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Organic Chemistry Questions and Answers – Nucleophilic Substitution in Pyridine | Organic Chemistry Multiple Choice Questions and Answers

(1) At which position of pyridine nucleophilic substitution reaction is most preferred?
[A] First and third
[B] Second
[C] Third
[D] Second and Forth
Answer: Second and Forth
(2) Pyridine undergoes nucleophilic substitution with NaNH2 at 100℃ to give which of the following?
[A] 3-aminopyridine
[B] 2-aminopyridine
[C] 3,5-diaminopyridine
[D] 2,5-diaminopyridine
Answer: 2-aminopyridine

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(3) Pyridine undergoes nucleophilic substitution with excess of NaNH2 at 100℃ to give which of the following?
[A] 3-aminopyridine
[B] 2,6-diaminopyridine
[C] 3,5-diaminopyridine
[D] 2,5-diaminopyridine
Answer: 2,6-diaminopyridine
(4) What will be the product of the following reaction?

[A] 3-aminopyridine
[B] 2-aminopyridine
[C] 3,5-diaminopyridine
[D] 2,5-diaminopyridine
Answer: 2-aminopyridine
(5) What will be the product of the following reaction?

[A] 3-chloropyridine
[B] 2-dichloropyridine
[C] 3,5-dichloropyridine
[D] 2,5-dichloropyridine
Answer: 2-dichloropyridine
(6) Nucleophilic substitution reaction of pyridine is most effective in which of the conditions?
[A] In slightly acidic conditions
[B] In slightly basic conditions
[C] In neutral medium
[D] No specific condition requirements
Answer: No specific condition requirements
(7) What is the name of the following reaction?

[A] Chichibabin reaction
[B] Dealkylation of pyridine
[C] Hantzsch pyridine synthesis
[D] Bonnemann cyclisation
Answer: Chichibabin reaction
(8) Electron-withdrawing groups inhibit the Chichibabin reaction. Which of the following statement is not true about this fact?
[A] they increase the basicity of the ring nitrogen
[B] these electron-withdrawing groups can also form complexes with sodium amide
[C] for single electron transfer pathway, altering the distribution of spin density of the intermediate radical anion
[D] they slow down the sorption on sodium amide
Answer: they increase the basicity of the ring nitrogen

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