6.3-6.4 - Resonance Structures Revisited H H C C H C H C C...

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1 C C C C C C H H H H H H C C C C C C H H H H H H Resonance Structures Revisited Section 6.3 Benzene Equivalent Resonance Structures 6 C’s with FC=0 6 H’s with FC=0 6 C’s with FC=0 6 H’s with FC=0 C C C C C C H H H H H H 9 bonds 6 regions = 1.5 Section 6.3 BO = = C C C C C C H H H H H H Resonance Structures Revisited Bond Order Section 5.5 Within a series of bonds between the same atoms, the higher the bond order, the shorter the bond, the stronger the bond, the higher the bond energy C BO: 1 C 2 H 6 H C H H H H H C-C bond: 1.54A Bond Energy: 347 kJ/mol 2 C 2 H 4 C H C H H H 1.33A 612 kJ/mol 1.5 ?A ? kJ/mol C C C C C C H H H H H H C C C C C C H O H H H C C C C C C H C H O H H R H H C H O C C H H H H O O C C C H H H PEA A B C D What is the bond order of each labeled bond? Rank them from shortest to longest. Section 6.3 3/2 or 1.5 3/2 or 1.5 1 ~2 D < B=A < C Sigma and Pi Bonds Sigma( ) bonds: electron density between atoms Covalent Bonds are the result of two or more atoms sharing e-s. The space the e-s occupy in covalent bonds is defined by the addition of the atomic orbitals.
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This note was uploaded on 03/30/2010 for the course CH 101 taught by Professor Bigham during the Fall '08 term at N.C. State.

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6.3-6.4 - Resonance Structures Revisited H H C C H C H C C...

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