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524344 Sigma-Aldrich

6-Bromoindole

96%

  • CAS Number 52415-29-9

  • Empirical Formula (Hill Notation) C8H6BrN

  • Molecular Weight 196.04

  •  MDL number MFCD00238550

  •  PubChem Substance ID 24874404

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C7 to C9, Chemical Synthesis, Halogenated Heterocycles, Heterocyclic Building Blocks,
Quality Level   200
assay   96%
mp   92-96 °C (lit.)
SMILES string   Brc1ccc2cc[nH]c2c1
InChI   1S/C8H6BrN/c9-7-2-1-6-3-4-10-8(6)5-7/h1-5,10H
InChI key   MAWGHOPSCKCTPA-UHFFFAOYSA-N

Description

General description

6-Bromoindole is an indole derivative. It undergoes palladium-catalyzed reaction with 2-(4-fluorophenyl)ethylpiperazine to afford the carbonylation products.

Application

6-Bromoindole may be used to synthesize:
• 6-alkylthioindole
• 3-acetoxy-6-bromoindole
• 6,6′-dibromoindigo (Tyrian purple)
• 6-acylindoles
• tert-butyl 6-bromoindole-1-carboxylate

Essential starter in 6-substituted indole chemistry.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Indoles

Sigma-Aldrich is proud to offer a new series of ChemFiles—called Privileged Structures, to our Drug Discovery and Organic Synthesis customers. Each piece will highlight a specific motif, selected app...
Chemfiles Volume 4 Article 8
Keywords: Building blocks, Cardiovascular, Diabetes, Diseases, Drug discovery, Medicinal chemistry, Organic synthesis, Respiratory

Peer-Reviewed Papers
15

References

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