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Chapter 8: Q 66P (page 376)

Are the following pairs of structures resonance contributors or different compounds?

Short Answer

Expert verified

a) Different compounds

b) Different compounds

c) Resonance contributors

d) Resonance contributors

e) Different compounds

Step by step solution

01

What is resonance contributors

Resonance contributors involve the 'imaginary movement' of pi-bonded electrons or of lone-pair electrons that are adjacent to pi bonds. You can never shift the location of electrons in sigma bonds – if you show a sigma bond forming or breaking, you are showing a chemical reaction taking place.

02

Final answer

a) Both compounds cannot go in resonance.

b) Both compounds cannot go in resonance because positive charge and double bond are not conjugate.

c) Both compounds are resonance contributors.

d) Both compounds are resonance contributors.

e) Both compounds are different compounds.

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Most popular questions from this chapter

Refer to the electrostatic potential maps on p. 368 to answer the following questions:

a. Why is the bottom part of the electrostatic potential map of pyrrole blue?

b. Why is the bottom part of the electrostatic potential map of pyridine red?

c. Why is the center of the electrostatic potential map of benzene more red than the center of the electrostatic

potential map of pyridine?

Why is the delocalization energy of pyrrole (21 kcal/mol) greater than that of furan (16 kcal/mol)?

Which of the double bonds in zingiberene, the compound responsible for the aroma of ginger, is most reactive in an electrophilic addition reaction with HBr?

Which is more soluble in water, 3-bromocyclopropene or bromocyclopropane?

As many as 18 different Diels–Alder products can be obtained by heating a mixture of 1,3-butadiene and 2-methyl-1,3-butadiene. Identify the products.
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