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Chapter 17: Q.16. (page 641)

Question: Rank the following compounds in the order of increasing acidity.

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01

Conjugate Acid

A conjugate acid-base pair in which the two substances differ only by the presence of a proton is known as acids and bases according to the Lowry-Bronsted concept.

By adding a proton to a base, a conjugate acid is formed, and by the removal of a proton from an acid, a conjugate base is formed.

02

Conjugate acid-base relationship

The strength of an acid or base and the strength of its conjugate base or conjugate acid are interrelated. The relation is that as the acid strength increases, the conjugate base becomes weaker. The acid is weaker, the strength of the conjugate base is strong.

03

Ranking the compound in the increasing order of acidity

The compounds with the most stable conjugate base are the most acidic.

  • For the first one, there is no delocalization due to resonance; so, it has the most unstable base and, hence, least acidic acid.
  • For the second one, there are two resonance structures; so, the acid has an intermediate acidity.
  • For the third one, an aromatic conjugate base that is most stable is present; so, the acid will be most acidic.

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Most popular questions from this chapter

Question: You have a sample of a compound of molecular formula C11H15NO2, which has a benzene ring substituted by two groups, (CH3)2N-and -CO2CH2CH3 , and exhibits the given C13 NMR. What disubstituted benzene isomer corresponds to these C13 data?

Question: Which heterocycles are aromatic?

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Give the IUPAC name for each compound.

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Question: Thymol (molecular formula C10H14O) is the major component of the oil of thyme. Thymol shows IR absorptions at 3500鈥�3200, 3150鈥�2850, 1621, and 1585 localid="1648806094089" cm-1. The H1NMR spectrum of thymol is given below. Propose a possible structure for thymol.

What orbitals are used to form the labeled C-Cbonds in the following molecule? Of the labeled bonds, which is the shortest?
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