مع مسن NO₂ NaCN CN NO₂ Although aromatic substitution reactions usually occur by an electrophilic mechanism, aryl halides that have electron-withdrawing substituents can also undergo a nucleophilic substitution reaction, termed SAr. The electron-withdrawing substituent(s) must be oriented ortho and/or para to the halogen. The reaction proceeds by nucleophilic attack of the nucleophile on the ring carbon bound to the halogen leaving group, an intermediate carbanion is formed which is termed a Meisenheimer complex. The Meisenheimer complex is stabilized via resonance by the electron-withdrawing groups. Expulsion of the halogen restores aromaticity to the ring and completes the reaction. Draw curved arrows to show the movement of electrons this step of the mechanism. Arrow-pushing Instructions 20 →XT NC CI NC gr - gr
مع مسن NO₂ NaCN CN NO₂ Although aromatic substitution reactions usually occur by an electrophilic mechanism, aryl halides that have electron-withdrawing substituents can also undergo a nucleophilic substitution reaction, termed SAr. The electron-withdrawing substituent(s) must be oriented ortho and/or para to the halogen. The reaction proceeds by nucleophilic attack of the nucleophile on the ring carbon bound to the halogen leaving group, an intermediate carbanion is formed which is termed a Meisenheimer complex. The Meisenheimer complex is stabilized via resonance by the electron-withdrawing groups. Expulsion of the halogen restores aromaticity to the ring and completes the reaction. Draw curved arrows to show the movement of electrons this step of the mechanism. Arrow-pushing Instructions 20 →XT NC CI NC gr - gr
Physical Chemistry
2nd Edition
ISBN:9781133958437
Author:Ball, David W. (david Warren), BAER, Tomas
Publisher:Ball, David W. (david Warren), BAER, Tomas
Chapter14: Rotational And Vibrational Spectroscopy
Section: Chapter Questions
Problem 14.5E: What is the energy of light having each characteristic? a v=6.031014s1 b =9.27nm c v=4320cm1 d =5.69
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(Draw curved arrows to show the movement of electrons in this step of the mechanism.)
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