3
• InChIKey: VSTHJJGLOUGJOS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromo-4-(hydroxymethyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-ol
• IUPAC Traditional name: 3-bromo-4-(hydroxymethyl)-2,2,5,5-tetramethylpyrrol-1-ol
• Synonyms: 3-Bromo-2,5-dihydro-4-(hydroxymethyl)-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxy; 4-Bromo-3-hydroxymethyl-1-oxyl-2,2,5,5-tetramethyl-δ3-pyrroline

Database IDs

• CAS Number: 85591-93-1
• PubChem SID: 162256962
• PubChem CID: 29974966

CALCULATED PROPERTIES

• Acid pKa: 14.5702915
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.53932863
• LogD (pH = 7.4): 0.539329
• Log P: 0.53932905
• Molar Refractivity: 56.5125 cm^3
• Polarizability: 21.882427 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Yellow Solid
• Melting Point: 152-155°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B684470

A spin label.

REFERENCES

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