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Chapter 8: Q49P (page 364)

a.What is the value of nin Hückel’s rule when a compound has nine pairs of π electrons?

b. Is such a compound aromatic?

Short Answer

Expert verified

(a)The value of n will be 4.

(b) The compound is aromatic.

Step by step solution

01

Measurement of aromaticity

Aromaticity of a compound can be measured through theHückel’s rule, which is stated thatfor a planar, cyclic compound to be aromatic, its uninterrupted π cloud must contain (4n+ 2) π electrons, where nis any whole number. According to Hückel’s rule, then, an aromatic compound must have 2 (n= 0), 6 (n= 1), 10 (n= 2), 14 (n= 3), 18 (n= 4), and so on, π electrons.

02

explanation

(a) If a compound has 9 pairs of π electrons, according to Hückel’s rule of (4n+2) π electrons, the value of n will be

(4n+ 2) π = 18π (9 pairs of electrons means 18 electrons).

n= 4

(b) Putting the value of n=4, it satisfies the Hückel’s rule of aromaticity. So, the compound is aromatic.

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Most popular questions from this chapter

Write a general rule that can be used to predict the major product of a Diels–Alder reaction between an alkene with an electron-withdrawing substituent and a diene with a substituent that can donate electrons by resonance depending on the location of the substituent on the diene.

Following the instructions for drawing the energy levels of the molecular orbitals for the compounds shown in Figure 8.17, draw the energy levels of the molecular orbitals for the cycloheptatrienyl cation, thecycloheptatrienyl anion, and the cyclopropenyl cation. For each compound, show the distribution of the π electrons. Which of the compounds are aromatic?

How would the following substituents affect the rate of a Diels–Alder reaction?

a. an electron-donating substituent in the diene

b. an electron-donating substituent in the dienophile

c. an electron-withdrawing substituent in the diene

What is the major product of each of the following reactions? Assume that there is an equivalent amount of each reagent.

What is the major product of each of the following reactions, assuming that one equivalent of each reagent is used in each reaction?
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