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324906 Aldrich

4,5,6,7-Tetrahydroindole

98%

Synonym: 2,3-Tetramethylenepyrrole, Cyclohex[b]pyrrole, NSC 122455

  • CAS Number 13618-91-2

  • Empirical Formula (Hill Notation) C8H11N

  • Molecular Weight 121.18

  •  Beilstein Registry Number 108853

  •  MDL number MFCD00012134

  •  PubChem Substance ID 24859477

  • Popular Documents:  FTNMR (PDF)  

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Properties

Related Categories Building Blocks, C7 to C9, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
InChI Key   KQBVVLOYXDVATK-UHFFFAOYSA-N
assay   98%
mp   53-57 °C(lit.)
storage temp.   2-8°C

Description

Packaging

1 g in glass bottle

Application

4,5,6,7-Tetrahydroindole was used as reactant in:
• synthesis of ethyl 3-(4,5,6,7-tetrahydroindol-2-yl)-2-propynoate
• preparation of BODIPY dyes
• N-alkylation with chloromethyloxirane
• preparation of hydroindolepropynoate by chemo- and regioselective solvent-free ethynylation
• palladium- and copper-free cross-coupling of halopropynoates
• preparation of carbonylalkenyl indoles via coupling with dicarbonyl compounds
• 1:2 annelation of 4,5,6,7-tetrahydroindole with 1-benzoyl-2-phenylacetylene

General description

4,5,6,7-Tetrahydroindoles, due to their easy aromatization, are good intermediates to synthesize indoles. 4,5,6,7-Tetrahydroindole on condensation with cyanoacetate leads to 1-ethylthio-2-cyano-4,5,6,7-tetrahydrocyclohexa-[c]-3H-pyrrolizin-3-one.

Price and Availability

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles
Peer-Reviewed Papers
15

References

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