Electrophilic aromatic substitution. Part 30. The kinetics and products of the solvolyses in aqueous sulphuric acids of 5-chloro-2-methyl-2-nitrocyclohexa-3,5-dienyl acetate: the occurrence of A AC2 and A AL 1 solvolyses, and of an acid-catalysed elimination of nitrous acid, and the relationship of the A AL 1 solvolysis to the nitration of 4-chlorotoluene
Abstract:Good first-order kinetics of solvolysis of the above-named diene in water and in 6.5-43.6% H2S04 at 25 "C, and in water and in 15.2-58.8% H,SO, at 5 "C have been observed. The yields of 4-chlorotoluene, 5-chloro-2-methylphenyl acetate, 5-chloro-2-methylphenol, 4-chloro-2-nitrotoluene, 4chloro-3-nitrotoluene, and 4-methyl-2-nitrophenol produced in water and in 21.5-92.4% H2S04 at 25 "C in the presence of sulphanilic acid or hydrazinium sulphate, and additionally of 2and 4-nitroanisole when anisole was also adde… Show more
Introduction
Formation of
ipso
‐Adducts
Further Reactions of
ipso
‐Intermediates and Adducts
Rearrangement of
ipso
‐Substituted Groups
Displacement of
ipso
‐Substituted Groups
Conclusion
Introduction
Formation of
ipso
‐Adducts
Further Reactions of
ipso
‐Intermediates and Adducts
Rearrangement of
ipso
‐Substituted Groups
Displacement of
ipso
‐Substituted Groups
Conclusion
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