5-(oxiran-2-ylmethoxy)-2,3,4,9-tetrahydro-1H-carbazole

• ChemBase ID: 175977
• Molecular Formular: C15H17NO2
• Molecular Mass: 243.30098
• Monoisotopic Mass: 243.12592879
• SMILES: c1ccc2c(c1OCC1CO1)c1c([nH]2)CCCC1
• Canonical SMILES: C1CCc2c(C1)c1c(OCC3CO3)cccc1[nH]2
• InChI: InChI=1S/C15H17NO2/c1-2-5-12-11(4-1)15-13(16-12)6-3-7-14(15)18-9-10-8-17-10/h3,6-7,10,16H,1-2,4-5,8-9H2
• InChIKey: CVDBWNJRBIYYOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(oxiran-2-ylmethoxy)-2,3,4,9-tetrahydro-1H-carbazole
• IUPAC Traditional name: 4-(oxiran-2-ylmethoxy)-6,7,8,9-tetrahydro-5H-carbazole
• Synonyms: 2,3,4,9-Tetrahydro-5-(2-oxiranylmethoxy)carbazole; 5-(Oxiranylmethoxy)-2,3,4,9-tetrahydrocarbazole

Database IDs

• CAS Number: 58457-32-2
• PubChem SID: 164231887
• PubChem CID: 21517044

CALCULATED PROPERTIES

• Acid pKa: 17.495739
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.971951
• LogD (pH = 7.4): 2.971951
• Log P: 2.971951
• Molar Refractivity: 69.8661 cm^3
• Polarizability: 28.18798 Å^3
• Polar Surface Area: 37.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - O847055

Intermediate used in the preparation of Vindoline analogues and Carvedilol derivatives.