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In terms of the bonds present, explain why acetic acid, \(C{H_3}C{O_2}H\), contains two distinct types of carbon-oxygen bonds, whereas the acetate ion, formed by loss of a hydrogen ion from acetic acid, only contains one type of carbon-oxygen bond. The skeleton structures of these species are shown:

Short Answer

Expert verified

Acetic acid, \(C{H_3}C{O_2}H\), contains two distinct types of carbon-oxygen bonds, whereas the acetate ion, only contains one type of carbon-oxygen bond as there is resonance happening in acetate ion.

Step by step solution

01

Concept Introduction

Chemical bonding is a formation of chemical compound by initiating a chemical link between two or more atoms, molecules, or ions. The atoms in the consequent molecule are retained together by chemical bonds.

02

Bonds in Acetic Acid and Acetate Ion

The acetic acid molecule contains a\({\rm{C - O}}\)double bond and a\({\rm{C - O}}\)single bond.

There is resonance happening in case of acetate ion and it is described by two resonance structures that average the two\({\rm{C - O}}\)bonds.

So, it is because of resonance that acetate ion contains only one type of carbon-oxygen bond (average of two\({\rm{C - O}}\)bonds).

Therefore, both the acetate compounds contain different number of bonds due to resonance.

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Most popular questions from this chapter

Identify the atoms that correspond to each of the following electron configurations. Then, write the Lewis symbol for the common ion formed from each atom: (a)\({\text{1}}{{\text{s}}^{\text{2}}}{\text{2}}{{\text{s}}^{\text{2}}}{\text{2}}{{\text{p}}^{\text{5}}}\)(b)\({\text{1}}{{\text{s}}^{\text{2}}}{\text{2}}{{\text{s}}^{\text{2}}}{\text{2}}{{\text{p}}^{\text{6}}}{\text{3}}{{\text{s}}^{\text{2}}}\)(c)\({\text{1}}{{\text{s}}^{\text{2}}}{\text{2}}{{\text{s}}^{\text{2}}}{\text{2}}{{\text{p}}^{\text{6}}}{\text{3}}{{\text{s}}^{\text{2}}}{\text{3}}{{\text{p}}^{\text{6}}}{\text{4}}{{\text{s}}^{\text{2}}}{\text{3}}{{\text{d}}^{{\text{10}}}}\)(d)\({\text{1}}{{\text{s}}^{\text{2}}}{\text{2}}{{\text{s}}^{\text{2}}}{\text{2}}{{\text{p}}^{\text{6}}}{\text{3}}{{\text{s}}^{\text{2}}}{\text{3}}{{\text{p}}^{\text{6}}}{\text{4}}{{\text{s}}^{\text{2}}}{\text{3}}{{\text{d}}^{{\text{10}}}}{\text{4}}{{\text{p}}^{\text{4}}}\)(e)\({\text{1}}{{\text{s}}^{\text{2}}}{\text{2}}{{\text{s}}^{\text{2}}}{\text{2}}{{\text{p}}^{\text{6}}}{\text{3}}{{\text{s}}^{\text{2}}}{\text{3}}{{\text{p}}^{\text{6}}}{\text{4}}{{\text{s}}^{\text{2}}}{\text{3}}{{\text{d}}^{{\text{10}}}}{\text{4}}{{\text{p}}^{\text{1}}}\).

Which of the following molecules have dipole moments?

  1. \({\rm{C}}{{\rm{S}}_{\rm{2}}}\)
  2. \({\rm{Se}}{{\rm{S}}_{\rm{2}}}\)
  3. \({\rm{CC}}{{\rm{l}}_{\rm{2}}}{\rm{\;}}{{\rm{F}}_{\rm{2}}}\)
  4. \({\rm{PC}}{{\rm{l}}_{\rm{3}}}{\rm{(P is the central atom)}}\)
  5. \({\rm{ClNO (N is the central atom)}}\)

How are single, double, and triple bonds similar? How do they differ?

Calculate the formal charge of chlorine in the molecules \({\rm{C}}{{\rm{l}}_{\rm{2}}}\), \({\rm{BeC}}{{\rm{l}}_{\rm{2}}}\), and \({\rm{Cl}}{{\rm{F}}_{\rm{5}}}\).

Question: Using the standard enthalpy of formation data in Appendix G, determine which bond is stronger: the \({\rm{P - Cl}}\) bond in \({\rm{PC}}{{\rm{l}}_{\rm{3}}}{\rm{(g)}}\) or in \({\rm{PC}}{{\rm{l}}_{\rm{5}}}{\rm{(g)}}\)?

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