1-ACETYLINDOLE Chemical Properties

Melting point:

189 °C

Boiling point:

123-125 °C/8 mmHg (lit.)

Density 

1.387 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.607(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C

Odor

at 0.10?%?in?dipropylene glycol. floral

LogP

2.239 (est)

CAS DataBase Reference

576-15-8(CAS DataBase Reference)

EPA Substance Registry System

1H-Indole, 1-acetyl- (576-15-8)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29339990

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

1-ACETYLINDOLE Usage And Synthesis

Chemical Properties

clear yellow liquid after melting

Uses

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.

Definition

ChEBI: N-Acetylindole is a member of indoles.

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 2151, 1988 DOI: 10.1016/S0040-4039(00)86696-4

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.

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