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Cyanide ion acts as an ambident nucleoph...

Cyanide ion acts as an ambident nucleophille. From which end it acts as a strong nucleophile in aqueous medium? Give reason for your answer.

A

It act as a stronger nucleophile from carbon end.

B

It acts as a stronger nucleophile from nitrogen end.

C

It depends on the nature of the alkyl halide.

D

It has same strength from both the ends.

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The correct Answer is:
To determine from which end the cyanide ion (CN⁻) acts as a stronger nucleophile in an aqueous medium, we need to analyze the structure and properties of the cyanide ion. ### Step-by-Step Solution: 1. **Understanding the Cyanide Ion**: The cyanide ion consists of a carbon atom triple-bonded to a nitrogen atom (C≡N). This gives it two potential nucleophilic sites: the carbon atom (C) and the nitrogen atom (N). 2. **Nucleophilicity**: A nucleophile is a species that donates an electron pair to form a chemical bond. The strength of a nucleophile is influenced by its ability to donate electrons. 3. **Comparison of Nucleophilic Sites**: - **Carbon End**: When the cyanide ion acts as a nucleophile from the carbon end, it forms a carbon-carbon (C-C) bond with the electrophile. This bond is typically stronger due to the similarity of the atoms involved (both being carbon). - **Nitrogen End**: If the cyanide ion acts from the nitrogen end, it forms a carbon-nitrogen (C-N) bond. While this bond is also stable, it is generally weaker than a C-C bond due to the difference in electronegativity between carbon and nitrogen. 4. **Effect of Aqueous Medium**: In an aqueous medium, the solvent can stabilize charged species. However, the intrinsic nucleophilicity of the cyanide ion remains more pronounced from the carbon end because the C-C bond formation is more favorable. 5. **Conclusion**: Therefore, the cyanide ion acts as a stronger nucleophile from the carbon end in aqueous medium. This is because the formation of a C-C bond is more stable and energetically favorable compared to the formation of a C-N bond. ### Final Answer: The cyanide ion acts as a stronger nucleophile from the carbon end in aqueous medium due to the formation of a stronger and more stable carbon-carbon bond compared to a carbon-nitrogen bond. ---

To determine from which end the cyanide ion (CN⁻) acts as a stronger nucleophile in an aqueous medium, we need to analyze the structure and properties of the cyanide ion. ### Step-by-Step Solution: 1. **Understanding the Cyanide Ion**: The cyanide ion consists of a carbon atom triple-bonded to a nitrogen atom (C≡N). This gives it two potential nucleophilic sites: the carbon atom (C) and the nitrogen atom (N). 2. **Nucleophilicity**: A nucleophile is a species that donates an electron pair to form a chemical bond. The strength of a nucleophile is influenced by its ability to donate electrons. ...
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NCERT FINGERTIPS ENGLISH-HALOALKANES AND HALOARENES-Chemical reactions
  1. Cyanide ion acts as an ambident nucleophille. From which end it acts a...

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  2. Identify the products (A) and (B) in the reactions. RX+AgCNtoul((A))...

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  3. Butanenitrile may be prepared by heating

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  4. Ethyl alcohol is obtained when ethyl chloride is boiled with :

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  5. Which of the following alkyl halides undergoes hydrolysis with aqueous...

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  6. Identify the product of the following reaction. ClCH2CH2CH2Br+KCNtop...

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  7. The alkyl halide is converted into an alcohol by

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  8. An alkyl halide, RX reacts with KCN to give propane nitrile. RX is

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  9. In S(N^2) reactions the sequence of bond breaking and bond formation i...

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  10. Which of the following statement is not correct about S(N^2) reactions...

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  11. In the reaction given below: Which of the following statements is...

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  12. Tertiary alkyl halide are practially inert to substitution by SN^(2) ...

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  13. Among the choices of alkyl bromide , the least reactive bromide in a ...

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  14. Arrange the following compounds in order of their reactivity towards S...

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  15. Which of the following haloalkanes is most reactive?

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  16. Which of the following reactions does not take place?

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  17. Consider the following bromides: The correct order of S(N^1) reac...

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  18. Which of the following statement regarding S(N)1 reaction shown by alk...

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  19. Consider the following reaction: C6H5-underset(H)underset(|)overset(...

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  20. Which one of the following chlorohydrocarbons readily undergoes solvol...

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