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Observe the following sequence of reacti...

Observe the following sequence of reaction and answer the questions based on it. Phenylacetylene `overset(CH_(3)MgBr)underset(-CH_(4))to x overset((i)CO_(2))underset((ii)H^(o+))to y overset(H_(2)O //H_(2)SO_(4))underset(HgSO_(4))to z overset(Delta)to w`
Which of the following statement is not correct

A

y decolourises `Br_(2)//H_(2)O` solution

B

z on heating liberates `CO_(2)` gas

C

w on reaction with NaOl gives yellow ppt

D

x liberates `H_(2)` gas with Na metal

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given sequence of reactions involving phenylacetylene and identify the incorrect statement, we will analyze each step of the reaction sequence carefully. ### Step-by-Step Solution: 1. **Identify the Starting Compound:** - The starting compound is **phenylacetylene**, which can be represented as: \[ \text{C}_6\text{H}_5\text{C} \equiv \text{C} \text{ (Phenylacetylene)} \] 2. **Reaction with Grignard Reagent:** - Phenylacetylene reacts with **CH₃MgBr** (a Grignard reagent). The Grignard reagent adds to the terminal alkyne, resulting in the formation of an alkynyl magnesium bromide intermediate: \[ \text{C}_6\text{H}_5\text{C} \equiv \text{C} \text{MgBr} + \text{CH}_3\text{MgBr} \rightarrow \text{C}_6\text{H}_5\text{C}(\text{CH}_3)\text{MgBr} \] - This intermediate then loses **CH₄** (methane) to form compound **X**: \[ \text{X} = \text{C}_6\text{H}_5\text{C}(\text{CH}_3) \text{ (Alkylated product)} \] 3. **Reaction with Carbon Dioxide:** - The next step involves reacting **X** with **CO₂** followed by acidification (H⁺): \[ \text{C}_6\text{H}_5\text{C}(\text{CH}_3)\text{MgBr} + \text{CO}_2 \rightarrow \text{C}_6\text{H}_5\text{C}(\text{COOH})(\text{CH}_3) \text{ (Carboxylic acid Y)} \] - After acidification, we obtain **Y**: \[ \text{Y} = \text{C}_6\text{H}_5\text{C}(\text{COOH})(\text{CH}_3) \] 4. **Hydration and Kucherov Reaction:** - **Y** is then treated with **H₂O**, **H₂SO₄**, and **HgSO₄** (Kucherov reagent): \[ \text{C}_6\text{H}_5\text{C}(\text{COOH})(\text{CH}_3) \rightarrow \text{C}_6\text{H}_5\text{C}(\text{C=O})(\text{CH}_3) \text{ (Ketone Z)} \] - This results in the formation of **Z** (a ketone). 5. **Decarboxylation:** - Heating **Z** leads to decarboxylation: \[ \text{C}_6\text{H}_5\text{C}(\text{C=O})(\text{CH}_3) \xrightarrow{\Delta} \text{C}_6\text{H}_5\text{C}(\text{CH}_3) + \text{CO}_2 \text{ (Final product W)} \] - The final product **W** is: \[ \text{W} = \text{C}_6\text{H}_5\text{C}(\text{CH}_3) \] ### Evaluation of Statements: 1. **Statement 1:** Y decolorizes Br₂/H₂O solution. - **Correct:** Y contains a double bond (unsaturation). 2. **Statement 2:** Z on heating liberates CO₂. - **Correct:** Z undergoes decarboxylation upon heating. 3. **Statement 3:** W on reaction with NaOI gives yellow PPT. - **Correct:** W can undergo a haloform reaction due to the presence of a methyl ketone. 4. **Statement 4:** X liberates hydrogen gas with Na metal. - **Incorrect:** X does not have an active hydrogen (attached to an oxygen) to liberate H₂ with Na. ### Conclusion: The statement that is **not correct** is the fourth statement: "X liberates hydrogen gas with Na metal."

To solve the given sequence of reactions involving phenylacetylene and identify the incorrect statement, we will analyze each step of the reaction sequence carefully. ### Step-by-Step Solution: 1. **Identify the Starting Compound:** - The starting compound is **phenylacetylene**, which can be represented as: \[ \text{C}_6\text{H}_5\text{C} \equiv \text{C} \text{ (Phenylacetylene)} ...
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