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(A) overset(HCI+ZnCI(2))larr Me(3)C-CH(2...

(A) `overset(HCI+ZnCI_(2))larr` `Me_(3)C-CH_(2)OH overset(SOCI_(2))underset(PCI_(5))underset((or))rarr` (B)
(A) and (B) are:

A

A. `Me_(3)C-CH_(2)CI` B. `Me_(3)C-CH_(2)CI`

B

B. `Me-overset(Me)overset(|)underset(CI)underset(|)C-CH_(2)Me` B. `Me_(3)C-CH_(2)CI`

C

C. `Me_(3)C-CH_(2)CI` B. `Me-overset(Me)overset(|)underset(CI)underset(|)C-CH_(2)-Me`

D

D. `Me-overset(Me)overset(|)underset(CI)underset(|)C-CH_(2)Me` B. `Me-overset(Me)overset(|)underset(CI)underset(|)C-CH_(2)-Me`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given question, we need to identify the compounds A and B based on the reactions provided. Let's break down the steps involved in the reactions. ### Step-by-Step Solution: 1. **Identify Compound A:** - The starting compound is 3-methyl-2-butanol, which can be represented as Me₃C-CH₂OH (tert-butyl alcohol). - When this compound reacts with HCl and ZnCl₂, the H⁺ from HCl will protonate the hydroxyl (-OH) group, leading to the formation of a positively charged oxygen (oxonium ion). - The structure at this point is: \[ \text{Me}_3C-CH_2OH \xrightarrow{HCl, ZnCl_2} \text{Me}_3C-CH_2^+O^H \] 2. **Formation of Carbocation:** - The positively charged oxygen is unstable, so it will lose a water molecule (H₂O) to form a carbocation. - The resulting structure will be a secondary carbocation: \[ \text{Me}_3C-CH_2^+ \] 3. **Methyl Shift:** - To stabilize the carbocation, a methyl shift occurs. One of the methyl groups from the tert-butyl group shifts to the carbocation center. - This results in a more stable tertiary carbocation: \[ \text{Me}_3C^+-CH_2 \quad \text{(after methyl shift)} \] 4. **Formation of Compound A:** - The carbocation is then attacked by a chloride ion (Cl⁻) from the HCl, leading to the formation of compound A, which is 2-chloro-3-methylbutane: \[ \text{Me}_3C-CH_2^+ \xrightarrow{Cl^-} \text{Me}_3C-CH_2Cl \] 5. **Identify Compound B:** - Now, for compound B, we start again with 3-methyl-2-butanol (Me₃C-CH₂OH). - When this compound reacts with SO₂Cl₂ or PCl₅, the lone pair of electrons from the oxygen atom attacks the sulfur atom, forming a sulfonium ion. - The structure at this point becomes: \[ \text{Me}_3C-CH_2OH \xrightarrow{SOCl_2} \text{Me}_3C-CH_2^+O-SO_2Cl \] 6. **Formation of Compound B:** - In this reaction, the chloride ion (Cl⁻) attacks the carbon atom in a single step (SN2 mechanism), leading to the formation of compound B, which is 2-chloro-3-methylbutane: \[ \text{Me}_3C-CH_2^+O-SO_2Cl \xrightarrow{Cl^-} \text{Me}_3C-CH_2Cl \] ### Final Compounds: - **Compound A:** 2-chloro-3-methylbutane (Me₃C-CH₂Cl) - **Compound B:** 2-chloro-3-methylbutane (Me₃C-CH₂Cl) ### Conclusion: Both compounds A and B are the same, which is 2-chloro-3-methylbutane.

To solve the given question, we need to identify the compounds A and B based on the reactions provided. Let's break down the steps involved in the reactions. ### Step-by-Step Solution: 1. **Identify Compound A:** - The starting compound is 3-methyl-2-butanol, which can be represented as Me₃C-CH₂OH (tert-butyl alcohol). - When this compound reacts with HCl and ZnCl₂, the H⁺ from HCl will protonate the hydroxyl (-OH) group, leading to the formation of a positively charged oxygen (oxonium ion). - The structure at this point is: ...
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