Use your knowledge of Lewis structure and valence bond theory to predict the characteristics of acetonitrile (NCCH3) and its isomer methyl isocyanide (CNCH3). a. Determine the best Lewis structure for acetonitrile. Include the formal charge on each carbon and nitrogen atom. b. Using valence bond theory, determine the hybridization on the nitrogen atom in acetonitrile and state the number of pi and sigma bonds in the nitrogen-carbon bond. c. Determine the best Lewis structure for methyl isocyanide. Include the formal charge on each carbon and nitrogen atom. d. Using valence bond theory, determine the hybridization on each carbon atom in methyl isocyanide and state the hybrid orbitals in which you would expect to find nonbonding electrons. e. Based on the Lewis structures which molecule would you expect to be more reactive: acetonitrile or methyl isocyanide? Briefly explain your answer.

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter3: Electron Orbitals
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Problem 4E: Consider the incomplete orbital representation of O2 , below right. a. Identify which lobes are...
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Use your knowledge of Lewis structure and valence bond theory to predict the
characteristics of acetonitrile (NCCH3) and its isomer methyl isocyanide (CNCH3).
a. Determine the best Lewis structure for acetonitrile. Include the formal charge on each
carbon and nitrogen atom.
b. Using valence bond theory, determine the hybridization on the nitrogen atom in
acetonitrile and state the number of pi and sigma bonds in the nitrogen-carbon bond.
c. Determine the best Lewis structure for methyl isocyanide. Include the formal charge on
each carbon and nitrogen atom.
d. Using valence bond theory, determine the hybridization on each carbon atom in methyl
isocyanide and state the hybrid orbitals in which you would expect to find nonbonding
electrons.
e. Based on the Lewis structures which molecule would you expect to be more reactive:
acetonitrile or methyl isocyanide? Briefly explain your answer.
Transcribed Image Text:Use your knowledge of Lewis structure and valence bond theory to predict the characteristics of acetonitrile (NCCH3) and its isomer methyl isocyanide (CNCH3). a. Determine the best Lewis structure for acetonitrile. Include the formal charge on each carbon and nitrogen atom. b. Using valence bond theory, determine the hybridization on the nitrogen atom in acetonitrile and state the number of pi and sigma bonds in the nitrogen-carbon bond. c. Determine the best Lewis structure for methyl isocyanide. Include the formal charge on each carbon and nitrogen atom. d. Using valence bond theory, determine the hybridization on each carbon atom in methyl isocyanide and state the hybrid orbitals in which you would expect to find nonbonding electrons. e. Based on the Lewis structures which molecule would you expect to be more reactive: acetonitrile or methyl isocyanide? Briefly explain your answer.
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