Give an explanation for each of the following facts. (a) The barrier to internal rotation about the
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Give an explanation for each of the following facts.
(a) The barrier to internal rotation about the N-phenyl bond in N-methyl-p-nitroaniline is considerably higher (42–46 kJ mol–1, or 10–11 kcal mol–1) than that in N-methylaniline itself (about 25 kJ mol–1, or 6 kcal mol–1).
(b) Cis- and trans-1,3-dimethylpyrrolidine rapidly interconvert.
(c) CH3NH—CH2—NHCH3 is unstable in aqueous solution.
(d) The following compound exists as the enamine isomer shown rather than as an imine:
(e) Diazotization of 2,4-cyclopentadien-1-amine gives a diazonium salt, which, unlike most aliphatic diazonium ions, is relatively stable and does not decompose to a carbocation.
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a The barrier to internal rotation about the Nphenyl bond in Nmethylpnitroaniline is greater because ...View the full answer
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