Skip to Content
Merck
All Photos(1)

Documents

524344

Sigma-Aldrich

6-Bromoindole

96%

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C8H6BrN
CAS Number:
Molecular Weight:
196.04
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Synthesis of N-protected Nortopsentins B and D.
Moody CJ and Roffey JRA.
ARKIVOC (Gainesville, FL, United States), 1, 393-401 (2000)
Efficient synthesis of 5-and 6-tributylstannylindoles and their reactivity with acid chlorides in the Stille coupling reaction.
Cherry K, et al.
Tetrahedron Letters, 48(33), 5751-5753 (2007)
James R Fuchs et al.
Journal of the American Chemical Society, 126(16), 5068-5069 (2004-04-22)
The first total synthesis of racemic perophoramidine is described. The key step features the highly stereoselective introduction of the vicinial quaternary centers via base-promoted carbon-carbon bond formation between a 3-alkylindole and a 3-bromo-3-alkylindolin-2-one. This transformation presumably proceeds through a conjugate
Leonardo S Santos et al.
The Journal of organic chemistry, 69(4), 1283-1289 (2004-02-14)
Described are the first enantioselective total syntheses of (+)-arborescidine A ((+)-1), (-)-arborescidine B ((-)-2), and (-)-arborescidine C ((-)-3), via routes that proceeded in five steps and 50% overall yield, eight steps and 61% overall yield, and nine steps and 51%
A facile synthesis of Tyrian purple based on a biosynthetic pathway.
Tanoue Y, et al.
Fisheries Science (Tokyo, Japan), 67(4), 726-729 (2001)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service