5-Chloro-2-methylindole

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5-Chloro-2-methylindole Basic information
Product Name:5-Chloro-2-methylindole
Synonyms:2-METHYL-5-CHLOROINDOLE;TIMTEC-BB SBB003903;RARECHEM AH BS 0087;5-CHLORO-2-METHYLINDOLE 97%;2-Methyl-5-chloro-1H-indole;5-Chloro-2-methylindole,95%;1H-Indole, 5-chloro-2-methyl-;5-Chloro-2-Methylindole, 98.0%(GC&T
CAS:1075-35-0
MF:C9H8ClN
MW:165.62
EINECS:214-052-9
Product Categories:Indoles;Simple Indoles;C;Stains and Dyes;Stains&Dyes, A to
Mol File:1075-35-0.mol
5-Chloro-2-methylindole Structure
5-Chloro-2-methylindole Chemical Properties
Melting point 112-118 °C
Boiling point 140 °C / 0.1mmHg
density 1.1705 (rough estimate)
refractive index 1.5390 (estimate)
storage temp. Inert atmosphere,Room Temperature
pka16.66±0.30(Predicted)
form powder to crystal
color White to Gray to Brown
InChIKeyWUVWAXJXPRYUME-UHFFFAOYSA-N
CAS DataBase Reference1075-35-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-36-26
WGK Germany 3
HazardClass IRRITANT
HS Code 29339990
MSDS Information
ProviderLanguage
ACROS English
ALFA English
5-Chloro-2-methylindole Usage And Synthesis
Chemical Propertieslight pink to beige-pale brown crystalline powder
Uses2-Methyl-5-chloroindole has been shown to depress brainstem and telencephalon serotonin for 3 days after 24 hours of being administered intraventricularly.Dyes and metabolites.
Synthesis Reference(s)Journal of the American Chemical Society, 96, p. 5495, 1974 DOI: 10.1021/ja00824a028
Synthesis
2-Propanone, 1-(5-chloro-2-nitrophenyl)-

81327-26-6

5-CHLORO-2-METHYLINDOLE

1075-35-0

In a 100 mL stainless steel autoclave, 1.09 g (5.1 mmol) of 5-chloro-2-nitrophenylacetone and 72 mg (4 mol%) of cyclopentadienyl ferric dicarbonyl (dimer) were added as a catalyst and 40 g of toluene as a solvent, and the system was protected by nitrogen. After displacing the atmosphere in the reactor three times (10 kgf/cm2 nitrogen each time), carbon monoxide gas was injected to a pressure of 30 kgf/cm2. The reaction mixture was stirred at 120 °C for 5 h. The reaction was completed by cooling to room temperature. Upon completion of the reaction, it was cooled to room temperature and the complete conversion of 5-chloro-2-nitrophenylacetone was confirmed by liquid chromatography analysis. Subsequently, the reaction mixture was post-treated and purified by silica gel column chromatographic separation to afford 0.79 g (94.0% yield) of the target product 5-chloro-2-methylindole.

References[1] Patent: US2007/83053, 2007, A1. Location in patent: Page/Page column 7
Tag:5-Chloro-2-methylindole(1075-35-0) Related Product Information
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