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C47604

5-Chloroindole

98%

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Size/SKUAvailabilityPrice
1 g

Available to ship TODAY

$86.20
5 g

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$93.30

About This Item

Empirical Formula (Hill Notation):
C8H6ClN
CAS Number:
Molecular Weight:
151.59
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
241-448-9
Beilstein/REAXYS Number:
2651
MDL number:
Assay:
98%
Form:
crystals

$86.20


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Quality Segment

assay

98%

form

crystals

mp

69-71 °C (lit.)

SMILES string

Clc1ccc2[nH]ccc2c1

InChI

1S/C8H6ClN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H

InChI key

MYTGFBZJLDLWQG-UHFFFAOYSA-N

General description

5-Chloroindole is a 5-substituted indole. It undergoes electropolymerization to form a redox-active film consisting of a cyclic trimer and chains of linked cyclic trimer (polymer). It is a potential positive allosteric modulator (PAM) of the 5-HT3 receptor. It has been reported as strong inhibitor of the copper dissolution in acidic sodium chloride solution. It has been tested as corrosion inhibitor of mild steel in 1N deaerated sulphuric acid. Synthesis of 5-chloroindole, via nitration of indoline has been described.
5-Chloroindole can be synthesized by using 3-chlorobenzaldehyde as starting reagent.

Application

5-Chloroindole has been used to study the biotransformation of substituted indoles to indican derivatives in the tissue cultures of Polygonum tinctorium. It may be employed as a monomer in the preparation of redox-active film made up of a cyclic trimer and chains of linked cyclic trimer (polymer).
5-Chloroindole has been used in the synthesis of 5-chloro-3-indole-N,N- dimethylglyoxalamide and 5-chloro-N,N-dimethyltryptamine. It may be used in the synthesis of dyestuffs in the presence of biocatalysts (Escherichia coli expressing multicomponent phenol hydroxylase (mPH) isolated from Pseudomonas sp. strains KL33 and KL28).


Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)



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