3-imino-2,3-dihydro-1H-isoindol-1-one

• ChemBase ID: 138174
• Molecular Formular: C8H6N2O
• Molecular Mass: 146.14604
• Monoisotopic Mass: 146.04801282
• SMILES: c1ccc2c(c1)C(=N)NC2=O
• Canonical SMILES: O=C1NC(=N)c2c1cccc2
• InChI: InChI=1S/C8H6N2O/c9-7-5-3-1-2-4-6(5)8(11)10-7/h1-4H,(H2,9,10,11)
• InChIKey: MMBYJYAFFGKUDC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-imino-2,3-dihydro-1H-isoindol-1-one
• IUPAC Traditional name: iminophthalimidine
• Synonyms: 3-Iminoisoindolinone; 3-亚氨基异吲哚啉酮

Database IDs

• CAS Number: 14352-51-3
• EC Number: 238-314-7
• MDL Number: MFCD00005885
• PubChem SID: 24853439; 162232432
• PubChem CID: 84381

CALCULATED PROPERTIES

• Acid pKa: 11.415433
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.7057846
• LogD (pH = 7.4): 0.70604366
• Log P: 0.70608455
• Molar Refractivity: 51.7868 cm^3
• Polarizability: 14.991746 Å^3
• Polar Surface Area: 52.95 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 208-210 °C(lit.)

Safety Information

• RTECS: TI5695600
• German water hazard class: 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C8H6N2O

DETAILS

Sigma Aldrich - 224456

Application

• Reactant for preparation of copper pyridylimino oxoisoindoline complexes1
• Reactant for preparation of zinc iminoisoindolinone complexes2
• Reactant for preparation of copper(II) (iminoalkylimino)isoindolinone complexes via imine-nitrile coupling reaction3
• Reactant for prepn. of phthalazines4