Consider the formate ion, HCO2-, which is the anion formed when formic acid loses an H+ ion. The H and the two O atoms are bonded to the central C atom. (c) Would you predict that the C—O bond lengths in the formate ion would be longer or shorter relative to those in CO2?
Ch.8 - Basic Concepts of Chemical Bonding
Brown14th EditionChemistry: The Central ScienceISBN: 9780134414232Non è quello che usi tu?Cambia libro di testo
Capitolo 8, Problema 55
Predict the ordering, from shortest to longest, of the bond lengths in CO, CO2, and CO32- .
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Identify the types of bonds in each molecule or ion. CO has a triple bond, CO2 has two double bonds between carbon and oxygen, and CO32- (carbonate ion) has resonance structures typically represented with one double bond and two single bonds between carbon and oxygen.
Recall that generally, triple bonds are shorter than double bonds, and double bonds are shorter than single bonds due to the increasing number of shared electrons pulling the bonded atoms closer together.
Consider the effect of resonance in CO32-. Resonance can cause the actual bond lengths to be an average of the different forms, potentially making the bonds in CO32- shorter than a typical single bond but not as short as a double bond.
Compare the bond types and the effects of resonance to predict the relative bond lengths. Since CO has a triple bond, it should have the shortest bond length. CO2 with double bonds should have a longer bond length than CO but shorter than CO32-.
Order the molecules and ion from shortest to longest bond length based on the analysis: CO (shortest), CO2, CO32- (longest).

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Bond Length
Bond length is the distance between the nuclei of two bonded atoms. It is influenced by the type of bond (single, double, or triple) and the size of the atoms involved. Generally, shorter bonds correspond to stronger interactions between atoms, while longer bonds indicate weaker interactions.
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Average Bond Order
Bond Order
Bond order refers to the number of chemical bonds between a pair of atoms. It is calculated as the difference between the number of bonding and antibonding electrons divided by two. Higher bond orders typically result in shorter bond lengths due to increased electron density between the nuclei, leading to stronger attractions.
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Average Bond Order
Resonance Structures
Resonance structures are different ways of drawing the same molecule that illustrate the delocalization of electrons. In molecules like CO3^2-, resonance indicates that the actual bond lengths are an average of the different structures. This delocalization can affect bond lengths, making them longer than expected for a single bond but shorter than for a double bond.
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Resonance Structures
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Consider the formate ion, HCO2-, which is the anion formed when formic acid loses an H+ ion. The H and the two O atoms are bonded to the central C atom. (b) Are resonance structures needed to describe the structure?
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