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In the following sequence of reactions, ...

In the following sequence of reactions,
`CH_(3)CH_(2)CH_(2)Br overset("KOH"(Alc))(rarr) " (A) " overset("HBr")(rarr) " (B) " overset("KOH"(aq))(rarr)` (C ) The product (C) is

A

Propene

B

Propyne

C

Propan-1-ol

D

Propan-2-ol

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given sequence of reactions, we will break down each step to identify the products formed at each stage. ### Step 1: Reaction of CH₃CH₂CH₂Br with KOH (Alcoholic) The starting compound is 1-bromopropane (CH₃CH₂CH₂Br). When it reacts with alcoholic KOH, which acts as a strong base, it undergoes elimination (dehydrohalogenation) to form an alkene. - **Mechanism**: The base (KOH) abstracts a proton (H) from the β-carbon (the carbon adjacent to the one bonded to bromine), leading to the formation of a double bond. The bromine atom leaves as a bromide ion (Br⁻). - **Product (A)**: The product formed is propene (CH₃CH=CH₂). ### Step 2: Reaction of Product A (Propene) with HBr Next, propene reacts with HBr. This is an electrophilic addition reaction where HBr adds across the double bond. - **Mechanism**: The double bond in propene acts as a nucleophile and attacks the H⁺ from HBr, forming a carbocation. The more stable carbocation will form due to Markovnikov's rule, which states that the hydrogen will add to the carbon with more hydrogens already attached. - **Carbocation Formation**: The more stable secondary carbocation (CH₃-CH⁺-CH₃) is formed. - **Product (B)**: The bromide ion (Br⁻) then attacks the carbocation, resulting in the formation of 2-bromopropane (CH₃CHBrCH₃). ### Step 3: Reaction of Product B (2-Bromopropane) with KOH (Aqueous) Finally, 2-bromopropane reacts with aqueous KOH. In this case, KOH acts as a nucleophile and promotes a substitution reaction. - **Mechanism**: The hydroxide ion (OH⁻) from KOH attacks the carbon atom that is bonded to the bromine, leading to the displacement of the bromide ion (Br⁻). - **Product (C)**: The final product is 2-propanol (CH₃CHOHCH₃). ### Final Answer The product (C) is **2-propanol (CH₃CHOHCH₃)**. ---
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VMC MODULES ENGLISH-HALOALKANES & HALOARENES -ENABLE
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  3. In the following sequence of reactions, CH(3)CH(2)CH(2)Br overset("K...

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  4. The structural formula of the compound which yields ethylene upon rea...

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  5. Germinal dihalides on hydrolysis give

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  6. Which of the following on treating with zinc gives 2–butene?

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  7. Ethylidene chloride on treatement with aq. KOH gives

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  8. Acetone reacts with phosphorous pentachloride to give:

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  9. Which of the following is used as an insecticide?

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  10. Which would be obtained by boiling CHCl3 with dilute KOH?

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  11. On reacting chloral hydrate with NaOH the products obtained is/are:

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  12. Which statement is wrong about chloroform?

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  13. The formula of freon -12 is :

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  14. Which of the following alkyl halides on hydrolysis gives a glycol?

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  15. The primary product of hydrolysis of CH(3)I is:

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  16. Butane nitrile can be prepared by heating

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  17. Which of the following reactions of C2H5Br does not represent an examp...

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  18. Amongst the following, which are true for S(N^2) reaction ? (i) The ra...

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  19. The unsaturated hydrocarbon obtained by the reaction of a dihalogen de...

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  20. (CH(3))(2)CHCl+NaI overset("Acetone")rarr (CH(3))(2)CHI+NaCl The abo...

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