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- W2026577886 abstract "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." @default.
- W2026577886 created "2016-06-24" @default.
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- W2026577886 date "2003-03-01" @default.
- W2026577886 modified "2023-09-27" @default.
- W2026577886 title "The use of an electrophile carrier to determine the number of intermediates in the chlorination of 1-methylpyrrole" @default.
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- W2026577886 doi "https://doi.org/10.1016/s0040-4020(03)00187-x" @default.
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