Given below are two statements: Statement (I): Et2N-CH2CH2-Cl will undergo alkaline hydrolysis at a faster rate than…
Amines · Class 12 · JEE Main Previous Year Question
Given below are two statements:
Statement (I): will undergo alkaline hydrolysis at a faster rate than .
Statement (II): intramolecular substitution takes place first by involving lone pair of electrons on nitrogen.
Choose the most appropriate answer:
- a
Both Statements are incorrect
- b
Statement I incorrect but Statement II correct
- c✓
Both Statements are correct
- d
Statement I correct but Statement II incorrect
Both Statements are correct
Statement II: The N lone pair attacks the adjacent C-Cl intramolecularly (neighboring group participation), forming an aziridinium ion intermediate. → TRUE ✓
Statement I: undergoes faster hydrolysis due to neighboring group participation (NGP) by N lone pair forming reactive aziridinium ion, which is rapidly attacked by . has no NGP. → TRUE ✓
Answer: Both correct → Option (c)
Key Points: NGP by N lone pair → aziridinium intermediate → faster hydrolysis; no NGP in simple alkyl chloride.
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