Lecture 21 - Chemical bond

Lecture 21 - Chemical bond - Midterm Exam 2 Wed, Mar 2,...

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Midterm Exam 2 Wed, Mar 2, 2011 1:10 – 2:00 pm 198 Young (last name begins with “A” - “M”) 176 Everson (last name begins with “N” - “Z”) Exam covers Chapters 10.1 – 10.5, 11, and 12. Closed Book and Closed Notes No electronic devices except calculator Practice Midterm on course website At least one assigned homework problem will appear on the exam. Review session on Tue Mar 1 at 7 pm in Rm ?. Problem set 2 grades on website and returned after class.
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C O O O A B D C Ψ ( π 1 )= Ψ A (2p) + Ψ B (2p) + Ψ C (2p) + Ψ D (2p) 0 + + + + Ψ(π 2 ) = Ψ A (2p) + Ψ B (2p) + Ψ C (2p) - Ψ D (2p) 1 + + + - Wavefunction # of nodes MOs of π -electron Delocalization E n # nodes E 1 < E 2 < E 3 < E 4 Ψ(π 3 ) = Ψ A (2p) + Ψ B (2p) - Ψ C (2p) - Ψ D (2p) 2 + + - - Ψ(π 4 ) = Ψ A (2p) - Ψ B (2p) + Ψ C (2p) + Ψ D (2p) 3 + - + + n n n E H ψψ = ˆ π→π * λ = 190 nm A B C E D 2p y C 3 O 2p y π 1 π 2 π 3 π 4
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Delocalized π Electrons in Benzene benzene ++++++ +++--- ++0--0 -+0-+0 ++-++- +-+-+- ) 2 ( ) 2 ( ) 2 ( ) 2 ( ) 2 ( ) 2 ( ) ( 6 5 4 3 2 1 1 z C z C z C z C z C z C p p p p p p ψ ψπ + + + + + = ) 2 ( ) 2 ( ) 2 ( ) 2 ( ) 2 ( ) 2 ( ) ( 6 5 4 3 2 1 2 z C z C z C z C z C z C p p p p p p + + = 0 ) 2 ( ) 2 ( 0 ) 2 ( ) 2 ( ) ( 5 4 2 1 3 + + = z C z C z C z C p p p p ) 2 ( ) 2 ( ) 2 ( ) 2 ( ) 2 ( ) 2 ( *) ( 6 5 4 3 2 1 4 z C z C z C z C z C z C p p p p p p + + + = 0 ) 2 ( ) 2 ( 0 ) 2 ( ) 2 ( *) ( 5 4 2 1 5 + + + + = z C z C z C z C p p p p ) 2 ( ) 2 ( ) 2 ( ) 2 ( ) 2 ( ) 2 ( *) ( 6 5 4 3 2 1 6 z C z C z C z C z C z C p p p p p p + + = π * 6 π 1 π 3 π 2 π * 4 π * 5 ) ( ) ( ˆ r E r H ψψ = 2 2 2 8 mL h n E n α ) ( ) ( ˆ r E r H n n n = π→π * λ = 250 nm
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π - electron delocalization Peptide π -Bonding in Proteins Electrons in π 1 bonding orbital add double bond character to the peptide bond and explain hindered rotation around the C-N bond.
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Lecture 21 - Chemical bond - Midterm Exam 2 Wed, Mar 2,...

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