Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

533076

Sigma-Aldrich

5-Chloroindole-3-carboxaldehyde

98%

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C9H6ClNO
CAS Number:
Molecular Weight:
179.60
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

98%

mp

213-216 °C (lit.)

functional group

aldehyde
chloro

SMILES string

Clc1ccc2[nH]cc(C=O)c2c1

InChI

1S/C9H6ClNO/c10-7-1-2-9-8(3-7)6(5-12)4-11-9/h1-5,11H

InChI key

YXEXOIGXNYITQH-UHFFFAOYSA-N

General description

5-Chloroindole-3-carboxaldehyde, also known as 5-chloro-1H-indole-3-carboxaldehyde, is an indole derivative.

Application

5-Chloroindole-3-carboxaldehyde (5-Chloro-1H-indole-3-carboxaldehyde) may be used in the preparation of:
  • 5-chloroindole-3-carboxaldehyde isonicotinoyl hydrazine
  • 2′-[(5-chloro-1H-indol-3-yl)methyl­ene]-2-(1H-indol-3-yl)acetohydrazide
  • 5-chloro-3-(2,2-dibromovinyl)-1-(2-trimethylsilylethoxymethyl)indole

It may also be used in the preparation of the following hydrazone derivatives:
  • 5-chloroindole-3-carboxaldehyde 3-chlorobenzoylhydrazone
  • 5-chloroindole-3-carboxaldehyde 4-nitrobenzoylhydrazone
  • 5-chloroindole-3-carboxaldehyde 3-methylbenzoylhydrazone
  • 5-chloroindole-3-carboxaldehyde 4-methylbenzoylhydrazone

pictograms

Exclamation mark

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

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.

Already Own This Product?

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

Visit the Document Library

Electrochemical behavior of indole-3-carboxaldehyde izonicotinoyl hydrazones: discussion on possible biological behavior
Shirinzadeh H, et al.
Combinatorial Chemistry & High Throughput Screening, 13(7), 619-627 (2010)
Tandem Suzuki-Miyaura cross-coupling/dehydrobromination of 1, 1-dibromoalkenes to alkynes with a cyclobutene-1, 2-diylbis (imidazolium) salt as catalyst precursor.
Rahimi A and Schmidt A.
Synthesis, 2010(15), 2621-2625 (2010)
2?-[(5-Chloro-1H-indol-3-yl) methylene]-2-(1H-indol-3-yl) acetohydrazide.
Ali HM, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(4), o1807-o1808 (2007)
Kamaleddin Haj Mohammad Ebrahim Tehrani et al.
Iranian journal of pharmaceutical research : IJPR, 14(4), 1077-1086 (2015-12-15)
A series of indole-based aryl(aroyl)hydrazone analogs of antiplatelet indole-3-carboxaldehyde phenylhydrazone were synthesized by the Schiff base formation reaction and their antiplatelet activity was assessed using human platelet rich plasma. The platelet concentrate was obtained using a two-step centrifugation protocol and
Ming-Zhi Zhang et al.
European journal of medicinal chemistry, 92, 776-783 (2015-01-31)
Streptochlorin, first isolated as a new antibiotic in 1988 from the lipophilic extracts of the mycelium of a Streptomyces sp, is an indole natural products with a variety of biological activities. Based on the methods developed for the synthesis of

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