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Arrange the following compounds in order...

Arrange the following compounds in order of ease of dehydrohalogenation by concentrated alcoholic KOH
A) `CH_(3)underset(CH_(3))underset(|)(C)HCH_(2)CH_(2)Br `
B)`CH_(3)CH_(2)underset(CH_(3))underset(|)overset(Br)overset(|)(C)CH_(3)`
C) `CH_(3)underset(CH_(3))underset(|)(C)Hoverset(Br)overset(|)(C)HCH_(3)`

A

`CltBltA`

B

`AltBltC`

C

`BltCltA`

D

`BltAltC`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of arranging the compounds in order of ease of dehydrohalogenation by concentrated alcoholic KOH, we need to analyze the stability of the carbocations that would form during the reaction. The more stable the carbocation, the easier the dehydrohalogenation process will be. ### Step-by-Step Solution: 1. **Identify the Compounds**: - A) `CH3-CH(CH3)-CH2-CH2Br` (1-bromo-2-methylbutane) - B) `CH3-CH2-CH(CH3)-Br` (2-bromo-3-methylbutane) - C) `CH3-CH(CH3)-C(CH3)-Br` (2-bromo-2-methylbutane) 2. **Determine the Type of Carbocation Formed**: - For **Compound A**: - When dehydrohalogenation occurs, the bond between the carbon attached to Br and the adjacent carbon breaks, forming a 1° carbocation. - Stability: 1° (least stable). - For **Compound B**: - The bond between the carbon attached to Br and the adjacent carbon breaks, forming a 2° carbocation. - Stability: 2° (more stable than 1°). - For **Compound C**: - The bond between the carbon attached to Br and the adjacent carbon breaks, forming a 3° carbocation. - Stability: 3° (most stable). 3. **Rank the Stability of Carbocations**: - The stability of carbocations is ranked as follows: - 3° > 2° > 1° - Therefore, the order of stability for the carbocations formed from the compounds is: - C (3°) > B (2°) > A (1°) 4. **Order of Ease of Dehydrohalogenation**: - Since the ease of dehydrohalogenation is directly related to the stability of the carbocation formed, we can conclude: - C (most stable) > B > A (least stable) 5. **Final Arrangement**: - The order of ease of dehydrohalogenation by concentrated alcoholic KOH is: - **C > B > A** ### Final Answer: The correct order is C, B, A.
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AAKASH INSTITUTE ENGLISH-MOCK TEST 34-Example
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  3. Which of the following alkyl halide will undergo SN 1 reaction is

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  4. The compound which is least reactive among the following in a nucleoph...

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  5. The correct order of reactivity of the following bromides towards SN 1...

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  6. Which of the following statement(s) is/are incorrect regarding SN 1 re...

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  7. Which of the following molecules contain a chiral centre?

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  8. Two enantiomers differ with respect to

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  9. Among the given halides, which will give same product in both SN 1 and...

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  10. The correct statement regarding the transition state of a SN 2 reactio...

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  11. 1-Bromopentane is more reactive towards

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  12. Hybridisation of Acetylene is

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  13. Nucleophilic substitution reaction of optically active halide, PIC is ...

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  14. Shape of PCl5 molecule is

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  15. Number of chlorine atoms which form equatorial bonds in PCl5 molecule ...

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  16. The correcr order of ease of elimination of following groups in the E2...

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  17. Arrange the following compounds in order of ease of dehydrohalogenatio...

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  18. The percentage p-character in sp3 hybridisation is

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  19. Do we call metal carbonyls as organometallics?

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