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Wize University Chemistry Textbook > Lewis Structures & Resonance Structures

Lewis and Resonance Structures of Organic Compounds

Lewis Structures of Acids and SaltsPrevious Section
Filling in a Skeletal StructureNext Section
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Lewis Structures of Organic Compounds

  • Organic compounds contain carbon as their main component. In Lewis structures, carbon will always be the central atoms.

Ex) CH3CH2CN










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  • Resonance structures are very important in organic chemistry and it is vital that you are able to find resonance structures using line bond form.
  • Remember that resonance structures result from the movement of electrons (NOT ATOMS) from lone pairs and pi bonds (double and triple bonds).
  • Hint: Resonance cannot happen through a carbon with only single lines to it

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Benzene Derivatives - Example Problem

Ex) Draw the correct Lewis structure of CH3C6H5 (benzene derivative). Draw all resonance structures.


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Organic Compounds - Example Problem
Ex) Draw the correct Lewis structure of NH2CH2CH2CO2-. Draw all resonance structures.


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Draw all reasonable resonance structures for the following compounds.

c)

d)

Right is better because negative on oxygen (most electronegative element)


Which of the following are resonance structures?


A. i only
B. ii only
C. iii only
D. ii & iii only
E. All of the above
Extra Practice
Lewis Structures
The Lewis structure of a simple organic fragment is shown below:
What is the maximum number of atoms that can lie in the same plane?
Lewis Structure: Resonance
Of the Lewis structures below, which is the “Best” Lewis Structure for a 32 electron polyatomic ion that contains one carbon atom, three oxygen atoms, three hydrogen atoms and one sulfur atom?
Lewis Structures: Resonance
Which figure shows correct arrow pushing for the equivalent resonance structures of ozone?
Lewis Structures
The Lewis structure of a simple organic fragment is shown below:
What is the maximum number of atoms that can lie in the same plane?
Lewis Structures: Testosterone resonance structures
Testosterone, an anabolic steroid, is the principle male sex hormone and is found in humans and other vertebrates. Testosterone is present in both males and females however the concentration is much higher (7-8 times) in males. The skeletal structure of testosterone is shown below. Complete the Lewis Structure and answer the following questions.
How many reasonable resonance structures does testosterone have?
Lewis Sructures: Resonance
Which of the following are resonance structures?
A. i only
B. ii only