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Chapter 8: Q49P (page 364)

a.What is the value of nin H眉ckel鈥檚 rule when a compound has nine pairs of 蟺 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 theH眉ckel鈥檚 rule, which is stated thatfor a planar, cyclic compound to be aromatic, its uninterrupted 蟺 cloud must contain (4n+ 2) 蟺 electrons, where nis any whole number. According to H眉ckel鈥檚 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, 蟺 electrons.

02

explanation

(a) If a compound has 9 pairs of 蟺 electrons, according to H眉ckel鈥檚 rule of (4n+2) 蟺 electrons, the value of n will be

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

n= 4

(b) Putting the value of n=4, it satisfies the H眉ckel鈥檚 rule of aromaticity. So, the compound is aromatic.

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Most popular questions from this chapter

Which has the greater delocalization energy?

a. The following compounds have the same molecular formula as benzene. How many monosubstituted products would each have?

1.贬颁鈮颁鈮颁贬2CH3 2. CH2鈮贬颁鈮颁贬鈮贬2

b. How many disubstituted products would each of the preceding compounds have? (Do not include stereoisomers.)

c. How many disubstituted products would each of the compounds have if stereoisomers are included?

Which of the following compounds could be protonated without destroying its aromaticity?

Which of the following is the strongest acid?

a. How could each of the following compounds be prepared from a hydrocarbon in a single step?

b. What other organic compound would be obtained from each synthesis?
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