1) Naphthalene reacts about 20x faster in nitration than does benzene. Looking at the resonance forms of the intermediate, can you explain the reasoning. HNO, H.SO 60 °C HNO 25 °C NO₂

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1) Naphthalene reacts about 20x faster in nitration than does
benzene. Looking at the resonance forms of the intermediate,
can you explain the reasoning.
HNO,
H₂SO
60 °C
HNO,
25 °C
NO₂
2) We saw that sulfonation is reversible and the SO, can be
removed in sulfuric acid with heat. Alkylation can also be
reversible, but not for all alkyl benzenes. Which of the following
alkylbenzenes will most easily dealkylate - and why?
H₂C-
CH₂ H.C. CH₂
H₂C
8 6 6 6
3) What is the structure of benzyne and what are two reactions
that can be run with benzyne?
Transcribed Image Text:1) Naphthalene reacts about 20x faster in nitration than does benzene. Looking at the resonance forms of the intermediate, can you explain the reasoning. HNO, H₂SO 60 °C HNO, 25 °C NO₂ 2) We saw that sulfonation is reversible and the SO, can be removed in sulfuric acid with heat. Alkylation can also be reversible, but not for all alkyl benzenes. Which of the following alkylbenzenes will most easily dealkylate - and why? H₂C- CH₂ H.C. CH₂ H₂C 8 6 6 6 3) What is the structure of benzyne and what are two reactions that can be run with benzyne?
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