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Consider the following reaction sequence...

Consider the following reaction sequence,
`CH_(3)C-= CH overset(aq.H_(2)SO_(4))underset(Hg SO_(4))rarr A overset(PCl_(5))underset(Heat)rarrB`
The products `(A)` and `(B)` are, respectively,

A

`CH_(3)COCH_(3)` and `CH_(3)C CI_(2)CH_(3)`

B

`CH_(3)CH_(2)CHO` and `CH_(3)CH_(2)CHCI_(2)`

C

`CH_(3)CHOHCH_(3)` and `CH_(3)CHCICH_(3)`

D

`CH_(3)CH_(2)CH_(2)OH` and `CH_(3)CH_(2)CH_(2)CI`

Text Solution

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The correct Answer is:
To solve the given reaction sequence, we need to analyze each step carefully. ### Step 1: Identify the starting compound The starting compound is 1-butyne, which can be represented as CH₃C≡CH. ### Step 2: First reaction with aqueous H₂SO₄ and HgSO₄ The reaction of 1-butyne with aqueous sulfuric acid (H₂SO₄) in the presence of mercuric sulfate (HgSO₄) is known as the Kucherov reaction. This reaction leads to the formation of a ketone through the following steps: 1. **Formation of Enol**: The alkyne first reacts with H₂SO₄ to form an enol. The enol form of 1-butyne is CH₃C(OH)=CH₂. 2. **Tautomerization**: The enol undergoes tautomerization to form the more stable ketone. In this case, the enol tautomerizes to yield acetone (CH₃C(=O)CH₃). Thus, the product A is **acetone** (CH₃C(=O)CH₃). ### Step 3: Second reaction with PCl₅ and heat The next step involves the reaction of acetone with phosphorus pentachloride (PCl₅) under heating conditions. 1. **Reaction with PCl₅**: PCl₅ reacts with the carbonyl group (C=O) of acetone. The chlorine atoms from PCl₅ replace the oxygen in the carbonyl group, leading to the formation of a dichlorinated product. 2. **Formation of Product B**: The reaction results in the formation of 2,2-dichloropropane (CH₃CCl₂CH₃) by substituting the oxygen with two chlorine atoms. Thus, the product B is **2,2-dichloropropane** (CH₃CCl₂CH₃). ### Final Products - Product A: Acetone (CH₃C(=O)CH₃) - Product B: 2,2-Dichloropropane (CH₃CCl₂CH₃) ### Summary - The products (A) and (B) are, respectively: **Acetone and 2,2-Dichloropropane**.
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ALLEN-ALKYL AND ARYL HALIDE-EXERCISE
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  3. Consider the following reaction sequence, CH(3)C-= CH overset(aq.H(2...

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  4. Which of the following has highest dipole moment?

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  5. In S(N^(1)) the first step involves the formation of

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  6. To form alkane isonitrile, alkyl halide is reacted with:

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  7. Which one of the following compounds most readily undergoes substituti...

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  8. (sec-Butyl bromide) undergoes alkaline hydrolysis by :

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  9. Grignard reagent can be prepared by

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  10. Most stable carbocation formed from (CH(3))(3)C-Br,(C(6)H(5))(3)CBr,(C...

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  11. For the reaction

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  12. The products of reaction of alcoholic silver nitrite with enthyl bromi...

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  13. The reaction , CH(3)Br +OH^(-)rarrCH(3)OH+Br^(-) obeys the mechanism

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  14. Ethylidene chloride can be prepared by the reaction of HCl and

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  15. 1-phenyl-2-chloropropane on treating with alc. KOH gives mainly

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  16. Grignard reagent is obtained when magnesium is treated with

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  17. Ethylene reacts bromine to form-

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  18. C(2)H(4) overset(Br(2))rarr X overset(KCN)rarr Y, Y is

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  19. Reactivity order of halides for dehydrohalogenation is : -

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  20. Which of the following is least reactive in a nucleophilic substiution...

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