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# Compound A racemizes readily on heating to $100^{circ}$ but the rate is not affected by chloride ion and is the same in chloroform and acetic acid. Racemization in ...

## Question

###### Compound A racemizes readily on heating to $100^{circ}$ but the rate is not affected by chloride ion and is the same in chloroform and acetic acid. Racemization in deuteroacetic acid $left(mathrm{CH}_{3} mathrm{CO}_{2} mathrm{D}ight)$ gives only undeuterated racemic $mathrm{A}$. Devise a mechanism for the reaction in accord with all the experimental facts.

Compound A racemizes readily on heating to $100^{circ}$ but the rate is not affected by chloride ion and is the same in chloroform and acetic acid. Racemization in deuteroacetic acid $left(mathrm{CH}_{3} mathrm{CO}_{2} mathrm{D} ight)$ gives only undeuterated racemic $mathrm{A}$. Devise a mechanism for the reaction in accord with all the experimental facts.

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