Ch_11_rxn_summary

Ch_11_rxn_summary - CHEM 3053 Chapter 11 Reaction...

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CHEM 3053 - Chapter 11 Reaction Summary (Did not cover oxymercuration-demercuration, 11.11C, 11,11E, 11.14A, or 11.16) Know nomenclature of simple alcohols and ethers I. Review: Synthesis of alcohols/ethers from alkenes a. Hydration and Related reactions Mechanism has three steps Goes through carbocation intermediate Carbocation rearrangements are possible Follows Markovnikov’s Rule Planar carbocation intermediate - Syn and Anti Addition occur Racemic mixture b. Hydroboration-oxidation (Addition of H 2 O) Hydroboration has one-step mechanism No rearrangements possible OH goes to les substituted C (anti-Markovnikov) Formally syn addition of H 2 O II. Protonated Alcohols and Ethers as Leaving Groups (1°, 2°, or 3° alcohols) III. Alkyl Halides from Alcohols (1°, 2°, or 3° alcohols) a. Reaction of HX with Alcohols Order of Reactivity: 1° < 2°< 3° alcohols R CH 2 H-OH H 2 SO 4 R CH 2 HO H R CH 2 H-OR' H 2 SO 4 R CH 2 OR' H R CH 2 H CH 2 R OH 1) BH 3 or 9-BBN 2) H 2 O 2 , -OH R O R HA R O R H + A -
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This note was uploaded on 12/22/2011 for the course CHEM 3053 taught by Professor Laurashirtcliff during the Fall '11 term at Oklahoma State.

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Ch_11_rxn_summary - CHEM 3053 Chapter 11 Reaction...

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