CHEM 353 Study Guide - Quiz Guide: Wittig Reaction, Retrosynthetic Analysis, Group 2 Organometallic Chemistry
2 Aug 2014
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Previous material: (cid:120) synthesis of aldehydes & ketones from alkenes, alkynes, arenes & alcohols. Introduce acetals and their use as protecting groups (for aldehydes and ketones) for synthesis (16. 9) Draw the four generic types of reaction that a nucleophile can do with a carbonyl-containing functional group. Preparation of organolithium compounds: (cid:120) prepared by reaction of alkyl halides with lithium (ch3)3ccl + 2li. Preparation of organomagnesium compounds: grignard reagents: (cid:120) grignard reagents are prepared by reaction of alkyl halides with magnesium (cid:120) diethyl ether is most often used solvent, tetrahydrofuran is also used. Mgbr (95%) (cid:120) forbidden groups: certain functional groups cannot be present in the reaction: anything with an acidic proton: -oh, -sh, or -nh group. Organolithium and organomagnesium compounds as br nsted bases: (cid:120) grignard reagents and organolithium reagents are strong bases. + ch3omgbr (cid:120) acetylenic grignard reagents are prepared by an acid-base reaction.
