Ch_322b_16.11 - Chapter 16.11 lecture note

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Organometallic Additions The addition of organometallic reagents, R-M, to aldehydes and ketones for synthesizing alcohols was discussed earlier. Because of the generality and importance of this methodology, these reactions are reviewed in some detail below. !" ! + General Reactivity of Organometallics The polarization of the carbon-metal bond leads to carbanion or carbanion-like character at the carbon center, and the observed mode of addition: C :O: = ! + !" + R-M !"! + C R :O: : - M + Generally, the more ionic the carbon-metal bond, the more reactive the organometallic reagent. The ionic character increases in the order: Because all of these reagents are strong bases, water and other protic materials must be excluded. R-MgX < R-Li < R-Na most ionic most reactive
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The Grignard Reagent: A Review This reagent is prepared from either alkyl or aryl halides (X = Cl, Br, I) in ether solvents. Anhydrous ethyl ether is often used to prepare Grignard reagents from alkyl chlorides, bromides and iodides, and
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This note was uploaded on 10/20/2009 for the course CHEM 322BL at USC.

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Ch_322b_16.11 - Chapter 16.11 lecture note

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