Chemistry - Halogen Derivative Question with Solution | TestHub
How many of the following are more reactive than
towards SN1 reaction :
Answer:
Solution:
The reactivity of a substrate towards an Sɴ1 reaction is primarily determined by the stability of the carbocation intermediate formed in the rate-determining step. The reference compound, isopropyl bromide, forms a secondary carbocation.
Compounds (iii) and (iv) form tertiary carbocations, which are more stable than secondary carbocations. Compounds (v), (vi), and (viii) form resonance-stabilized carbocations (vinylic ether-like, allylic, and benzylic, respectively), which are also more stable than secondary carbocations. The other compounds ((i), (ii), (vii), (ix), (x)) form less stable or similarly stable carbocations, or have poorer leaving groups (Cl vs Br).
Therefore, 5 compounds ((iii), (iv), (v), (vi), (viii)) are more reactive than the reference compound.
