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Chapter 26: Q 6. (page 1056)

Synthesize each compound from the given starting materials.

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

Suzuki reaction

The reaction involving the palladium-metal catalyzed coupling of an alkyl or vinyl halide with an organoborane in the presence of a base to form a product with a new C-C bond is known as the 鈥楽uzuki reaction.鈥� It is a highly stereospecific reaction.

The given compounds are synthesized by Suzuki reaction as follows:

02

Synthesising compounds

a. Butyne reacts with an organoborane, followed by vinyl iodide to form the given compound.

Formation of 4,6-decadiene

b. Iodobenzene reacts with an organoborane, followed by another molecule of iodobenzene in the presence of a palladium catalyst in a basic medium to form the required diphenyl.

Formation of diphenyl

c. Acetophenone would undergo bromination, followed by lithiation to react with an organoborane. The compound would further react with a vinyl halide in the presence of a palladium catalyst in a basic medium to form the required compound.


Formation of compound c.

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Most popular questions from this chapter

Draw a stepwise mechanism for the following reaction.

In addition to using CHX3and base to synthesize dihalocarbenes (Section 26.4), dichlorocarbene (CCL2)can be prepared by heating sodium trichloroacetate. Draw a stepwise mechanism for this reaction.

The following conversion, carried out in the presence of Grubbs catalyst and ethylene gas, involves a cascade of metathesis reactions. Draw a reaction sequence that illustrates how the reactant is converted to the product Z, and indicate where each labeled atom in the reactant ends up in Z.

Draw the product of each reaction.

What steps are needed to convert but-1-ene CH3CH2CH=CH2 to octane role="math" localid="1649049664153" [CH3CH26CH3]using a coupling reaction with an organocuprate reagent? All carbon atoms in octane must come from but-1-ene.
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