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Aryl halides are practically inert t...

Aryl halides are practically inert toward nucleophilic substitution reactions . The reasons for this fact are
(a) Because C -X bond has partial double bond character due to conjugation bewteen lone pair of X and π electrons of aromatic ring .
(b) No S N 1 reaction beacuase aryl carbocations are unstable
(c) No S N 2 reaction because aromatic π electron cloud do not allow backside attack of N u −
(d) Product obtained through nucleophilic substitution reactions are non aromatic

A

Because C -X bond has partial double bond character due to conjugation bewteen lone pair of X and `pi` electrons of aromatic ring .

B

No `S_(N)1` reaction beacuase aryl carbocations are unstable

C

No`S_(N)2` reaction because aromatic `pi` electron cloud do not allow backside attack of `Nu^(-)`

D

Product obtained through nucleophilic substitution reactions are non aromatic

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding why aryl halides are practically inert toward nucleophilic substitution reactions, we will analyze each of the provided statements step by step. ### Step 1: Understand Aryl Halides and Nucleophilic Substitution Aryl halides are compounds where a halogen atom (X) is bonded to an aromatic ring. Nucleophilic substitution reactions involve a nucleophile (Nu-) attacking a positively charged carbon atom, leading to the substitution of the halogen atom. **Hint:** Aryl halides are distinct from alkyl halides due to the presence of the aromatic ring. ### Step 2: Analyze Statement (a) **Statement (a):** Because C-X bond has partial double bond character due to conjugation between lone pair of X and π electrons of aromatic ring. - The C-X bond in aryl halides exhibits partial double bond character due to resonance. The lone pair of electrons on the halogen can participate in resonance with the π electrons of the aromatic ring, making the bond stronger and less reactive. **Conclusion:** This statement is **true**. **Hint:** Look for resonance structures to understand the stability of the C-X bond. ### Step 3: Analyze Statement (b) **Statement (b):** No SN1 reaction because aryl carbocations are unstable. - Aryl carbocations are indeed unstable due to the inability to stabilize the positive charge effectively on the aromatic ring. This instability prevents the formation of the carbocation necessary for an SN1 reaction. **Conclusion:** This statement is **true**. **Hint:** Consider the stability of carbocations in different environments. ### Step 4: Analyze Statement (c) **Statement (c):** No SN2 reaction because aromatic π electron cloud does not allow backside attack of Nu-. - In an SN2 reaction, the nucleophile must attack from the opposite side of the leaving group. However, the π electron cloud of the aromatic ring creates steric hindrance and electronic repulsion, preventing effective backside attack. **Conclusion:** This statement is **true**. **Hint:** Visualize the spatial arrangement of the aromatic ring and the nucleophile's approach. ### Step 5: Analyze Statement (d) **Statement (d):** Products obtained through nucleophilic substitution reactions are non-aromatic. - This statement is misleading. While some products may be non-aromatic, it is not universally true. The aromaticity of the product depends on the specific reaction and the structure of the substituents. **Conclusion:** This statement is **false**. **Hint:** Consider how substituents affect the aromaticity of the resulting compound. ### Final Answer The correct statements regarding why aryl halides are practically inert toward nucleophilic substitution reactions are: - (a) True - (b) True - (c) True - (d) False Thus, the correct options are (a), (b), and (c).
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AAKASH INSTITUTE ENGLISH-HALOALKANES AND HALOARENES -Assignment (Section - C ) ( Objective Type Question(More than one options are correct ))
  1. Which of the following cannot be resolved into enantiomers ?

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  2. Consider the following pair of compound which of the followin...

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  3. Which of the following compound can be resolved into enatiomers ...

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  4. Which of the following nitroso compound are in dynamic equilibrium ...

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  5. Which of the following products are expected from the solvolysis ...

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  6. What would be the probable products of the given reaction ?

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  7. Under the presence of alkali which of the following substrate wil...

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  8. Which of the following reactions follows concerted mechanism ?

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  9. Dehydrohalogenation and acidcatalyzed dehydration reactions are fre...

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  10. Which of the following alkylhalides will give one alkene (more t...

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  11. When ethyl chloride reacts with ethanolic sodium nitrite produc...

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  12. Which of the following reactions can be used to introduce bromin...

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  13. Aryl halides are practically inert toward nucleophilic substitut...

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  14. Consider the following reaction Correct statement regarding ...

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  15. Which of the following statement are true about aryl halides ?

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  16. Which of the following reagents can be used to convert alkyl ha...

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  17. Consider the following sequence of reaction identify the str...

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