Chem241a_Lecture_19

Chem241a_Lecture_19 - Organic Chemistry 241a Prof Bogdan...

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Or ganic Chemistry 241a Prof. Bogdan Olenyuk Contact Information Office: Old Chemistry 309 [email protected] Phone: (520) 626-0754 Course web site: http://www.chem.arizona.edu/courseweb/074/CHEM241A1_2/FrameSet.html
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Chapter 7: Alkenes • Reactions of alkenes: – Hydroboration – oxidation – Catalytic hydrogenation – Addition of carbenes – Osmylation – Ozonolysis – Permanganate oxidation – Cleavage of 1,2diols Today we will cover: Reading Assignment: McMurry (the BOOK), Ch. 7.1-7.10
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• Addition of H-BH 2 (from BH 3 -THF complex) to three alkenes gives a trialkylborane • Oxidation with alkaline hydrogen peroxide in water produces the alcohol derived from the alkene Hydroboration-Oxidation Forms an Alcohol from an Alkene
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Orientation in Hydration via Hydroboration • Regiochemistry is opposite to Markovnikov orientation – OH is added to carbon with most H’s • H and OH add with syn stereochemistry , to the same face of the alkene (opposite of anti addition)
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Chem241a_Lecture_19 - Organic Chemistry 241a Prof Bogdan...

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