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Chapter 21: 19P (page 817)

Draw the products (including stereoisomers) formed when benzaldehyde (C6H5CHO) is treated with each Wittig reagent

a.

b.

Short Answer

Expert verified

a.

b.

c.

Step by step solution

01

Wittig reaction 

The reaction of the carbonyl compound with the Wittig reagent leads to the formation of substituted alkene.

02

Product formation 

a.

The reaction of benzaldehyde with the given reagent results in the formation of (Z)-but-1-enylbenzene and (E)-but-1-enylbenzene.

The reaction is shown below:

Product formation in a

b.

The reaction of benzaldehyde with the given reagent results in the formation of (E)-1,2-diphenylethene and (Z)-1,2-diphenylethene.

The reaction is shown below:

Product formation in b

c.

The reaction of benzaldehyde with the given reagent results in the formation of (Z)-methyl 3-phenylacrylate and methyl cinnamate.

The reaction is shown below:

Product formation in c

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Most popular questions from this chapter

Draw a stepwise mechanism for the following imine hydrolysis

What carbonyl compound and alcohol are formed by hydrolysis of each acetal?

a.

b.

c.

Devise a synthesis of each compound from the given starting materials. You may also use organic alcohols having four or fewer carbons, and any organic or inorganic reagents

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b)

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

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What lactol (cyclic hemiacetal) is formed from intramolecular cyclization of each hydroxy aldehyde?

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b.
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