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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_3MgBr)underset(-CH_4)toxunderset((ii)H^(o+))overset((i)CO_2)toyunderset(HgSO_4)overset(H_2O // H_2SO_4)tozoverset(Delta)tow`
Compound z is

A

`Ph-CH_2-oversetoverset(O)(||)C-COOH`

B

C

`Ph-oversetoverset(O)(||)C-CH_2-COOH`

D

`Ph-CH_2-COOH`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the compound Z from the given sequence of reactions starting with phenylacetylene, we will follow the steps of the reaction sequence carefully. ### Step-by-Step Solution: 1. **Identify the Starting Material**: The starting compound is phenylacetylene, which has the structure: \[ \text{C}_6\text{H}_5\text{C} \equiv \text{C}\text{H} \] 2. **Reaction with Grignard Reagent**: When phenylacetylene reacts with the Grignard reagent (CH₃MgBr), the acidic hydrogen from the terminal alkyne is abstracted, forming a phenylacetylide anion: \[ \text{C}_6\text{H}_5\text{C} \equiv \text{C}^- + \text{CH}_4 \] 3. **Reaction with Carbon Dioxide (CO₂)**: The phenylacetylide anion then reacts with CO₂, where the nucleophilic carbon (C⁻) attacks the electrophilic carbon of CO₂: \[ \text{C}_6\text{H}_5\text{C} \equiv \text{C}^- + \text{CO}_2 \rightarrow \text{C}_6\text{H}_5\text{C} \equiv \text{C}\text{C}(=O)O^- \] 4. **Protonation**: The negatively charged oxygen (O⁻) from the carboxylate ion is protonated (by H⁺ from the reaction medium), leading to the formation of a carboxylic acid: \[ \text{C}_6\text{H}_5\text{C} \equiv \text{C}\text{C}(=O)\text{OH} \] This compound is referred to as Y. 5. **Hydration with H₂SO₄**: The next step involves treating the compound Y with H₂SO₄, which leads to the formation of a carbocation. The double bond in the alkyne is protonated, forming a more stable carbocation: \[ \text{C}_6\text{H}_5\text{C}^+\text{C}(=O)\text{OH} \] 6. **Nucleophilic Attack by Water**: Water attacks the carbocation, leading to the formation of an alcohol: \[ \text{C}_6\text{H}_5\text{C}(\text{OH})\text{C}(=O)\text{OH} \] 7. **Tautomerization**: The compound undergoes tautomerization, shifting the hydrogen to form a carbonyl group: \[ \text{C}_6\text{H}_5\text{C}(=O)\text{C}(=O)\text{OH} \] This compound is identified as Z. ### Conclusion: The compound Z is: \[ \text{C}_6\text{H}_5\text{C}(=O)\text{C}(=O)\text{OH} \] This corresponds to the structure of a β-hydroxy ketone or a carboxylic acid derivative.

To determine the compound Z from the given sequence of reactions starting with phenylacetylene, we will follow the steps of the reaction sequence carefully. ### Step-by-Step Solution: 1. **Identify the Starting Material**: The starting compound is phenylacetylene, which has the structure: \[ \text{C}_6\text{H}_5\text{C} \equiv \text{C}\text{H} ...
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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

CH_(3)underset(CH_(3))underset(|)(CH)-CH=CH_(2)underset((ii)H_(2)O_(2)//OH)overset((i)B_(2)H_(4))toXunderset(140^(@))overset(H_(2)SO_(4))toY What is Y ?

In the following sequence of reaction, the final product (Z) is CH-=CH overset(Hg^(2+))underset(H_(2)SO_(4)) to X overset(CH_(3)MgX) underset(H_(2)O) to Y overset([O]) to Z

In the series, C_2H_2 underset(2.0 eq.)overset(NaNH_2)to X underset(2.0 eq.)overset(CH_3 I)to Y underset(H_2 SO_4 ,H_2O )overset(Hg SO_4)to Z the compound Z is :

Ph-C -= C - CH_3 overset(HgSO_4)underset(H_2SO_4) to A ,

CH_2Ounderset(H_3O^(o+))overset(CHD_2MgI)toX underset(Delta)overset(Conc.H_2SO_4)toY In the above reaction compound X & Y respectively will be