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On standing in dilute aqueous acid, compound A is smoothly converted to mevalonolactone

Chapter 18, Problem 18.28

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QUESTION:

On standing in dilute aqueous acid, compound A is smoothly converted to mevalonolactone.

Suggest a reasonable mechanism for this reaction. What other organic product is also formed?

Questions & Answers

QUESTION:

On standing in dilute aqueous acid, compound A is smoothly converted to mevalonolactone.

Suggest a reasonable mechanism for this reaction. What other organic product is also formed?

ANSWER:

Step 1 of 3

The molecular formula of mevalonolactone is .

Mevalonic acid is a precursor in the biosynthetic process that makes terpenes and steroids, known as the mevalonate pathway.

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