Chem 112B-Spring 2007-Midterm 1 Review

Chem 112B-Spring 2007-Midterm 1 Review - CHEM 112B Scholars...

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CHEM 112B Scholars Exam #1 Review Feb. 2007 (originally created by Jacob Hooker) The Carbonyl (our “new” favorite functional group) O O Electrophilic Nucleophilic (but we haven’t seen reactions as a nucleophile yet) SO. .. just consider it Basic O δ + δ - R R C O π -bond sp 2 hybridization σ -bond p-orbital Think about bond angles! No S N 2 at sp 2 carbons!!! Carbonyls are great! How do I get my hands on one? Syntheses of Carbonyls (just to name a few) 1- Oxidation of Alcohols 2- Ozonolysis of alkenes 3- Hydration of alkynes R' R R'' H O 3 Me 2 S O R' R O H R'' + OH R CrO 3 , H + O R HO R OH R CrO 3 , H + R O R C C H 2 O, H + , Hg 2+ C O C H 2 Q: How does that work? A: It goes through the enol tautomer. Think about some other ways to get carbonyls! Carbonyls: General Reactivity as ELECTROPHILES O O O OH H Carbonyls can be activated for nucleophilic addition! Protonation is a good way. Q: Can you think of any other ways? R
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Chem 112B-Spring 2007-Midterm 1 Review - CHEM 112B Scholars...

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