1-(5-acetyl-2,3-dihydro-1H-indol-1-yl)ethan-1-one

• ChemBase ID: 139432
• Molecular Formular: C12H13NO2
• Molecular Mass: 203.23712
• Monoisotopic Mass: 203.09462866
• SMILES: CC(=O)c1ccc2c(c1)CCN2C(=O)C
• Canonical SMILES: CC(=O)c1ccc2c(c1)CCN2C(=O)C
• InChI: InChI=1S/C12H13NO2/c1-8(14)10-3-4-12-11(7-10)5-6-13(12)9(2)15/h3-4,7H,5-6H2,1-2H3
• InChIKey: DDTZNSOMVMYKHA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(5-acetyl-2,3-dihydro-1H-indol-1-yl)ethan-1-one
• IUPAC Traditional name: 1-(5-acetyl-2,3-dihydroindol-1-yl)ethanone
• Synonyms: 1,5-Diacetylindoline; 1,5-二乙酰基二氢吲哚

Database IDs

• CAS Number: 16078-35-6
• MDL Number: MFCD00459527
• PubChem SID: 162233680; 24881432
• PubChem CID: 3280850

CALCULATED PROPERTIES

• Acid pKa: 16.087252
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.67255825
• LogD (pH = 7.4): 0.67255825
• Log P: 0.67255825
• Molar Refractivity: 57.7493 cm^3
• Polarizability: 21.891918 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 137-141 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C12H13NO2

DETAILS

Sigma Aldrich - 593273

Packaging
1, 5 g in glass bottle
Application

• Reactant for α-arylation reactions1
• Reactant for preparation of 5-HT1B receptor antagonists2
• Reactant for synthesis of N-(1-benzo[1,3]dioxol-5-yl)ethyl-, N-[1-(2,3-dihydro-benzofuran-5-yl)ethyl-, and N-[1-(2,3-dihydro-1H-indol-5-yl)ethylacrylamides as KCNQ2 opener agents3
• Reactant for preparation of 1-acyl-7-nitroindolines as L-glutamate photoreleasing agents in cerebellar granule neurons4