Chapters_17_19_Reactions

Chapters_17_19_Reactions - Chem 358 Prelim 2 Review...

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Chem 358 – Prelim 2 Review Reactions (Chapters 17-19). List from Chapter 20 will be provided on Friday, 3/9/07. Reactions Previously Encountered – No Detailed Mechanisms for Prelim 2 CrO 3 (pyridine) 2 Collins Reagent Na 2 Cr 2 O 7 aq. H 2 SO 4 R OH R R O R R OH Na 2 Cr 2 O 7 aq. H 2 SO 4 R O H Na 2 Cr 2 O 7 aq. H 2 SO 4 R OH O R OH R O H CH 2 Cl 2 R Cl O + 1. AlCl 3 2. H 3 O + R O R' H R' CH 2 O H 1. R 2 B—H 2. H 2 O 2 /HO - 1. O 3 , CH 2 Cl 2 2. Zn/H 3 O + HO OH R R' H 5 IO 6 O O R R' H R' + R' H R OH HBr R Br R OH PBr 3 R Br R R R H O CH 3 HgSO 4 , H 2 O H 2 SO 4 R O O + O H 2 C CH 2 R—MgBr + H 3 O + R—CH 2C H 2 OH R—MgBr R—H H 3 O +
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Further Methods for the Preparation of Ketones and Aldehydes – No Detailed Mechanisms Cl O 1. (CH 3 ) 2 CHCH 2 ] 2 AlH DIBAH 2. H 3 O + H O Cl O H 2 /Pd/BaSO 4 Ethyl acetate Rosenmund Reduction H O Cl O R O R 2 CuLi RBr + Li RLi CuCl R 2 CuLi PCC R OH R O H CH 2 Cl 2 N H CrO 3 Cl - PCC:
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Chapter 17 –Allylic and Benzylic Reactivity Know factors affecting stability and reactivity of allylic and benzylic radicals and anions. Resonance
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