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Chapter 11: Q37. (page 450)

Question: alkyne gives each compound as the only product after hydroboration鈥搊xidation?

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:

(a) Draw two different enol tautomers of 2-methylcyclohexanone.

(b) Draw two constitutional isomers that are not tautomers, but contain a C=C and an O-H group.

2-methylcyclohexanone

Question: Explain why the C=C of an enol is more nucleophilic than the C=C of an alkene, despite the fact that the electronegative oxygen atom of the enol inductively withdraws electron density from the carbon-carbon double bond.

Question: What acetylide anion and alkyl halide can be used to prepare each alkyne? Indicate all possibilities when more than one route will work.

a.

b.

c.

Question: Draw the enol form of each keto tautomer in parts (a) and (b), and the keto form of each enol tautomer in parts (c) and (d).

a.

b.

c.

d.

Question: Devise a synthesis of each compound. You may use HC鈮H , ethylene oxide, and alkyl halides as organic starting materials and any inorganic reagents.


a.

b.
See all solutions

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