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537799

Sigma-Aldrich

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:
2047-91-8
Molecular Weight:
157.21
MDL number:
MFCD00225387
UNSPSC Code:
12352100
PubChem Substance ID:
24878249
NACRES:
NA.22

Assay

96%

mp

100.5-105.5 °C (lit.)

SMILES string

C1Cc2[nH]c3ccccc3c2C1

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

InChI key

HZDXFZHFEASSBM-UHFFFAOYSA-N

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBT4823V
MKBR1958V
11312HH
04707PI

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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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