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Chapter 16: PROBLEM 16.34 (page 635)

Question:Draw all reasonable resonance structures for acetic anhydride

Short Answer

Expert verified

The process of delocalization of pi-bond throughout the structure of a compound in presence of an adjacent sp2 hybridized carbon center or a carbanion center is known as resonance. The resonance structure of allyl carbanion is shown below:

Resonance in allyl carbanion

Step by step solution

01

Resonance

The process of delocalization of pi-bond throughout the structure of a compound in presence of an adjacent sp2 hybridized carbon center or a carbanion center is known as resonance. The resonance structure of allyl carbanion is shown below:

Resonance in allyl carbanion

02

Determination of resonance structure of acetic anhydride

The central oxygen atom participates in resonance with either of the two carbonyl group. The resonance structure of acetic anhydride is given below:

Resonance structure of acetic anhydride

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Most popular questions from this chapter

Question: Draw a second resonance structure for each carbocation. Then draw the hybrid.

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Question: Draw all reasonable resonance structures for each species.

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Question: Diels–Alder reaction of a monosubstituteddiene (such as CH2=CH-CH=CHOCH3) with a monosubstituteddienophile (such as CH2=CHCHO) gives a mixture of products, but the 1,2-disubstituted product often predominates. Draw the resonance hybrid for each reactant and use the charge distribution of the hybrids to explain why the 1,2-disubstituted product is the major product.

Question. Draw the structure consistent with each description.

a. (2E,4E)-octa-2,4-diene in the s-trans conformation

b. (3E,5Z)-nona-3,5-diene in the s-cis conformation

c. (3Z,5Z)-4,5-dimethyldeca-3,5-diene. Draw both the s-cis and s-trans conformations.

Question: Which compound in each pair absorbs UV light at a longer wavelength?

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