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Arrange acididy of given compounds in de...

Arrange acididy of given compounds in decreasing order
(I). `CH_(3)-N-CH_(2)-OH`
(II). `CH_(3)-NH-CH_(2)-CH_(2)-CH_(2)-OH`
(III). `(CH_(3))_(3)overset(o+)(N)-CH_(2)-CH_(2)-OH`

A

IIIgtIgtII

B

IIIgtIIgtI

C

IgtIIgtIII

D

IIgtIgtIII

Text Solution

AI Generated Solution

The correct Answer is:
To arrange the acidity of the given compounds in decreasing order, we need to evaluate the stability of the conjugate bases formed when each compound loses a proton (H⁺). The more stable the conjugate base, the stronger the acid. ### Step-by-Step Solution: 1. **Identify the Compounds**: - (I) `CH₃-N-CH₂-OH` - (II) `CH₃-NH-CH₂-CH₂-CH₂-OH` - (III) `(CH₃)₃N⁺-CH₂-CH₂-OH` 2. **Determine the Conjugate Bases**: - For (I): The conjugate base is `CH₃-N-CH₂-O⁻`. - For (II): The conjugate base is `CH₃-NH-CH₂-CH₂-CH₂-O⁻`. - For (III): The conjugate base is `(CH₃)₃N⁺-CH₂-CH₂-O⁻`. 3. **Analyze the Stability of the Conjugate Bases**: - The stability of the conjugate base is influenced by the presence of electron-donating or electron-withdrawing groups. - In (I) and (II), the nitrogen atom is positively charged, which can stabilize the negative charge on the oxygen when the proton is lost. - In (III), the presence of three methyl groups (alkyl groups) around the nitrogen increases the electron density, which can destabilize the negative charge on the oxygen. 4. **Compare the Compounds**: - **Compound (III)** has the most stable conjugate base because the positive charge on nitrogen helps stabilize the negative charge on oxygen. - **Compound (I)** has fewer alkyl groups compared to (II), making its conjugate base more stable than that of (II). - **Compound (II)** has the least stability due to the increased number of alkyl groups, which donate electrons and destabilize the negative charge on oxygen. 5. **Arranging in Decreasing Order of Acidity**: - The order of acidity based on the stability of the conjugate bases is: - (III) > (I) > (II) ### Final Answer: The decreasing order of acidity is: **(III) > (I) > (II)**

To arrange the acidity of the given compounds in decreasing order, we need to evaluate the stability of the conjugate bases formed when each compound loses a proton (H⁺). The more stable the conjugate base, the stronger the acid. ### Step-by-Step Solution: 1. **Identify the Compounds**: - (I) `CH₃-N-CH₂-OH` - (II) `CH₃-NH-CH₂-CH₂-CH₂-OH` - (III) `(CH₃)₃N⁺-CH₂-CH₂-OH` ...
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BANSAL-GENERAL ORGANIC CHEMISTRY-Exercise 1
  1. Select the least acidic compound.

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  2. Select the most acidic compound

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  3. Arrange acididy of given compounds in decreasing order (I). CH(3)-N-...

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  4. Hyperconjugation is best decribe as:

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  5. Select the correct statement (i). Delocalisation of sigma-electron i...

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  6. Which of the following compound is non aromatic:

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  7. underset((I))(CH(2)=CH-CH=CH-CH(3)) is more stable than underset((II))...

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  8. Which of the following is not a valid resonating of the other three?

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  9. In which of the following molecules pi-electron density in ring is max...

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  10. In which of the following molecules pi-electron density in ring is min...

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  11. Which of the following has longest C-O bond

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  12. Select the least stble resonating structure in each of the following s...

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  13. Select the most stable intermediate

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  14. Write correct order regarding stability of intermediates (I). CH(2)=...

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  15. Rate of abstraction of iodine by Ag^(o+) is

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  16. Which of the following alkene is most stable alkene.

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  17. Which of the following is lowest pKa value?

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  18. Which of the following will give effervesce of CO(2) with NaHCO(3)

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  19. Select the one which does not results in the formation of aromatic spe...

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  20. Correct order of stability of these carbocatios is:

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