Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

524344

Sigma-Aldrich

6-Bromoindole

96%

Sign Into View Organizational & Contract Pricing

Select a Size

1 G
$89.10
5 G
$223.00

$89.10

Available to ship onMay 01, 2025Details

Request a Bulk Order
All Photos(1)

Select a Size

Change View
1 G
$89.10
5 G
$223.00

About This Item

Empirical Formula (Hill Notation):
C8H6BrN
CAS Number:
52415-29-9
Molecular Weight:
196.04
MDL number:
MFCD00238550
UNSPSC Code:
12352100
PubChem Substance ID:
24874404
NACRES:
NA.22

$89.10

Available to ship onMay 01, 2025Details

Request a Bulk Order

assay

96%

mp

92-96 °C (lit.)

functional group

bromo

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.[1]

Application

6-Bromoindole may be used to synthesize:
  • 6-alkylthioindole[2]
  • 3-acetoxy-6-bromoindole[3]
  • 6,6′-dibromoindigo (Tyrian purple)[3]
  • 6-acylindoles[4]
  • tert-butyl 6-bromoindole-1-carboxylate[5]
Essential starter in 6-substituted indole chemistry.[2][6][7]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL8035
BCCK5449
BCCB1533
BCBH3783V
BCBF1245V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

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

Slide 1 of 2

1 of 2

7-Chloroindole 97%

Sigma-Aldrich

473731

7-Chloroindole

5-Iodoindole 97%

Sigma-Aldrich

563838

5-Iodoindole

Palladium-catalyzed carbonylation of haloindoles: No need for protecting groups.
Kumar K, et al.
Organic Letters, 6(1), 7-10 (2004)
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%
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
A facile synthesis of Tyrian purple based on a biosynthetic pathway.
Tanoue Y, et al.
Fisheries Science (Tokyo, Japan), 67(4), 726-729 (2001)
Synthesis of N-protected Nortopsentins B and D.
Moody CJ and Roffey JRA.
ARKIVOC (Gainesville, FL, United States), 1, 393-401 (2000)
View All Related Papers

Questions

Reviews

No rating value

Active Filters

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