The solvolysis of $(C X_{6} H X_{5}) X_{2} CH - Cl$ in 85% aqueous acetone is carried out (i) with added $LiCl$ and (ii) with added $NaN X_{3}$ . Choose the correct statement(s).

AAdded $LiCl$ lowers the observed first-order rate constant slightly (common-ion effect).
BWith added $NaN X_{3}$ , $(C X_{6} H X_{5}) X_{2} CH - N X_{3}$ is formed in addition to the alcohol.
CWith added $NaN X_{3}$ the rate law becomes first order in azide.
DThe ratio of azide product to alcohol product increases with the azide concentration.

Answer: A, B, D

Chloride returns to the cation, so the net rate drops slightly (1 true). The slow ionisation step is unaffected by azide, so the rate law stays first order in substrate (3 false). The cation is intercepted competitively by azide and solvent, so azide product forms (2 true) and its share rises as

[N X_{3} X^{-}]

rises (4 true).

Practice Organic Reaction Mechanisms III: Nucleophilic Substitution More on SN1 mechanism, rate, stereochemistry, rearrangement

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The solvolysis of (CX6​HX5​)X2​CH−Cl in 85% aqueous acetone is carried out (i) with added LiCl and (ii) with added NaNX3​. Choose the correct statement(s).

Answer: A, B, D

More questions on SN1 mechanism, rate, stereochemistry, rearrangement

The solvolysis of $(C X_{6} H X_{5}) X_{2} CH - Cl$ in 85% aqueous acetone is carried out (i) with added $LiCl$ and (ii) with added $NaN X_{3}$ . Choose the correct statement(s).