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The product of the given reaction ,...

The product of the given reaction ,
`CH_3 - underset( OH )underset( |) overset(| ) overset( CH_3 ) overset(|) C-underset(NH_2 ) underset(|) overset(CH_(3) ) overset( |) C -CH_(3) overset( HNO_2 ) to ` Product is :

A

`CH_(3) - underset(OH) underset( |) overset( CH_3)overset(|)C-underset(OH)underset(|) overset(CH_3)overset(|)C-CH_3`

B

`CH_(3) - overset(O) overset(||) C- underset(CH_3) underset(|) overset( CH_3) overset( |) C- CH_3`

C

`CH_(3) - underset( OH) underset( |) overset(CH_3) overset(|)C- underset(CH_3 )underset(|) CH-CH_3`

D

`CH_3 - underset(CH_3) underset(|)C=underset(CH_3 ) underset(|)C-CH_3`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the product of the reaction between the given compound and HNO2, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactant**: The reactant is a tertiary amine with the structure: \[ CH_3 - OH \\ | \\ CH_3 - C - NH_2 \\ | \\ C - CH_3 \] This structure indicates that we have a hydroxyl group (OH) and an amino group (NH2) attached to a carbon skeleton. 2. **Understand the Role of HNO2**: HNO2 (Nitrous acid) acts as an acid and can protonate the amine group (NH2) to form an ammonium ion (NH3+). This process involves the donation of a proton (H+) to the nitrogen atom. 3. **Formation of Carbocation**: When HNO2 donates a proton to the NH2 group, it forms a carbocation. The lone pair on the nitrogen atom will be used to bond with the proton, leading to the formation of a positively charged intermediate: \[ CH_3 - OH \\ | \\ CH_3 - C - NH_3^+ \\ | \\ C - CH_3 \] 4. **Stability of Carbocation**: The carbocation formed is electron-deficient. Alkyl groups (like CH3) are electron-donating and can stabilize this carbocation through hyperconjugation. 5. **Rearrangement of the Carbocation**: The carbocation can undergo rearrangement. In this case, a 1,2-methyl shift occurs where a methyl group from an adjacent carbon moves to the positively charged carbon, stabilizing the carbocation further. 6. **Final Product Formation**: After the rearrangement, the final product will be a ketone. The oxygen from the hydroxyl group can form a double bond with the carbon, leading to the formation of a carbonyl group: \[ CH_3 - C(=O) - CH_3 \] This structure corresponds to a ketone. 7. **Conclusion**: The product of the reaction is therefore a ketone, specifically 2-pentanone. ### Final Answer: The product of the reaction is 2-pentanone. ---
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VMC MODULES ENGLISH-AMINES-IMPECCABLE
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  2. Treatment of ammonia with excess ethyl chloride will yield

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  3. The product of the given reaction , CH3 - underset( OH )underse...

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  4. Which of the following amines will give carbylamine reaction?

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  5. Following 1^@ amine has chiral carbon as indicated H-undersetunders...

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  6. the major product of the following reaction is

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  7. What is the hybridisation state of N - atom in piperdine

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  8. Aniline does not give coupling reactions at pH lt 5 because :

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  9. Which of the following product will be obtained in the followin...

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  10. Which of the following amines will give carbylamine reaction?

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  11. Nitrobenzene on reduction in Zn + NH 4 Cl giveds :

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  12. Hinsberg's reagent is:

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  13. Which of the following amines will give carbylamine reaction?

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  14. Aniline reacts with excess of phosgene and KOH to form :

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  15. which of the indicated 'H' is most acidic ?

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  16. Correct order of acidic strength in following acids will be:

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  17. The magor product formed in the elimination reaction of is:

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  18. When CH(3)CH(2) CHCl(2) is treated with "NaNH"(2) , the product formed...

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  19. Which of the following is not the metamer of CH3CH2-underset(CH3)under...

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  20. Which of the following compound is most acidic?

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