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CH(3)-underset(CH(3))underset(|)overset(...

`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-underset(OH)underset(|)(CH)-CH_(3)overset(HBr)rarrA` (predominant) A is

A

`(CH_(3))_(3)C-overset(Br)overset(|)(CH)-CH_(3)`

B

`(CH_(3))_(2)overset(Br)overset(|)(C)-CH(CH_(3))_(2)`

C

Both

D

none of the above

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to determine the product (A) formed when the given compound reacts with HBr. The compound can be represented as follows: **Structure of the compound:** ``` CH3 | CH3 - C - OH | CH3 ``` ### Step-by-Step Solution: **Step 1: Protonation of the Alcohol** - The first step in the reaction with HBr involves the protonation of the hydroxyl group (-OH) in the alcohol. The lone pair of electrons on the oxygen atom will attack a proton (H+) from HBr, forming a better leaving group (water). **Reaction:** ``` CH3 - C(OH) - CH3 + HBr → CH3 - C(OH2+) - CH3 + Br- ``` **Step 2: Formation of Carbocation** - After protonation, water (H2O) will leave, leading to the formation of a carbocation. The carbocation formed here is a secondary carbocation. **Intermediate:** ``` CH3 - C+ - CH3 ``` **Step 3: Carbocation Rearrangement** - Secondary carbocations can rearrange to form more stable tertiary carbocations. In this case, a methyl group (CH3) can shift to the carbocation center, resulting in a more stable tertiary carbocation. **Rearrangement:** ``` CH3 - C+ - CH3 → CH3 - C(CH3) - CH3 ``` **Step 4: Nucleophilic Attack by Bromide Ion** - The bromide ion (Br-) will now attack the more stable tertiary carbocation to form the final product. **Final Product:** ``` CH3 - C(Br) - CH3 ``` ### Final Structure of Product A: The final product A can be represented as: ``` CH3 | CH3 - C - Br | CH3 ``` ### Conclusion: The predominant product A formed from the reaction of the given compound with HBr is 2-bromo-2-methylpropane. ---
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CH_(3)underset(CH_(3))underset(|)CHCH=CH_(2)overset(HBr)rarrA A (predominantly) is

CH_(3)-CH_(2)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-underset(OH)underset(|)(CH)-CD_(3)underset(Delta)overset(H_(3)PO_(4))rarr Total no. of alkenes (X) underset(distilation)overset(Fractional)rarr No. of fractions obtained (Y) . X and Y are:

H_(3)C-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-CH=CH_(2) to H_(3)C-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-underset(OH)underset(|)(CH)-CH_(3) . This change can be done by.

H_(3)C-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-CH=CH_(2) to H_(3)C-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-underset(OH)underset(|)(CH)-CH_(3) . This change can be done by.

CH_(3)-underset(CH_(3))underset(|)(C)=CH-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-CH_(3)

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