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The reaction of 4-bromobenzyl chloride w...

The reaction of 4-bromobenzyl chloride with NaCN in ethanol leads to :

A

4-Bromobenzyl cyanide

B

4-Cyanobenzyl chloride

C

4-Cyanobenzyl cyanide

D

4-Bromo-2-cyanobenzyl chloride

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of the reaction of 4-bromobenzyl chloride with NaCN in ethanol, we can follow these steps: ### Step 1: Identify the Reactants The reactants in this reaction are: - 4-bromobenzyl chloride (C6H4BrCH2Cl) - Sodium cyanide (NaCN) - Ethanol (C2H5OH) as the solvent ### Step 2: Understand the Reaction Mechanism The reaction proceeds via an SN2 mechanism. In an SN2 reaction, a nucleophile attacks the electrophile, resulting in the substitution of one group for another. Here, the nucleophile is CN⁻ from NaCN, and it will attack the carbon atom bonded to the chlorine in 4-bromobenzyl chloride. ### Step 3: Draw the Structure of 4-bromobenzyl Chloride The structure of 4-bromobenzyl chloride can be represented as follows: ``` Br | C6H4-CH2-Cl ``` ### Step 4: Identify the Site of Nucleophilic Attack In the structure, the chlorine atom (Cl) is the leaving group. The nucleophile (CN⁻) will attack the carbon atom (CH2) that is bonded to the chlorine atom. ### Step 5: Perform the Nucleophilic Substitution When CN⁻ attacks the CH2 group, the chlorine atom leaves, and a new bond is formed between the carbon and the cyanide group (CN). The reaction can be summarized as follows: 4-bromobenzyl chloride + NaCN → 4-bromobenzyl cyanide + NaCl ### Step 6: Write the Product Structure The product formed is 4-bromobenzyl cyanide, which can be represented as: ``` Br | C6H4-CH2-CN ``` ### Step 7: Name the Product According to IUPAC naming conventions, the product is named 4-bromobenzyl cyanide. ### Conclusion The correct answer to the question is option 1: **4-bromobenzyl cyanide**. ---

To solve the problem of the reaction of 4-bromobenzyl chloride with NaCN in ethanol, we can follow these steps: ### Step 1: Identify the Reactants The reactants in this reaction are: - 4-bromobenzyl chloride (C6H4BrCH2Cl) - Sodium cyanide (NaCN) - Ethanol (C2H5OH) as the solvent ...
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Knowledge Check

  • The reaction of 4-bromobenzyl chloride with sodium cyanide in ethanol leads to the formation of :

    A
    4-bromobenzyl cyanide
    B
    4-cyanobenzyl chloride
    C
    4-cyanobenzyl cyanide
    D
    4-bromo-2-cyanobenzyl chloride