CHEM 2070 Fall 2013 HW #11 Answers - Chem2070 Homework#11...

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General Chemistry
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Chapter 8 / Exercise 8.46
General Chemistry
Ebbing/Gammon
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Chem2070 Fall 2013 Homework #11 Answers 1
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General Chemistry
The document you are viewing contains questions related to this textbook.
Chapter 8 / Exercise 8.46
General Chemistry
Ebbing/Gammon
Expert Verified
1. The molecule allene, C 3 H 4 , is composed of three C atoms in a chain with 2 H’s each attached to the two C atoms at the end of the chain. (a) Draw a plausible structural formula, including multiple bonds where appropriate. (b) Count the number of σ and π bonds found in your proposed structure. There are 6 σ bonds and 2 π bonds in the structure. 2
(c) Assign hybridization schemes to the 3 carbon atoms.
(d) Is your molecule planar? Explain your answer.
2. In which of the following ions/molecules would you expect delocalized molecular or- bitals ?
3. Consider the allyl cation, C 3 H + 5 whose σ -bond skeleton is shown below. Sketch the Lewis dot structure(s) you would expect to describe this cation, and use MO theory to describe the π -bonding network. (It won’t be possible to satisfy the octet rule for this cation.) What bond order would you assign to the two C-C bonds to create a cation which satisfies the octet rule. What bond order would you assign to the two C-C bonds?
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At right we show the π -bonding orbitals; lowest energy MO’s at the bottom. The bottom orbital is a bonding π orbital; it is occupied in the allyl cation. Ψ 2 is nonbonding; it corresponds to electron density only on the termal CH 2 groups. It is empty in this cation; as is the antibonding MO Ψ 3 .

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