56454-26-3

Basic information

• Product Name: 1H-Pyrrole, 2-chloro-1-methyl-
• CAS NO: 56454-26-3
• Molecular Formula: C5H6ClN
• Molecular Weight: 115.562
• Mol File: 56454-26-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole, 2-chloro-1-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 2-chloro-1-methyl-(56454-26-3)
• EPA Substance Registry System: 1H-Pyrrole, 2-chloro-1-methyl-(56454-26-3)

Safety Data

• Hazardous Substances Data: 56454-26-3(Hazardous Substances Data)

Usage

General Description

1H-Pyrrole, 2-chloro-1-methyl- is a chemical compound with the molecular formula C5H6ClN. It is a derivative of pyrrole, which is a five-membered aromatic heterocycle with one nitrogen atom. The addition of a chlorine atom and a methyl group to the pyrrole ring gives 1H-Pyrrole, 2-chloro-1-methyl- its unique properties. 1H-Pyrrole, 2-chloro-1-methyl- is commonly used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also used as a building block in organic chemistry and can undergo various chemical reactions to produce a wide range of different molecules. Additionally, it has potential applications in the field of materials science and as a reagent in chemical research. Overall, 1H-Pyrrole, 2-chloro-1-methyl- is a versatile and important chemical compound with various industrial and research applications.

Upstream product

• 96-54-8 N-Methylpyrrole 
• 128-09-6 N-chloro-succinimide 
• 579-11-3 N-chloroacetanilide 
• 421-83-0 trifluoromethane sulfonyl chloride 

Downstream Products

• 467242-27-9 6,8-dichloro-7-methyl-7H-[1,2,3,4,5]pentathiepino[6,7-c]pyrrole 
• 2769-90-6 ethyl (2E)-3-(1-methyl-1H-pyrrol-2-yl)prop-2-enoate 
• 1338046-11-9 C₁₁H₁₅NO₂ 

Relevant articles and documents

Observation of an Amplified Isotope Effect during Chlorination of 1-Methylpyrrole. Evidence for Rate Determing Deprotonation of the ?-Complex

Observation of an amplified isotope effect to the value of 19.10 indicated that there were two kinetically significant proton transfers and deprotonation of the ?-complex was the rate determining step.

The use of an electrophile carrier to determine the number of intermediates in the chlorination of 1-methylpyrrole

A kinetic and product study of the dichloroacetic acid catalyzed chlorination of 1-methylpyrrole with 3- and 4-substituted N-chlorobenzamides was carried out. Protonated N-chlorobenzamides served as carriers of CI+. A Hammett correlation was obtained with ρ=-0.68 (r=0.98, n=8). General acid catalysis was observed with α=0.48 (r=0.99 and n=7). The yields of 2-chlorination (84±0.7%) and 3-chlorination (2.6±0.4%) were essentially constant (constant intramolecular selectivity) as the substituent on the N-chlorobenzamide was varied. Observation of constant intramolecular selectivity indicated that two intermediates were formed during the acid catalyzed chlorination of 1-methylpyrrole with N-chlorobenzamides. The carrier method is applicable to all types of aromatic systems and limited only by the availability of suitable carrier molecules.

EFFECT OF HALOGEN ON THE REACTION OF 1-METHYLPYRROLE WITH N-HALOIMIDES.

In the reaction of N-haloimides with 1-methylpirrole, ?-substitution (addition-elimination) predominates over halogenation, when the halogen is chlorine.