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(Solved): The epoxide shown gives a mixture of two azido alcohols on reaction with sodium azide in aqueous ac ...
The epoxide shown gives a mixture of two azido alcohols on reaction with sodium azide in aqueous acid and in base. Write a structural formula including stereochemistry for the major product formed at \( \mathrm{pH} \) 9.5. \( \mathrm{A} \) different isomer predominates at \( \mathrm{pH} 4.2 \). What is the structure of this isomer? (Note: The \( \mathrm{pK}_{\mathrm{a}} \) of \( \mathrm{HN}_{3}=4.2 \).)
Expert Answer
The epoxide shown in your question is typically called an oxirane or a cyclic ether. When this compound reacts with sodium azide in aqueous acid, the