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CH(3)-C-=C-CH(3)underset((2)Br(2))overse...

`CH_(3)-C-=C-CH_(3)underset((2)Br_(2))overset((1)H_(2)//Pt)rarrX`

A

(d)-2, 3-Dibromobutane

B

(l)-2, 3-Dibromobutane

C

(dl)-2, 3-Dibromobutane

D

meso-2, 3-Dibromobutane

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given reaction step by step, let's break it down into two main parts: hydrogenation and bromination. ### Step 1: Identify the Starting Compound The starting compound is CH₃-C≡C-CH₃, which is 2-butyne. It has a triple bond between the second and third carbon atoms. ### Step 2: Hydrogenation The first step is hydrogenation, which is the addition of hydrogen (H₂) to the triple bond in the presence of a catalyst (Pt). This process converts the triple bond into a double bond, resulting in the formation of an alkene. - The reaction can be represented as: \[ \text{CH}_3-\text{C}\equiv\text{C}-\text{CH}_3 + \text{H}_2 \xrightarrow{\text{Pt}} \text{CH}_3-\text{C}=\text{C}-\text{CH}_3 \] - The product formed is 2-butene (specifically, it can be either cis or trans depending on the addition of hydrogen). ### Step 3: Bromination The next step is bromination, which involves the addition of bromine (Br₂) to the double bond formed in the previous step. This is an electrophilic addition reaction. - The reaction can be represented as: \[ \text{CH}_3-\text{C}=\text{C}-\text{CH}_3 + \text{Br}_2 \rightarrow \text{Br}-\text{C}-\text{C}-\text{Br} \] - Since bromine adds across the double bond, we can expect that the bromine atoms will add to opposite sides of the double bond, leading to the formation of a racemic mixture of 2,3-dibromobutane. ### Step 4: Final Product The final product of the reaction is a racemic mixture of 2,3-dibromobutane, which means that both enantiomers (D and L forms) are produced. ### Summary of the Reaction The overall reaction can be summarized as: \[ \text{CH}_3-\text{C}\equiv\text{C}-\text{CH}_3 \xrightarrow{\text{H}_2/\text{Pt}} \text{CH}_3-\text{C}=\text{C}-\text{CH}_3 \xrightarrow{\text{Br}_2} \text{2,3-Dibromobutane (racemic mixture)} \]
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