(f) Methyl benzene (toluene) reacts with NO₂+ ions in strongly acidic solution, formed by a nitrating mixture of nitric acid and sulfuric acid. NO₂ 0 °C H+ + NO₂* CH3 CH3 Name the aromatic product of this reaction (g) Draw the mechanism for this reaction using curly arrows (h) Sketch the ¹H NMR spectrum of phenol. Your answer should indicate the number of distinct ¹H environments (the multiplicity of each resonance peak is not required) +

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Chapter1: Chemical Foundations
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(f) Methyl benzene (toluene) reacts with NO₂+ ions in strongly acidic solution,
formed by a nitrating mixture of nitric acid and sulfuric acid.
NO₂
0 °C
+
NO₂*
H*
CH3
CH3
Name the aromatic product of this reaction
(g)
Draw the mechanism for this reaction using curly arrows
(h)
Sketch the ¹H NMR spectrum of phenol. Your answer should indicate the
number of distinct ¹H environments (the multiplicity of each resonance peak is not
required)
(i) Predict, with reasoning, whether you expect the reactivity of phenol towards
NO₂+ ions to be greater than the reaction involving methylbenzene. [word limit=50]
Transcribed Image Text:(f) Methyl benzene (toluene) reacts with NO₂+ ions in strongly acidic solution, formed by a nitrating mixture of nitric acid and sulfuric acid. NO₂ 0 °C + NO₂* H* CH3 CH3 Name the aromatic product of this reaction (g) Draw the mechanism for this reaction using curly arrows (h) Sketch the ¹H NMR spectrum of phenol. Your answer should indicate the number of distinct ¹H environments (the multiplicity of each resonance peak is not required) (i) Predict, with reasoning, whether you expect the reactivity of phenol towards NO₂+ ions to be greater than the reaction involving methylbenzene. [word limit=50]
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