Chapter 21: 34P (page 817)
Identify the acetal in oleandrin, and draw the products formed by acid-catalysed hydrolysis of the acetal.

Short Answer
Acetal group is at C-3 carbon atom of the oleandrin.


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Chapter 21: 34P (page 817)
Identify the acetal in oleandrin, and draw the products formed by acid-catalysed hydrolysis of the acetal.

Acetal group is at C-3 carbon atom of the oleandrin.


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Outline a synthesis of each Wittig reagent from Ph3P and an alkyl halide.
a.

b.

c.

What products are formed when each acetal is hydrolyzed with aqueous acid?
a.

b.

An unknown compound C of molecular formula C6H12O3 exhibits a strong absorption in its IR spectrum at 1718 cm-1 and the given 1H NMR spectrum. What is the structure of C?

Draw the products of each reaction.
a.

b.

Use the 1 H NMR and IR data to determine the structure of each compound.

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