377104

1-Acetylindol

98%

• Synonym(e): NSC 521758
• Empirische Formel (Hill-System): C₁₀H₉NO
• CAS-Nummer: 576-15-8
• Molekulargewicht: 159.18
• EG-Nummer: 209-396-1
• MDL-Nummer: MFCD00038005
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24863492
• NACRES: NA.22

Eigenschaften

• Assay: 98%
• Form: liquid
• Brechungsindex: n20/D 1.607 (lit.)
• bp: 123-125 °C/8 mmHg (lit.)
• Dichte: 1.387 g/mL at 25 °C (lit.)
• Lagertemp.: 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
• InChIKey: UUCUQJHYUPXDHN-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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

Sicherheitshinweise

• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves