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In the reaction H-C=C-H overset(NaNH(2...

In the reaction
`H-C=C-H overset(NaNH_(2))to A overset(CH_(3)I)to B overset(Hg^(2+))underset(H_(3)O^(+))to C`
the final product 'C' is :

A

`CH_(3)CHO`

B

`CH_(3)CH_(2)CHO`

C

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

D

`CH_(3)CH_(2)COOH`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given reaction sequence step by step, we will analyze each reaction and identify the products formed at each stage. ### Step 1: Identify the starting compound The starting compound is acetylene, which is represented as: \[ \text{H-C≡C-H} \] ### Step 2: Reaction with Sodium Amide (NaNH₂) When acetylene reacts with sodium amide (NaNH₂), a deprotonation occurs. The hydrogen atom from one of the terminal carbons is removed, resulting in the formation of a sodium acetylide: \[ \text{H-C≡C-H} + \text{NaNH}_2 \rightarrow \text{H-C≡C}^- \text{Na}^+ + \text{NH}_3 \] This product can be labeled as **A**: \[ \text{A} = \text{H-C≡C}^- \text{Na}^+ \] ### Step 3: Reaction with Methyl Iodide (CH₃I) Next, the sodium acetylide reacts with methyl iodide (CH₃I). The sodium ion (Na⁺) is replaced by a methyl group (CH₃), leading to the formation of a new alkyne: \[ \text{H-C≡C}^- \text{Na}^+ + \text{CH}_3\text{I} \rightarrow \text{H-C≡C-CH}_3 + \text{NaI} \] This product can be labeled as **B**: \[ \text{B} = \text{H-C≡C-CH}_3 \] ### Step 4: Reaction with Mercury(II) Ion (Hg²⁺) and Hydronium Ion (H₃O⁺) The next step involves the reaction of product B with mercury(II) ions (Hg²⁺) in the presence of hydronium ions (H₃O⁺). This reaction leads to the addition of water across the triple bond according to Markovnikov's rule: \[ \text{H-C≡C-CH}_3 + \text{Hg}^{2+} + \text{H}_3\text{O}^+ \rightarrow \text{CH}_3\text{C(OH)-C}^+ \text{H}_2 \] This product can be labeled as **C**: \[ \text{C} = \text{CH}_3\text{C(OH)-C}^+ \text{H}_2 \] ### Step 5: Tautomerization to Form the Final Product The product C is an enol, which can undergo tautomerization to form a ketone. The hydrogen from the hydroxyl group (OH) shifts to the adjacent carbon, resulting in the formation of a ketone: \[ \text{CH}_3\text{C(OH)-C}^+ \text{H}_2 \rightarrow \text{CH}_3\text{C=O-CH}_3 \] This final product is acetone: \[ \text{Final Product C} = \text{CH}_3\text{C(=O)CH}_3 \] ### Final Answer The final product C is: \[ \text{C} = \text{CH}_3\text{C(=O)CH}_3 \] (Acetone) ---
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