Chem241a_Lecture_20 - Organic Chemistry 241a Prof. Bogdan...

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Or ganic Chemistry 241a Prof. Bogdan Olenyuk Contact Information Office: Old Chemistry 309 olenyuk@email.arizona.edu Phone: (520) 626-0754 Course web site: http://www.chem.arizona.edu/courseweb/074/CHEM241A1_2/FrameSet.html
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Chapters 7 & 8: Alkenes and Alkynes • Reactions of alkenes: – Osmylation – Ozonolysis – Permanganate oxidation – Cleavage of 1,2diols – Radical additions to alkenes: formation of polymers – Biological additions of radicals to alkenes • Alkynes: – Naming of alkynes – Electronic structure of alkynes – Reactions of alkynes: additions of HX and halogens Today we will cover: Reading Assignment: McMurry (the BOOK), Ch. 7.7-7.11, 8.1-8.3
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Osmium Tetroxide Catalyzed Formation of Diols Hydroxylation - converts to syn-diol • Osmium tetroxide, then sodium bisulfate • Via cyclic osmate di-ester
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Oxidaton of Alkenes:Cleavage to Carbonyl Compounds Ozone , O 3 , adds to alkenes to form molozonide • Reduce molozonide to obtain ketones and/or aldehydes
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Examples of Ozonolysis of Alkenes • Used in determination of structure of an unknown alkene
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Permangante Oxidation of Alkenes • Oxidizing reagents other than ozone also cleave alkenes • Potassium permanganate (KMnO 4 ) can produce carboxylic acids and carbon dioxide if H’s are present on C=C
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This note was uploaded on 08/23/2008 for the course CHEM 241A taught by Professor Olenyuk during the Fall '07 term at University of Arizona- Tucson.

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Chem241a_Lecture_20 - Organic Chemistry 241a Prof. Bogdan...

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