4-bromo-1-hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid

• ChemBase ID: 162915
• Molecular Formular: C9H14BrNO3
• Molecular Mass: 264.11636
• Monoisotopic Mass: 263.01570531
• SMILES: N1(C(C(=C(C1(C)C)Br)C(=O)O)(C)C)O
• Canonical SMILES: OC(=O)C1=C(Br)C(N(C1(C)C)O)(C)C
• InChI: InChI=1S/C9H14BrNO3/c1-8(2)5(7(12)13)6(10)9(3,4)11(8)14/h14H,1-4H3,(H,12,13)
• InChIKey: CHBQXHRKVZRBIE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-bromo-1-hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid
• IUPAC Traditional name: 4-bromo-1-hydroxy-2,2,5,5-tetramethylpyrrole-3-carboxylic acid
• Synonyms: 3-Bromo-4-carboxy-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxy; 4-Bromo-1-oxyl-2,2,5,5-tetramethyl-δ3-pyrroline-3-carboxylic Acid

Database IDs

• CAS Number: 78033-69-9
• PubChem SID: 162257050
• PubChem CID: 15348735

CALCULATED PROPERTIES

• Acid pKa: 3.2703915
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.1992302
• LogD (pH = 7.4): -2.4204352
• Log P: 1.0117928
• Molar Refractivity: 56.455 cm^3
• Polarizability: 21.897034 Å^3
• Polar Surface Area: 60.77 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Yellow Solid
• Melting Point: >220°C(dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B686270

A spin label.

REFERENCES

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