Subjective Type

$$7-$$Bromo$$-1,3,5-$$cyclopheptatriene exists as ionic species in aqueous solution, while $$5-$$bromo $$-1,3-$$cyclopentadiene does not ionise even in the presence of $$Ag^+(aq)$$. Explain.

Solution

The $$(C-Br)$$ bond in the case of $$7-$$ bromo $$1,3,5-$$cycloheptatriene is broken easily because the intermediate carbocation formed is very stable (aromatic as it contains $$(4n+2)\pi e^-$$, i.e., follows Huckel's rule), while it does not break easily in the case of $$5-$$bromo $$1,3-$$cyclopentadiene because carbocation formed here is highly unstable as it is anti aromatic i.e., does not follows. Huckel's rule.


SIMILAR QUESTIONS

Haloalkanes and Haloarenes

A solution of $$(-) -2$$-chloro-$$2$$-phenylethane in toluene racemises slowly in the presence of a small amount of $$SbCl_{5}$$, due to the formation of:

Haloalkanes and Haloarenes

Why are alkyl halides insoluble in water?

Haloalkanes and Haloarenes

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Haloalkanes and Haloarenes

The amount paid to the petty cashier at the beginning of a period is known as __________ amount.

Haloalkanes and Haloarenes

Which of the following are resolvable?

Haloalkanes and Haloarenes

Pick up the correct statement about alkyl halides.

Haloalkanes and Haloarenes

Which of the following statements is/are correct?

Haloalkanes and Haloarenes

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Haloalkanes and Haloarenes

Explain why Alkyl halides, though polar, are immiscible with water?

Haloalkanes and Haloarenes

p-Dichlorobenzene has higher melting point and lower solubility than those of o- and m- isomers.

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