5-Chloroindole

Base Information

• Chemical Name: 5-Chloroindole
• CAS No.: 17422-32-1
• Molecular Formula: C8H6ClN
• Molecular Weight: 151.595
• Hs Code.: 29339990
• European Community (EC) Number: 241-448-9
• NSC Number: 89562
• UNII: FMJ30GB9J6
• DSSTox Substance ID: DTXSID10169793
• Nikkaji Number: J283F
• Wikidata: Q27451623
• ChEMBL ID: CHEMBL555013
• Mol file: 17422-32-1.mol

Synonyms:5-chloroindole

Chemical Property of 5-Chloroindole

Chemical Property:

• 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
• Storage Temp.: 2-8°C
• Solubility.: Soluble in alcohol.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 151.0188769
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

5-Chloroindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-24/25-36-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN2)C=C1Cl
• 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. 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. 5-Chloroindole can be synthesized by using 3-chlorobenzaldehyde as starting reagent

Technology Process of 5-Chloroindole

There total 48 articles about 5-Chloroindole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

5-chloro-2,3-dihydroindole (25658-80-4) → 5-chloro-1H-indole (17422-32-1)

Guidance literature:

With H₈O₂₀P₈Pt₂^(4-)*4C₃₄H₇₂N⁽¹⁺⁾; In methanol; Inert atmosphere; Irradiation;

DOI:10.1039/c8sc05600e

Reference yield: 98.0%

5-bromo-1H-indole (10075-50-0) → 5-chloro-1H-indole (17422-32-1)

Guidance literature:

With copper(I) oxide; tetramethlyammonium chloride; L-proline; In ethanol; at 110 ℃; for 30h; Inert atmosphere;

DOI:10.1039/c2cc34944b

Reference yield: 98.0%

tert-butyl 5-chloro-1H-indole-1-carboxylate (129822-48-6) → 5-chloro-1H-indole (17422-32-1)

Guidance literature:

In 2,2,2-trifluoroethanol; at 150 ℃; for 1h; microwave irradiation;

DOI:10.1080/00397910802238718

upstream raw materials:

5-chloro-1H-Indole-2-carboxylic acid

5-chloro-1H-indole-3-carboxylic acid

1-ethenyl-2-pyrrolidinone

4-chloro-2-bromoaniline

Downstream raw materials:

5-chloro-1H-indole-3-carboxaldehyde

5-chloro-3-<2-(4-pyridyl)ethyl>indole

2-(5-chloro-1H-indol-3-yl)-2-oxoacetyl chloride

3-(5-Chloro-indol-1-yl)-benzonitrile

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