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In the following reaction C is, CH(3) - ...

In the following reaction C is, `CH_(3) - CH = CH_(2) `+ HCl
`underset("Peroxide")overset("Organic")(rarr) A underset("Moist")overset(Ag2O)(rarr) B overset("Et MgBr")(rarr) `C

A

n –propanol

B

Isopropanol

C

Propane

D

Ethane

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given reaction step by step, we will analyze each part of the reaction and identify the products formed at each stage. **Step 1: Identify the starting material and the reaction conditions.** - The starting material is CH₃-CH=CH₂ (propene). - The reaction is with HCl in the presence of an organic peroxide. **Step 2: Apply the Anti-Markovnikov rule.** - When HCl reacts with an alkene in the presence of peroxides, the reaction follows the Anti-Markovnikov rule. This means that the hydrogen atom from HCl will add to the carbon with more hydrogen atoms (the terminal carbon), and the chloride will add to the carbon with fewer hydrogen atoms (the middle carbon). - Therefore, the product A formed will be CH₃-CHCl-CH₃ (2-chloropropane). **Step 3: Reaction with moist Ag₂O.** - The product A (2-chloropropane) is then treated with moist Ag₂O. In this reaction, the chloride ion (Cl⁻) will be replaced by a hydroxyl group (OH⁻) from the moisture present. - The product B formed will be CH₃-CH(OH)-CH₃ (2-propanol). **Step 4: Reaction with Grignard reagent (EtMgBr).** - The product B (2-propanol) then reacts with the Grignard reagent (EtMgBr). In this reaction, the Grignard reagent will react with the hydroxyl group, leading to the formation of a new carbon-carbon bond. - The hydrogen from the hydroxyl group will bond with the ethyl group from the Grignard reagent, resulting in the formation of ethane (C₂H₆) and a magnesium alkoxide (C₂H₅MgBr). **Final Product:** - The final product C is C₂H₆ (ethane). ### Summary of the Steps: 1. Start with CH₃-CH=CH₂ and react with HCl (peroxide) → A: CH₃-CHCl-CH₃. 2. React A with moist Ag₂O → B: CH₃-CH(OH)-CH₃. 3. React B with EtMgBr → C: C₂H₆ (ethane).
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Knowledge Check

  • Supply structural formulae for missing compounds. (i) H_(2)C=CH_(2)+(A) rarr ClCH_(2)-CH_(2)OH underset(413K)overset(H_(2)SO_(4))(rarr) (B) underset(Delta)overset("alc. KOH")(rarr) (C ) (ii) CH_(3)CHBrCH_(3)overset("alc. KOH")(rarr)(A)underset("Peroxide")overset(HBr)(rarr)(B)overset(CH_(3)ONa)(rarr)(C ) (iii) Me_(3)CBroverset("alc. KOH")(rarr)(A) overset(HOCl)(rarr) (B) overset(NaOH)(rarr)(C )

    A
    `{:(A,B,C),(CH_3CH=CH_2,CH_3CH(Br)CH_2Br,CH_3CH(OH)CH_3):}`
    B
    `{:(A,B,C),(CH_3CH=CH_2 ,CH_3CH_2CH_2 Br,CH_3CH_2OCH_2CH_2):}`
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    D
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