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The products (A) and (B) are respectivel...

The products (A) and (B) are respectively.
(i) `CH_3-underset(Br)underset(|)(CH)-underset(CH_3)underset(|)(CH)-CH_3overset(C_2H_5ONa)to(A)`
(ii) `CH_2=overset(CH_3)overset(|)(C)-CH_2CH_3underset("Peroxide")overset(HBr)to(B)`

A

`CH_3-underset(Br)underset(|)CH-underset(CH_3)underset(|)CH-CH_3overset(C_2H_5ONa)rarr(A)`

B

`CH_2=overset(CH_3)overset(|)C-CH_2CH_3overset(Hbr)underset("Peroxide")rarr(B)`

C

`CH_3CH_2-overset(CH_3)overset(|)"CH"-CH_3,CH_3(CH_2)_2CH_3`

D

`CH_3CH_2-underset(OC_2H_5)underset(|)C(CH_3),underset(Br)underset(|)CH_2-underset(CH_3)underset(|)"CH"-CH_2-CH_2`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we will analyze the two reactions step by step to determine the products A and B. ### Step 1: Analyze the first reaction The first reaction is: \[ \text{CH}_3\text{Br} + \text{C}_2\text{H}_5\text{O}^- \text{(sodium ethoxide)} \] 1. **Identify the structure**: The starting compound is a bromoalkane with two methyl groups on adjacent carbons. 2. **Determine the reaction type**: Sodium ethoxide is a strong base, which suggests that an elimination reaction (E2 mechanism) will occur rather than a substitution reaction. 3. **Identify the beta hydrogens**: The alpha carbon (the one attached to the bromine) has two beta carbons, each with one hydrogen atom that can be eliminated. 4. **Perform elimination**: - If the hydrogen on the left beta carbon is removed, we will form a double bond between the alpha carbon and the adjacent carbon, leading to the product: \[ \text{CH}_3\text{C}(\text{CH}_3)=\text{C}(\text{CH}_3)\text{CH}_2 \] - If the hydrogen on the right beta carbon is removed, we will form a different alkene: \[ \text{CH}_3\text{C}(\text{CH}_3)=\text{C}(\text{CH}_3)\text{CH}_2 \] 5. **Determine the major product**: The more stable alkene (with more alkyl substituents) will be the major product. The product with the double bond between the two central carbons is more stable due to hyperconjugation and steric effects. Thus, the product A is: \[ \text{A} = \text{CH}_3\text{C}(\text{CH}_3)=\text{C}(\text{CH}_3)\text{CH}_2 \] ### Step 2: Analyze the second reaction The second reaction is: \[ \text{CH}_2=\text{C}(\text{CH}_3)\text{CH}_2\text{CH}_3 + \text{HBr (in peroxide)} \] 1. **Identify the structure**: The starting compound is an alkene with a double bond between two carbons. 2. **Determine the reaction type**: The presence of peroxide indicates that the reaction will follow the anti-Markovnikov addition mechanism. 3. **Apply anti-Markovnikov's rule**: In this case, the H from HBr will add to the carbon with fewer hydrogen atoms, while Br will add to the carbon with more hydrogen atoms. 4. **Perform the addition**: - H will add to the terminal carbon (the one with fewer hydrogens), and Br will add to the internal carbon. 5. **Write the final product**: The resulting product will be: \[ \text{B} = \text{CH}_2\text{Br}-\text{C}(\text{CH}_3)\text{CH}_2\text{CH}_3 \] ### Final Products - Product A: \[ \text{A} = \text{CH}_3\text{C}(\text{CH}_3)=\text{C}(\text{CH}_3)\text{CH}_2 \] - Product B: \[ \text{B} = \text{CH}_2\text{Br}-\text{C}(\text{CH}_3)\text{CH}_2\text{CH}_3 \]
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NCERT FINGERTIPS ENGLISH-HALOALKANES AND HALOARENES-Chemical reactions
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  2. Which of the following reactions will give the major and minor product...

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  3. The products (A) and (B) are respectively. (i) CH3-underset(Br)under...

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  4. A mixture of 1-chloropropane and 2-chloropropane when treated with alc...

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  5. Consider the following reaction and identify X and Y. {:(CH3CH2CH2Io...

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  6. An alkyl halide with molecular formula C6H(13)Br on dehyrohalogenation...

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  7. Arrange the following alkyl halides in order of dehydrohalgenation, C2...

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  8. 2-Chloro-2-methylpropane on reaction with aqueous KOH gives X as the m...

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  9. Which of the following products as shown by the dehydrohalogenation of...

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  10. Match the reactions given in column I with the type of reaction mentio...

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  11. An alkyl chloride produces a single alkene on reaction with sodium eth...

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  12. Trans-2-phenyl-1-bromocyclopentane on reaction with alcoholic KOH prod...

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  13. Identify (Z) in the following reaction series, C2H5Ioverset("Alcoho...

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  14. The ease of dehydrohalogenation of alkyl halide with alcoholic KOH is-

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  15. Elimination of bromine from 2-bromobutane results in the formation of ...

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  16. Which of the following products does not match correctly with the reac...

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  17. In the reaction , CH(3)-underset(Br)underset(|)(CH)-CH(3)overset(alc...

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  18. Grignard reagent, a very useful starting compound for a number of orga...

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  19. The order of reactivities of methyl halide in the formation of Grignar...

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  20. Identify the products X and Y in the given reaction, CH3-underset(Br...

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