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Chapter 17: Q.43. (page 641)

Question: Draw additional resonance structures for each species.

Short Answer

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Answer

a.

b.

c.

Step by step solution

01

Resonance structures

Several structures can be employed to detail bonding in a particular molecule, and such structures are resonance structures. Another name that is employed to denote resonance structures is canonical structures.

02

Cyclic compounds

Cyclic compounds are compounds where one or several atoms are connected like a ring. There are several cyclic compounds, and some of them include cyclopropane and cyclohexane.

03

Additional resonance structures for each species

a. The additional resonance structures of cyclopropenyl radical can be given as:

Additional resonance structure of cyclopropenyl radical

b. The additional resonance structures of pyrrole can be given as:

Additional resonance structures of pyrrole

c. The additional resonance structures of phenanthrene can be given as:

Additional resonance structures of phenanthrene

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Most popular questions from this chapter

Question: Use the inscribed polygon method to show the pattern of molecular orbitals in cyclooctatetraene.

a. Label the MOs as bonding, antibonding, or nonbonding.

b. Indicate the arrangement of electrons in these orbitals for cyclooctatetraene, and explain why cyclooctatetraene is not aromatic.

c. Treatment of cyclooctatetraene with potassium forms a dianion. How many蟺electrons does this dianion contain?

d. How are the 蟺electrons in this dianion arranged in the molecular orbitals?

e. Classify the dianion of cyclooctatetraene as aromatic, antiaromatic, or not aromatic, and explain why this is so.

Question: Draw the conjugate bases of pyrrole and cyclopentadiene. Explain why thesp3 hybridized C-H bond of cyclopentadiene is more acidic than the N-H bond of pyrrole.

Question:

a. How many 蟺electrons does C contain?

b. How many 蟺electrons are delocalized in the ring?

c. Explain why C is aromatic.

Question: Draw all aromatic hydrocarbons that have molecular formula C8H10. For each compound, determine how many isomers of molecular formula C8H9Brwould be formed if one H atom on the benzene ring were replaced by a Br atom.

Question: (R)-Carvone, the major component of the oil of spearmint, undergoes acid-catalyzed isomerization to carvacrol, a major component of the oil of thyme. Draw a stepwise mechanism and explain why this isomerization occurs.
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