For the following bond cleavages,use curved-arrows to show the electron flow and classify each as homolysis or heterolysis. Identify the reactive intermediate produced as free radical,carbocation,or carbanion.

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(N/A) The bond cleavage using curved-arrows to show the electron flow of the given reaction is:
$CH_3O-OCH_3 \rightarrow CH_3O^{\bullet} + ^{\bullet}OCH_3$
It is an example of homolytic cleavage as each atom takes one electron from the shared pair. The reaction intermediate formed is a free radical.
$(b)$ The bond cleavage using curved-arrows to show the electron flow of the given reaction is:
$CH_3-CO-CH_3 + OH^- \rightarrow CH_3-CO-CH_2^- + H_2O$
It is an example of heterolytic cleavage as the shared pair of electrons remains with the carbon atom. The reaction intermediate formed is a carbanion.
$(c)$ The bond cleavage using curved-arrows to show the electron flow of the given reaction is:
$(CH_3)_3C-Br \rightarrow (CH_3)_3C^+ + Br^-$
It is an example of heterolytic cleavage as the shared pair of electrons remains with the bromine atom. The reaction intermediate formed is a carbocation.
$(d)$ The bond cleavage using curved-arrows to show the electron flow of the given reaction is:
$C_6H_6 + E^+ \rightarrow [C_6H_6E]^+$
It is a heterolytic cleavage as the shared pair of electrons from the benzene ring is used to form a bond with the electrophile $E^+$. The intermediate formed is a carbocation (arenium ion).

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Similar Questions

Arrange the following carbocations in the correct order of stability:

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Which of the following carbocations is the most stable?

Which of the following intermediates is not expected to be formed in the following reaction?

Rank the transition states that occur during the following reaction steps in order of increasing stability (least $\to$ most stable):
$1. CH_3-OH_2^+ \to CH_3^+ + H_2O$
$2. (CH_3)_3C-OH_2^+ \to (CH_3)_3C^+ + H_2O$
$3. (CH_3)_2CH-OH_2^+ \to (CH_3)_2CH^+ + H_2O$

The correct order of stability for the following carbanions is:
$CH_2=CH^{-}, CH_3-CH_2^{-}, CH\equiv C^{-}$

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