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Organic Chemistry 2 Midterm - Part 4 of 4
SAMPLE

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22. Carboxylic Acid Derivatives: NAS / Lactones, Lactams and Cyclization Reactions / Problem 6

5-hydroxy-3-methylpentanoic acid forms a cyclic ester (lactone) when it is mixed with a trace amount of acid.


Structure of 5-hydroxy-3-methylpentanoic acid showing its cyclic ester form.


(i) Write the structure of the lactone. 
(ii) Suggest a plausible mechanism for its formation.

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