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Chapter 11: Q37. (page 450)

Question: alkyne gives each compound as the only product after hydroboration–oxidation?

a.

b.

Short Answer

Expert verified

Answer

a.

b.

Step by step solution

01

Step-by-Step Solution Step 1: Hydroboration-oxidation reaction

Hydroboration-oxidation is a reaction which involves the conversion of alkyne to aldehyde or ketone. The reagent used for this reaction isR2BH,H2O2,OH-.

The general scheme of the reaction is:

Hydroboration-oxidation Reaction

02

Determination of starting material

Using retrosynthesis, the starting material is obtained as shown below:

a.

Retrosynthetic breakdown of compound a

b.

Retrosynthetic breakdown of compound b

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Most popular questions from this chapter

Question: Answer the following questions about erlotinib and phomallenic acid C. Erlotinib, sold under the trade name Tarceva, was introduced in 2004 for the treatment of lung cancer. Phomallenic acid C is an inhibitor of bacterial fatty acid synthesis.

a. Which C-H bond in erlotinib is most acidic?

b.What orbitals are used to form the shortest C-C single bond in erlotinib?

c. Which H atom in phomallenic acid C is most acidic?

d. How many sp hybridized carbons are contained in phomallenic acid C?

e. Rank the labelled bonds in phomallenic acid C in order of increasing bonds strength.

Question: Draw the enol tautomer of (a) and the keto tautomer of (b).

a.

b.

Question: Draw the products formed when CH3CH2≡C-Na+ reacts with each compound.

a.CH3CH2CH2Brb.(CH3)2CHCH2CH2Clc.(CH3CH2)3CCl

d.

e.

Question: What reactions are needed to convert alcohol A into either alkyne B or alkyne C?

Draw the products formed when is treated with each reagent: (a) (2 equiv); (b) (1 equiv)
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