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A hydrocarbon (A) reacts with sodium ami...

A hydrocarbon (A) reacts with sodium amide and then with ethylbromide to produce another hydrocarbon (B) which on ozonolysis by oxidative method yields propanoic acid only. The hydrocarbons (A) and (B) are, respectively.

A

but-1-yne and hex-3-yne

B

but-1-yne and hex-3-ene

C

propyne and hex-3-yne

D

propyne and pent-2-yne

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To solve the problem, we need to identify the hydrocarbons (A) and (B) based on the reactions described. Let's break down the steps systematically. ### Step 1: Identify Hydrocarbon B The problem states that hydrocarbon (B) undergoes ozonolysis and produces propanoic acid. Ozonolysis typically cleaves double or triple bonds in alkenes or alkynes to form carbonyl compounds (aldehydes or ketones), which can further oxidize to carboxylic acids. Since the only product from the ozonolysis is propanoic acid (C2H5COOH), we can deduce that hydrocarbon (B) must have a structure that, when cleaved, yields propanoic acid. ### Step 2: Determine the Structure of Hydrocarbon B To yield propanoic acid, hydrocarbon (B) must contain a carbon-carbon triple bond (alkyne) that, when cleaved, results in the formation of propanoic acid. The simplest structure that fits this description is 1-butyne (C4H6), which can be represented as: - **B: 1-butyne (C4H6)** When ozonolysis occurs on 1-butyne, it can yield two moles of propanoic acid. ### Step 3: Identify Hydrocarbon A Now, we need to determine hydrocarbon (A). The problem states that hydrocarbon (A) reacts with sodium amide (NaNH2) and then with ethyl bromide (C2H5Br) to form hydrocarbon (B). Sodium amide is a strong base and will deprotonate terminal alkynes to form a nucleophilic alkyne anion. This anion can then undergo an SN2 reaction with ethyl bromide. To produce 1-butyne (B), hydrocarbon (A) must be a terminal alkyne. The simplest terminal alkyne that can produce 1-butyne through this reaction is ethyne (acetylene, C2H2). ### Step 4: Write the Final Answer Thus, we conclude: - **Hydrocarbon A: Ethyne (C2H2)** - **Hydrocarbon B: 1-butyne (C4H6)** ### Summary - Hydrocarbon A is Ethyne (C2H2). - Hydrocarbon B is 1-butyne (C4H6).

To solve the problem, we need to identify the hydrocarbons (A) and (B) based on the reactions described. Let's break down the steps systematically. ### Step 1: Identify Hydrocarbon B The problem states that hydrocarbon (B) undergoes ozonolysis and produces propanoic acid. Ozonolysis typically cleaves double or triple bonds in alkenes or alkynes to form carbonyl compounds (aldehydes or ketones), which can further oxidize to carboxylic acids. Since the only product from the ozonolysis is propanoic acid (C2H5COOH), we can deduce that hydrocarbon (B) must have a structure that, when cleaved, yields propanoic acid. ### Step 2: Determine the Structure of Hydrocarbon B ...
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A hydrocarbon (A) of molecular weight 54 reacts with an excess of Br_2 in CCl_4 to give a compound (B) whose molecular weight is 593% more than that of (A). However, on catalytic hydrogenation with excess of hyrogen (A) forms (C) whose molecular weight is noly 7.4% more that that of (A). (A) reacts with CH_3CH_2Br in the presence of NaNH_2 to give another hydrocarbon (D) which on ozonolyisis yields kiketone (E). (E) on oxidation gives propionic acid. Give the structure of (A) to (E) with reason.

The hydrocarbon which can react with sodium in liquid ammonia is

Knowledge Check

  • The hydrocarbon which can react with sodium in liquid ammonia is

    A
    `CH_3CH_2C-=C CH_2CH_3`
    B
    `CH_3CH_2CH_2C-=C CH_2CH_2CH_3`
    C
    `CH_3CH_2C-=CH`
    D
    `CH_3CH=CHCH_3`
  • The hydrocarbon which can react with sodium in liquid ammonia is

    A
    `CH_3CH_2C-=C CH_2CH_3`
    B
    `CH_3CH_2CH_2C-=C CH_2CH_2CH_3`
    C
    `CH_3CH_2C-=CH`
    D
    `CH_3CH=CHCH_3`
  • The hydrocarbon which can react with sodium in liquid ammonia is :

    A
    `CH_(3)CH_(2)C-=CH`
    B
    `CH_(3)CH=CHCH_(3)`
    C
    `CH_(3)CH_(2)C-=C CH_(2)CH_(3)`
    D
    `CH_(3)CH_(2)CH_(2)C-=C CH_(2)CH_(2)CH_(3)`
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