1-acetyl-2,3-dihydro-1H-indol-2-one

• ChemBase ID: 151947
• Molecular Formular: C10H9NO2
• Molecular Mass: 175.18396
• Monoisotopic Mass: 175.06332853
• SMILES: CC(=O)N1c2ccccc2CC1=O
• Canonical SMILES: O=C1Cc2c(N1C(=O)C)cccc2
• InChI: InChI=1S/C10H9NO2/c1-7(12)11-9-5-3-2-4-8(9)6-10(11)13/h2-5H,6H2,1H3
• InChIKey: NRWLXCRLJQEJHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-acetyl-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: 1-acetyl-3H-indol-2-one
• Synonyms: 1-Acetyl-1,3-dihydro-indol-2-one; NSC 286428; N-Acetyloxindole; N-Acetyl-2-oxindole; N-乙酰基吲哚酮; N-乙酰基-2-羟基吲哚

Database IDs

• CAS Number: 21905-78-2
• MDL Number: MFCD00187672
• PubChem SID: 24880143; 162246093
• PubChem CID: 323719

CALCULATED PROPERTIES

• Acid pKa: 13.197591
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.7010485
• LogD (pH = 7.4): 0.7010478
• Log P: 0.7010485
• Molar Refractivity: 47.37 cm^3
• Polarizability: 18.23072 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 127-131 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C10H9NO2

DETAILS

Sigma Aldrich - 563978

Packaging
5, 25 g in glass bottle
Application

• Reactant for preparation of 4-azachromeno[2,3-b]indol-11(6H)-ones and derivatives as analogs of ellipticine1
• Reactant for preparation of indolopyrrolopyrans by solid-supported microwave-accelerated tandem intramolecular Knoevenagel/hetero Diels-Alder reaction2
• Reactant for synthesis of phytoalexins and analogs via Vilsmeier formylation-amination as antifungal agents3