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377104

1-Acetylindole

98%

Synonym(s):

NSC 521758

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About This Item

Empirical Formula (Hill Notation):
C10H9NO
CAS Number:
576-15-8
Molecular Weight:
159.18
NACRES:
NA.22
PubChem Substance ID:
24863492
UNSPSC Code:
12352100
EC Number:
209-396-1
MDL number:
MFCD00038005
Assay:
98%
Form:
liquid
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Quality Segment

200

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

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

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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