C47604
5-Chloroindole
98%
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About This Item
Formule empirique (notation de Hill):
C8H6ClN
Numéro CAS:
Poids moléculaire :
151.59
Numéro Beilstein :
2651
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22
Produits recommandés
Niveau de qualité
Pureté
98%
Forme
crystals
Pf
69-71 °C (lit.)
Chaîne SMILES
Clc1ccc2[nH]ccc2c1
InChI
1S/C8H6ClN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H
Clé InChI
MYTGFBZJLDLWQG-UHFFFAOYSA-N
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Description générale
5-Chloroindole can be synthesized by using 3-chlorobenzaldehyde as starting reagent.
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.
Application
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).
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).
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Équipement de protection individuelle
Eyeshields, Gloves, type N95 (US)
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Les clients ont également consulté
Fluorescence properties of electropolymerised 5-substituted indoles in solution.
Jennings P, et al.
J. Chem. Soc., Faraday Trans., 94(24), 3619-3624 (1998)
Xiaoxue Tong et al.
Microbial cell factories, 15(1), 180-180 (2016-10-23)
Engineering of single-species biofilms for enzymatic generation of fine chemicals is attractive. We have recently demonstrated the utility of an engineered Escherichia coli biofilm as a platform for synthesis of 5-halotryptophan. E. coli PHL644, expressing a recombinant tryptophan synthase, was
Fluorescence properties of electropolymerised 5-substituted indoles in solution.
Jennings P, et al.
J. Chem. Soc., Faraday, 94(24), 3619-3624 (1998)
Synthesis of Some 5-and 6-Chloro, 5-Methyl, and 5, 6, 7-Trimethyl Derivatives of Tryptamine.
Benington F, et al.
The Journal of Organic Chemistry, 25(9), 1542-1547 (1960)
5-Amino-and 5-chloro-indole as mild steel corrosion inhibitors in 1 N sulphuric acid.
Moretti G, et al.
Electrochimica Acta, 41(13), 1971-1980 (1996)
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