Lect28_1031 - 15. Oxidation of Alkenes: Syn...

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Ch. 8 - 1 15. Oxidation of Alkenes: Syn 1,2-Dihydroxylation Overall: addition of 2 OH groups across a C=C bond Reagents: dilute KMnO 4 / OH / H 2 O / cold or OsO 4 , pyridine then NaHSO 3 , H 2 O
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Ch. 8 - 2 Comparison of the two reagents KMnO 4 : usually lower yield and possibly side products due to over- oxidation OsO 4 : usually much higher yield but OsO 4 is extremely toxic (oxidative cleavage of C=C)
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Ch. 8 - 3 16. 16. Oxidative Oxidative Cleavage with Ozone Cleavage with Ozone
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Ch. 8 - 4 17. Electrophilic Addition of Bromine & Chlorine to Alkynes 2 2 2 Same addition as to Alkenes
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Ch. 8 - 5 18. Addition of Hydrogen Halides to Alkynes 3 3 3
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Ch. 8 - 6 Anti-Markovnikov addition of hydrogen bromide to alkynes occurs when peroxides are present in the reaction mixture Free Radical Mechanism Chapter 10
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Ch. 8 - 7 19. Oxidative Cleavage of Alkynes 2 4 3 + 2 Example OR
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Ch. 7 - 8 20. 20. Retrosynthetic Retrosynthetic Analysis Analysis
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Ch. 7 - 9 When doing retrosynthetic analysis, it is necessary to generate as many possible
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This note was uploaded on 02/20/2012 for the course CHEM 333 taught by Professor Lavigne during the Fall '09 term at South Carolina.

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Lect28_1031 - 15. Oxidation of Alkenes: Syn...

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