377104

1-Acetylindole

98%

• Sinónimos: NSC 521758
• Fórmula empírica (notación de Hill): C₁₀H₉NO
• Número de CAS: 576-15-8
• Peso molecular: 159.18
• EC Number: 209-396-1
• MDL number: MFCD00038005
• UNSPSC Code: 12352100
• PubChem Substance ID: 24863492
• NACRES: NA.22

Propiedades

• assay: 98%
• form: liquid
• refractive index: n20/D 1.607 (lit.)
• bp: 123-125 °C/8 mmHg (lit.)
• density: 1.387 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CC(=O)n1ccc2ccccc12
• InChI: 1S/C10H9NO/c1-8(12)11-7-6-9-4-2-3-5-10(9)11/h2-7H,1H3
• InChI key: UUCUQJHYUPXDHN-UHFFFAOYSA-N

Descripción

General description

Quantum chemical calculations of ground state energy, geometrical structure and vibrational wavenumbers of 1-acetylindole has been carried out using density functional (DFT/B3LYP) method. Regioselective acylations of 1-acetylindole (N-acetylindole) under Friedel-Crafts reaction has been reported. Reaction of 1-acetylindole with manganese(III) acetate in the presence of malonic acid, is reported to afford 4-acetyl-3,3a,4,8b-tetrahydro-2H-furo[3,2-b]indol-2-one.

Application

1-Acetylindole may be used in the stereocontrolled synthesis of (±)-geissoschizine. It may be used in the preparation of (1-acetyl-κO-indolyl-κC²)tetracarbonylmanganese, via a standard cyclomanganation procedure.

Reactant for preparation of:

• Antimycobacterial agents
• Cyclin-dependent kinase (CDK2) inhibitors

Reactant for:

• C3-C3 oxidative cross-coupling reactions

Información de seguridad

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves