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.H24.9 Grignard carboxylation method and nitrile hydrolysis approach can both be

ID: 635634 • Letter: #

Question

.H24.9 Grignard carboxylation method and nitrile hydrolysis approach can both be used to prepare carboxylic acids from alkyl halides. Which of the two methods are best suited for the following transformations and explain why? ?? ?? ??? Substrate Product ?? ?? 1) Mg, ether Method 1 2) CO2 and then H3O Br Co2H ?? ?? 1) KCN Method 2 Br 2) H30 heat Co2H O AMethod 1 only, but not Method 2 since the substrate cannot undergo SN 2 reaction with KCN. O B Method 2 only, but not Method 1 since the OH on the substrate will destroy the Grignard reagent. O CBoth Method 1 and Method 2 can be used, since the substrate is suitable for both methods O D Neither Methods can be used, since the substrate is not suitable for both methods.

Explanation / Answer

9. Option B since Grignard reagent is sensitive towards acidic hydrogens like (OH, NH, SH etc.)

10. Option C

17. Option C, an example for SN2 reaction

18. Option C, ketone is formed with one equivalent and tertiary alcohol with two equivalents.