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ClCH2CH(2)OH is stronger acid than CH(3)...

`ClCH_2CH_(2)OH` is stronger acid than `CH_(3)CH_(2)OH` because of :

A

`-I` effect of Cl increases negative charge on O atom of alcohol.

B

`-I` effect of Cl disperses negative charge on O atom to produce more stable cation.

C

`-I` effect of Cl disperses negative charge on O atom to produce more stable anion.

D

None of these.

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AI Generated Solution

The correct Answer is:
To determine why `ClCH₂CH₂OH` (chlor ethanol) is a stronger acid than `CH₃CH₂OH` (ethanol), we need to analyze the stability of the conjugate bases formed when these compounds donate a proton (H⁺). ### Step-by-Step Solution: 1. **Identify the Acids**: - The two acids in question are `ClCH₂CH₂OH` and `CH₃CH₂OH`. - When these acids donate a proton (H⁺), they form their respective conjugate bases: `ClCH₂CH₂O⁻` and `CH₃CH₂O⁻`. 2. **Conjugate Base Stability**: - The strength of an acid is determined by the stability of its conjugate base. The more stable the conjugate base, the stronger the acid. - For `ClCH₂CH₂OH`, the conjugate base is `ClCH₂CH₂O⁻`. - For `CH₃CH₂OH`, the conjugate base is `CH₃CH₂O⁻`. 3. **Effect of Substituents**: - In `ClCH₂CH₂O⁻`, the chlorine atom (Cl) is an electronegative atom and exerts a -I (inductive) effect. This means it pulls electron density away from the oxygen atom in the conjugate base, which stabilizes the negative charge on the oxygen. - In contrast, in `CH₃CH₂O⁻`, the methyl group (CH₃) has a +I (inductive) effect, which pushes electron density towards the oxygen atom, increasing the negative charge and making the conjugate base less stable. 4. **Comparison of Stability**: - The conjugate base `ClCH₂CH₂O⁻` is more stable because the -I effect of Cl reduces the negative charge on the oxygen atom, while `CH₃CH₂O⁻` is less stable due to the +I effect of the alkyl group, which increases the negative charge on the oxygen atom. 5. **Conclusion**: - Since `ClCH₂CH₂O⁻` is more stable than `CH₃CH₂O⁻`, it follows that `ClCH₂CH₂OH` is a stronger acid than `CH₃CH₂OH`. ### Final Answer: `ClCH₂CH₂OH` is a stronger acid than `CH₃CH₂OH` because the conjugate base `ClCH₂CH₂O⁻` is more stable due to the -I effect of chlorine, which stabilizes the negative charge on the oxygen atom, whereas the conjugate base `CH₃CH₂O⁻` is less stable due to the +I effect of the alkyl group.

To determine why `ClCH₂CH₂OH` (chlor ethanol) is a stronger acid than `CH₃CH₂OH` (ethanol), we need to analyze the stability of the conjugate bases formed when these compounds donate a proton (H⁺). ### Step-by-Step Solution: 1. **Identify the Acids**: - The two acids in question are `ClCH₂CH₂OH` and `CH₃CH₂OH`. - When these acids donate a proton (H⁺), they form their respective conjugate bases: `ClCH₂CH₂O⁻` and `CH₃CH₂O⁻`. ...
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DISHA PUBLICATION-ALCOHOLS, PHENOLS AND ETHERS-Exercise - 2 : Concept Applicator)
  1. Which of the following alcohols on dehydration with conc. H(2)SO(4) wi...

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  2. Dehydration of alcohol by conc. H(2)SO(4) takes place according to fol...

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  3. Product is

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  4. During the dehydration of alcohols to alkenes by heating with conc. H(...

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  5. B(mix)overset(conc.HI)underset(2) larr (CH(3))(3)C-O-CH(3) overset("an...

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  6. ClCH2CH(2)OH is stronger acid than CH(3)CH(2)OH because of :

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  7. CH(3)-CH=CH(2)overset((i)Hg(OA c)(2)//H(2)O)underset((ii)NaBH(4))rarr ...

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  8. What is product of the following sequence of reactions ? (CH(3))(2)C...

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  9. Identify the nature of product in the following reaction

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  10. Which electrophile is likely to be formed as an intermediate in the fo...

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  11. Phenol is

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  12. What is the structure of the major product when phenol is treated with...

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  13. The structure of the compound that gives a tribromo derivative on trea...

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  14. "Phenol "overset(NaNO(2)//H(2)SO(4))rarr B overset(H(2)O)rarr C overse...

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  15. The major product P in the following reaction is (CH(3))(3)COH+C(2)H...

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  16. An ether, (A) having molecular formula, C(6)H(14)O, when treated with ...

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  17. HBr reacts with H(2)C=CH-OCH(3) under anhydrous conditions at room tem...

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  18. CH(3)underset(CH(3))underset(|)(CH)-CH=CH(2)underset((ii)H(2)O(2)//OH)...

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  19. The reaction can be classified as:-

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  20. Which one is the most acidic compound?

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