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The racemic -2,3-dibromopentane on react...

The racemic `-2,3-`dibromopentane on reaction with
`KI` in acetone give `:`

A

`E-`Pent `-2-`ene

B

`Z-`Pent `-2-2`ene

C

`Both `(a)` and `(b)`

D

None

Text Solution

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The correct Answer is:
To solve the problem of what racemic 2,3-dibromopentane gives when reacted with KI in acetone, we can follow these steps: ### Step 1: Understand the Structure of Racemic 2,3-Dibromopentane Racemic 2,3-dibromopentane has two stereoisomers due to the presence of two chiral centers. The structure can be represented as follows: - CH3-CHBr-CHBr-CH2-CH3 This molecule exists as a racemic mixture, meaning it contains equal amounts of both enantiomers. ### Step 2: Reaction with KI in Acetone When 2,3-dibromopentane reacts with potassium iodide (KI) in acetone, a nucleophilic substitution reaction occurs. The bromine atoms are replaced by iodine atoms. ### Step 3: Mechanism of Reaction 1. **Nucleophilic Attack**: The iodide ion (I-) from KI acts as a nucleophile and attacks the carbon atom bonded to bromine, leading to the displacement of bromine. 2. **Stereochemistry**: Since the reaction involves a chiral center, the stereochemistry of the product will depend on which enantiomer of 2,3-dibromopentane is reacting. ### Step 4: Formation of Alkenes The reaction leads to the formation of alkenes through elimination. The two possible products from the elimination of HBr are: - **Cis isomer**: When the groups on the double bond are on the same side (cis). - **Trans isomer**: When the groups on the double bond are on opposite sides (trans). ### Step 5: Identify the Products 1. **Cis-2-pentene (Z)**: This is formed when the two substituents (ethyl and methyl groups) are on the same side of the double bond. 2. **Trans-2-pentene (E)**: This is formed when the two substituents are on opposite sides of the double bond. ### Conclusion The reaction of racemic 2,3-dibromopentane with KI in acetone produces both cis-2-pentene (Z) and trans-2-pentene (E). ### Final Answer The products are **cis-2-pentene (Z)** and **trans-2-pentene (E)**. ---

To solve the problem of what racemic 2,3-dibromopentane gives when reacted with KI in acetone, we can follow these steps: ### Step 1: Understand the Structure of Racemic 2,3-Dibromopentane Racemic 2,3-dibromopentane has two stereoisomers due to the presence of two chiral centers. The structure can be represented as follows: - CH3-CHBr-CHBr-CH2-CH3 This molecule exists as a racemic mixture, meaning it contains equal amounts of both enantiomers. ...
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