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In the following sequence of reaction, t...

In the following sequence of reaction, the major product ( C)
`CH_(3)CH_(2)I overset(NaCN)to(A) underset("Partial hydrolysis")overset(OH^(-))to(B)overset(Br_(2)//NaOH)to(C)`

A

`CH_(3)CH_(2)NH_(2)`

B

`CH_(3)CH_(2)-overset(O)overset(||)(C)-NHBr`

C

`CH_(3)CH_(2)COONH_(4)`

D

`CH_(3)CH_(2)-overset(O)overset(||)(C)-NBr_(2)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given question step by step, we will follow the sequence of reactions as described. ### Step 1: Formation of Compound A The first reaction involves the nucleophilic substitution of ethyl iodide (CH₃CH₂I) with sodium cyanide (NaCN). **Reaction:** \[ \text{CH}_3\text{CH}_2\text{I} + \text{NaCN} \rightarrow \text{CH}_3\text{CH}_2\text{CN} + \text{NaI} \] **Product A:** The product formed here is ethyl cyanide (or propionitrile), which is represented as: \[ \text{A} = \text{CH}_3\text{CH}_2\text{CN} \] ### Step 2: Partial Hydrolysis to Form Compound B Next, we perform partial hydrolysis of compound A (ethyl cyanide) using water and a base (OH⁻). **Reaction:** \[ \text{CH}_3\text{CH}_2\text{CN} + \text{H}_2\text{O} \overset{\text{OH}^-}{\rightarrow} \text{CH}_3\text{CH}_2\text{C(=O)NH}_2 \] **Product B:** The product formed from partial hydrolysis is ethyl carbamate (or ethyl carbamoyl), which is represented as: \[ \text{B} = \text{CH}_3\text{CH}_2\text{C(=O)NH}_2 \] ### Step 3: Formation of Compound C Finally, we treat compound B with bromine (Br₂) and sodium hydroxide (NaOH). This is a reaction known as the Hofmann degradation, where we convert the carbamate to an amine. **Reaction:** \[ \text{CH}_3\text{CH}_2\text{C(=O)NH}_2 + \text{Br}_2 + \text{NaOH} \rightarrow \text{CH}_3\text{CH}_2\text{NH}_2 + \text{NaBr} + \text{H}_2\text{O} + \text{CO}_2 \] **Product C:** The product formed here is ethylamine, which is represented as: \[ \text{C} = \text{CH}_3\text{CH}_2\text{NH}_2 \] ### Final Answer: The major product C is ethylamine (CH₃CH₂NH₂). ---
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OP TANDON-ORGANIC COMPOUNDS CONTAINING NITROGEN-Level A
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  2. Which of the following chemicals are used to manufacture methy1 isocya...

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  3. In the following sequence of reaction, the major product ( C) CH(3)...

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  4. Ethyl chloride on heating with AgCN forms a compound (X ). The functio...

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  5. The major organic product formed in the following reaction is

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  6. Which one of the following statements about CH(3)CN is not true?

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  7. In the following reaction, the product (A) is: CH(3)-C-=N+C(2)H(5)O...

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  8. Which of following is not usual method for preparation of primary amin...

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  9. Choose the correct order for the boiling points of amines

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  10. State the product available by the following reaction: CH(3)CH(2)CN...

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  11. Which of the following reacts with Hinsberg's reagent (Benzene sulphon...

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  12. Potassium phthalimide reacts with 'A' which on hydrolysis gives isopen...

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  13. Which has the highest pK(b) value?

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  14. Aniline can not be prepared by Gabriel phthalimide synthesis due to-

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  15. CH(3)NH(2)+CHCl(3)+KOH to Nitrogen containing compound +KCl + H(2)O.

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  16. Secondary amines could be prepared by

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  17. The correct order of basic nature is aqueous solution is:

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  18. Which one of the following is most basic?

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  19. Isopropylamine with excess of acetyl chloride will give?

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  20. Reduction of alkyl produces:

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