65610-58-4

Basic information

• Product Name: 2-chloro-1-Methyl-1H-indole
• Synonyms: 2-chloro-1-Methyl-1H-indole
• CAS NO: 65610-58-4
• Molecular Formula: C9H8ClN
• Molecular Weight: 165.61952
• Mol File: 65610-58-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-chloro-1-Methyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-1-Methyl-1H-indole(65610-58-4)
• EPA Substance Registry System: 2-chloro-1-Methyl-1H-indole(65610-58-4)

Safety Data

• Hazardous Substances Data: 65610-58-4(Hazardous Substances Data)

Upstream product

• 53000-40-1 3-Indolylphenyliodonium betaine 
• 80786-82-9 (1-Methyl-3-indolyl)phenyliodonium Methosulfate 
• 61-70-1 N-methyl-2-indolinone 

Downstream Products

• 1207427-18-6 2-chloro-3-(p-tolyl)-1-methylindole 
• 1207426-81-0 2-chloro-3-(3-chlorophenyl)-1-methylindole 
• 19012-02-3 N-methyl-3-acetylindole 
• 65287-75-4 3-acetyl-2-chloro-1-methyl-1H-indole 
• 63955-66-8 1,1′-dimethyl-1H,1′H-2,3′-biindole 

Relevant articles and documents

Modulating reactivity and diverting selectivity in palladium-catalyzed heteroaromatic direct arylation through the use of a chloride activating/blocking group

(Chemical Equation Presented) Through the introduction of an aryl chloride substituent, the selectivity of palladium-catalyzed direct arylation may be diverted to provide alternative regioisomeric products in high yields. In cases where low reactivity is typically observed, the presence of the carbon-chlorine bond can serve to enhance reactivity and provide superior outcomes. From a strategic perspective, the C-Cl bond is easily introduced and can be employed in a variety of subsequent transformations to provide a wealth of highly functionalized heterocycles with minimal substrate preactivation. The impact of the C-Cl functional group on direct arylation reactivity has also been evaluated mechanistically, and the observed reactivity profiles correlate very well with that predicted by a concerted metalation-deprotonation pathway.