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Problem: Oxalic acid (H2C2O4) is found in toxic concentrations in rhubarb leaves. The acid forms two ions, HC2O4− and C2O42−, by the sequential loss of H + ions. Draw Lewis structures for the three species, and comment on the relative lengths and strengths of their carbon-oxygen bonds. The connections among the atoms are shown below with single bonds only.

🤓 Based on our data, we think this question is relevant for Professor Finnegan's class at WSU.

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Oxalic acid


H2C2O4 (aq) + H2O (l) HC2O4- (aq)


HC2O4- (aq) + H2O (l) C2O42- (aq)


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Problem Details

Oxalic acid (H2C2O4) is found in toxic concentrations in rhubarb leaves. The acid forms two ions, HC2O4 and C2O42−, by the sequential loss of H + ions. Draw Lewis structures for the three species, and comment on the relative lengths and strengths of their carbon-oxygen bonds. The connections among the atoms are shown below with single bonds only.

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What scientific concept do you need to know in order to solve this problem?

Our tutors have indicated that to solve this problem you will need to apply the Bond Energy concept. If you need more Bond Energy practice, you can also practice Bond Energy practice problems.

What professor is this problem relevant for?

Based on our data, we think this problem is relevant for Professor Finnegan's class at WSU.

What textbook is this problem found in?

Our data indicates that this problem or a close variation was asked in Chemistry: The Molecular Nature of Matter and Change - Silberberg 8th Edition. You can also practice Chemistry: The Molecular Nature of Matter and Change - Silberberg 8th Edition practice problems.