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Magazine Chapter 16: 16-7P (page 812)
Classify the following compounds as aromatic, antiaromatic, or nonaromatic
(a)
(b)
(c)
(d)
Short Answer
(a)
(b)
(c)
(d)
Step by step solution
Aromaticity
The aromaticity of any planar and nonplanar molecule can be identified by Huckel鈥檚 rule, i.e., (4n+2)where n represents the number of pi electrons.
Classification of the aromatic and nonaromatic molecule
(a)
The total number of pi electrons in conjugation is 14 which shows that the compound obeys the Huckel rule, i.e., (4n+2)pi electrons. In this case, the value of n is 3. Thus, the given structure is non-aromatic.
(b)
As one of the carbons in the given ring is sp3hybridized, therefore, p orbital is not available for the delocalization of the pi electrons. Hence, the given structure is non-aromatic.
(c)
The total number of pi electrons in conjugation is 14 which shows that the compound obeys the Huckel rule, that is (4n+2)electrons. In this case, the value of n is 3.
The structure is cyclic and planar in nature as all the carbons are sp3hybridized. Thus, the given structure is aromatic.
(d)
The total number of pi electrons in conjugation is 14 which shows that the compound obeys the Huckel rule, that is(4n+2)electrons. In this case, the value of n is 3.
The structure is cyclic and planar in nature as all the carbons are sp2hybridized. Thus, the given structure is aromatic.
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,is an unusually stable cyclic compound. Propose a structure for borazole, and explain why it is aromatic.
