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Merck
CN

537799

1,2,3,4-Tetrahydrocyclopent[b] indole

96%

Synonym(s):

2,3-Trimethyleneindole, NSC 112674

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About This Item

Empirical Formula (Hill Notation):
C11H11N
CAS Number:
Molecular Weight:
157.21
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
96%
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InChI

1S/C11H11N/c1-2-6-10-8(4-1)9-5-3-7-11(9)12-10/h1-2,4,6,12H,3,5,7H2

SMILES string

C1Cc2[nH]c3ccccc3c2C1

InChI key

HZDXFZHFEASSBM-UHFFFAOYSA-N

assay

96%

mp

100.5-105.5 °C (lit.)

General description

1,2,3,4-Tetrahydrocyclopent[b] indole undergoes reduction in the presence of Pd/C and hydrogen gas to yield 1,2,3,3a,4,8b-hexahydrocyclopent[b]indole.

Application

  • Reactant for thionium species-mediated functionalization at the 2α-position of indoles
  • Reactant for preparation of tetramethylpiperidine-1-oxoammonium salts as oxidants

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Synthesis of 1, 2, 3, 4-tetrahydrocarbazoles and related tricyclic indoles.
Scott TL, et al.
Tetrahedron, 63(5), 1183-1183 (3007)

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