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Secondary orbital overlap favors the endo product formation.

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Presentation on theme: "Secondary orbital overlap favors the endo product formation."— Presentation transcript:

1 Secondary orbital overlap favors the endo product formation

2 O

3 Ultraviolet Excitation Only organic compounds with  electrons can produce UV spectra A UV spectrum is obtained if UV light is absorbed The amount of energy absorbed corresponds to the energy necessary to promote an electron from one orbital to another.

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5 Energy Gap Smaller for a Conjugated System

6 E = hv λ Energy gap decreases with conjugation Wavelength increases with conjugation

7 The max increases as the number of conjugated double bonds increases λ max (nm)

8 UV Spectroscopy Provides information about the nature of the conjugated system. -highly conjugated systems absorb lower energy radiation -therefore, conjugated systems absorb at a longer wavelength E = hv λ

9 Sunscreen oxybenzone- blocks UVB PABA The best sunscreens block: - UVB (315 and 220 nm)- which causes sunburn - UVA (380-315 nm)- damages skin without causing sunburn These conjugated dienes absorb high energy UV radiation and release the energy as low-energy waves.

10 Sunscreen SPF 10 = (10-1)/10 = 90% UVB blocked SPF 20 = (20-1)/20 = 95% UVB blocked SPF 30 = (30-1)/30 = 96.7% UVB blocked SPF 60 = (60-1)/60 = 98.3% UVB blocked

11 Visible Region of Electromagnetic Spectrum (400-800 nm)

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13 11 double bonds in conjugation, λ max = 455 nm

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15 Benzene A planar molecule Has six identical carbon–carbon bonds Each  electron is shared by all six carbons The  electrons are delocalized

16 Resonance Contributors and the Resonance Hybrid Resonance contributors are imaginary, but the resonance hybrid is real

17 Methampetamine (speed) aspirin Paxil ® Diflucan

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