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What is 'X' in the following reaction ? ...

What is 'X' in the following reaction ?
`C_(6)H_(5)-C-=C-H overset(Hg^(+2))underset("dil. "H_(2)SO_(4))rarr X`

A

`C_(6)H_(3)-COCH_(3)`

B

`C_(6)H_(5)-CH_(2)CHO`

C

`C_(6)H_(5)-CHO`

D

`C_(6)H_(5)-CH_(2)OH`

Text Solution

AI Generated Solution

The correct Answer is:
To determine 'X' in the reaction: \[ C_6H_5-C \equiv C-H \overset{Hg^{+2}}{\underset{dil. H_2SO_4}{\rightarrow}} X \] we can follow these steps: ### Step 1: Identify the Reactants The reactant is phenylacetylene, which is represented as \( C_6H_5-C \equiv C-H \). This compound is an alkyne with a phenyl group attached to one end. ### Step 2: Understand the Role of Mercury(II) Ions When phenylacetylene reacts with mercury(II) ions (\( Hg^{+2} \)), it forms a mercuric ion complex. The alkyne is electron-rich and will coordinate with the \( Hg^{+2} \) ion, leading to the formation of a non-classical carbocation. ### Step 3: Formation of the Carbocation The reaction proceeds with the formation of a carbocation where the \( Hg^{+2} \) ion is attached to one of the carbon atoms of the triple bond. The structure can be represented as: \[ C_6H_5-C^+(Hg^{+2})-C \] ### Step 4: Addition of Water In the presence of dilute sulfuric acid (\( H_2SO_4 \)), water will attack the more substituted carbon of the carbocation. This is due to Markovnikov's rule, which states that in the addition of HX to alkenes, the more substituted carbon will receive the electrophile. ### Step 5: Formation of the Alcohol The water molecule adds to the more substituted carbon, leading to the formation of an alcohol. The structure will be: \[ C_6H_5-C(OH)-C(Hg^{+}) \] After the addition, the \( Hg^{+} \) will be replaced by a proton, leading to the formation of an enol. ### Step 6: Tautomerization The enol form will undergo tautomerization to form the corresponding ketone. The enol structure can be represented as: \[ C_6H_5-C(OH)=C(H) \] This will rearrange to the keto form, which is a more stable structure: ### Step 7: Final Product The final product \( X \) will be: \[ C_6H_5-C(=O)-C(H)-H \] This can be simplified to: \[ C_6H_5-CO-CH_3 \] ### Conclusion Thus, the final product \( X \) is: \[ C_6H_5-CO-CH_3 \]

To determine 'X' in the reaction: \[ C_6H_5-C \equiv C-H \overset{Hg^{+2}}{\underset{dil. H_2SO_4}{\rightarrow}} X \] we can follow these steps: ### Step 1: Identify the Reactants The reactant is phenylacetylene, which is represented as \( C_6H_5-C \equiv C-H \). This compound is an alkyne with a phenyl group attached to one end. ...
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NARAYNA-HYDROCARBONS -EXERCISE - 2 (H.W) (PROPERTIES OF ALKENES)
  1. 1-butyne on reaction with hot alkaline KMnO(4) gives:

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  2. Order of acidity of H(2)O, NH(3) and acetylene is :

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  3. Which of the following is expected to aromatic

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  4. Which of the following carbocation is expected to be least stable

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  5. Which of the following carbocations is expected to be most stable ?

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  6. Which of the following structure will not have 4pi electrons

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  7. CaC(2)overset(H(2)O)toAoverset("Red tube hot")toBunderset(CH(3)Cl)over...

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  8. C(2)H(2)overset("Red hot tube")toAoverset("fuming "H(2)SO(4))toB then ...

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  9. Aoverset("soda lime")toC(6)H(6)overset(Cl(2),hv)toB, In this reaction ...

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  10. A & B respectively are

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  11. The descending order of reactivity of C(2)H(6), C(2)H(4), C(2)H(2) and...

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  12. A new carbon-carbon bond is formed in

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  13. X overset("Dil. "H(2)SO(4))underset("Boil")rarr Yoverset("Zndust")unde...

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  14. In which of the following reactions, aromatic character is retained?

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  15. Number of sigmasp^(2)-sp^(2) bonds present in a molecule of X in the p...

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  16. What is 'X' in the following reaction ? C(6)H(5)-C-=C-H overset(Hg^(...

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  17. Fluorobenzene (C(6)H(5)F) can be synthesized in the laboratory ,

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  18. The electrophile in Acetylation of Benzene is

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  19. Four structures are given in option (1) to (4). Examine them and selec...

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  20. Which of the following is the correct IUPAC Name of the compound

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