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17422-32-1

  • Product Name5-Chloroindole
  • Molecular FormulaC8H6ClN
  • Molecular Weight151.595
  • Purity99%
  • AppearanceWhite to slightly greyish-green crystalline powder
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Product Details

Quick Details

  • CasNo: 17422-32-1
  • Molecular Formula: C8H6ClN
  • Appearance: White to slightly greyish-green crystalline powder
  • Purity: 99%

Chinese Factory Supply Buy High Quality 5-Chloroindole 17422-32-1 In Stock

  • Molecular Formula:C8H6ClN
  • Molecular Weight:151.595
  • Appearance/Colour:White to slightly greyish-green crystalline powder 
  • Vapor Pressure:0.00309mmHg at 25°C 
  • Melting Point:69-71 °C(lit.) 
  • Refractive Index:1.688 
  • Boiling Point:293 °C at 760 mmHg 
  • PKA:16.09±0.30(Predicted) 
  • Flash Point:158.9 °C 
  • PSA:15.79000 
  • Density:1.331 g/cm3 
  • LogP:2.82130 

5-Chloroindole(Cas 17422-32-1) Usage

Chemical Properties

White to slightly greyish-green crystalline powder

Uses

5-Chloroindole is a halo-substituted indole used in the preparation of neurologically active compounds such as atypical antipsychotic agents. 5-Chloroindole has been shown to depress serotonin levels in the brainstem and telencephalon.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 29, p. 1625, 1992 DOI: 10.1002/jhet.5570290644The Journal of Organic Chemistry, 44, p. 578, 1979 DOI: 10.1021/jo01318a021

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.

Purification Methods

It is distilled at high vacuum and recrystallises from pet ether (b 40-60o) or (b 80-100o) as glistening plates. The picrate has m 147o (146.5-147.5o)(from *C6H6). [Rydon & Tweddle J Chem Soc 3499 1955, Sugasawa J Org Chem 44 578 1979, Beilstein 20/4 V 34.]

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

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17422-32-1 Process route

5-chloro-1-p-toluenesulfonylindole
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5-chloro-1-p-toluenesulfonylindole

5-chloro-1H-indole
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5-chloro-1H-indole

Conditions
Conditions Yield
With sodium hydride; In N,N-dimethyl acetamide; at 60 ℃; for 3h; Inert atmosphere;
92%
With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;
89%
With sodium hydroxide; In methanol; for 12h; Heating;
75%
4-chloro-2-ethynylaniline
412947-46-7

4-chloro-2-ethynylaniline

5-chloro-1H-indole
17422-32-1

5-chloro-1H-indole

Conditions
Conditions Yield
With P(p-C6H4F)3; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In N,N-dimethyl-formamide; at 85 ℃; for 2h;
88%
With pyrrolidine; In water; at 200 ℃; for 0.25h; Microwave irradiation;
86%

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