2009 5 Carbonyl Chemistry Irrev Add - Chem 2204/2206/2208...

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Chem 2204/2206/2208 Wednesday Jan. 21 Completed Lecture 3 Acetals , Did Lecture 4 on Reversible Carbonyl Additions using Nitrogen and CN. . Friday Jan. 23 Lecture 5 on Irreversible Carbonyl Additions; Test topics TODAY!! ednesday, Jan28 ecture 6 on Aldol; Review 1 Wednesday, Jan28 Lecture 6 on Aldol; Review Friday Jan 30 Test 1 on Lectures 1- 6, 11:35 – 12.55 Test will be held in Theatre B. Sample test 1 and Answers posted on http://http-server.carleton.ca/~pbuist/
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Irreversible Carbonyl Reactions rignard addition (Nobel Prize ) 2 5 . Grignard addition (Nobel Prize ) 6 . Wittig Reaction (Nobel Prize) 7. Reduction (Alcohol synthesis) 8 . Oxidation (Breathalyzer test) Lecture 5 2009
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Assignment 1 (McMurry 6e) Topic Chapter Section Problems Preview p.672 - 681 II, III p. 674-676 Nomenclature 19.1 19.1, 19.2 Nucleophilic addition 19.4, 19.5 19.6 Hydration 19.6 19.7, 19.8 Acetal Formation 19.11 19.14,19.15,19.38 3 Imine/Enamine 19.9 19.10, 19.11 Cyanohydrins 19.7 19.9 Grignard Addition 19.8 17.10 Wittig 19.12 19.16, 19.49 Hydride Reduction 19.8 19.71 Oxidation 17.8,19.3
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Assignment 1 (McMurry 7e) Topic Chapter Section Problems Preview p.688 - 694 II, III p. 688-690 Nomenclature 19.1 19.1, 19.2 Nucleophilic addition 19.4, 19.5 19.6 Hydration 19.5 19.7, 19.8 Acetal Formation 19.10 19.14,19.15,19.39 4 Imine/Enamine 19.8 19.10, 19.11 Cyanohydrins 19.6 19.9 Grignard Addition 19.7 17.10 Wittig 19.11,19.12 19.16, 19.17, 19.51 Hydride Reduction 19.8,19.12 19.73 Oxidation 17.7,19.3
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Top 12 reactions of Aldehydes and Ketones 1. 1,1- halo hydrin formation 2. a) Hydration b) Acetal formation 3. a) Imine formation 8. a) O xidation with Jones Reagent (Aldehydes) b) Bayer-Villiger o xidation (Ketones) 5 b) En amine formation 4. Cya n ohydrin formation 5. Grignard Addition 6. Wittig Reaction 7. Reduction 9. Deuterium exchange 10. α - Halogen ation 11. α -alkylation 12. Ald ol formation
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Rxns 1- 7 are Nucleophilic Additions to Carbonyl R -C= O H : nu Halides ( Cl - ) 6 Oxygen (H 2 O , R O H) Nitrogen (1 ° , 2 ° , 3 ° amines ) Carbon (-C N, Grignard, Wittig) Hydrogen (hydride) (NaBH 4 , LiAlH 4 )
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5) Grignard Reaction 7 H O RMgBr Cl H O H R Cl Mg 2+ Br 1. 2.
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2009 5 Carbonyl Chemistry Irrev Add - Chem 2204/2206/2208...

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