chap10 - Chap 10 Alcohols H RCO H H primary R RCO H R H RCO...

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1 Chap 10 Alcohols *Indy cars use methanol - less flammable water dilutes the fire but need good seals. 1. Formation of oxy anions. a) R-OH + Na R-O - Na+ + 1/2 H 2(g) (CH 3 ) 3 C-OH + K (CH 3 ) 3 C-O - K+ + 1/2 H 2(g) used for tertiary alcohols to slow. b) Phenols-slightly acidic. c) Alcohols- pKa (CH 3 ) 2 CH-OH16.5 (CH 3 ) 3 C-OH 18.0 alkyl groups inhibit solvation 2. Grignard reagent Et-O-Et R-X + Mg R-Mg-X electronegativity Mg 1.3, C 2.5, Al 1.6 R C H H O H primary R C H R O H secondary R C R R O H tertiary O H + Base NaOH O - + HOH + Na +
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2 Reactivity R-I > R-Br > R-Cl > > R-F make grignard CH 3 CH 3 Br + Mg CH 3 CH 3 MgBr A. Grignard rxn to carbonyl. aldehyde ketone B) organo lithium reagent R-X + 2Li LiX + R-Li acts as R: - X = Cl, Br, I Pratice Ex. R M g X + R ' H O ehter O - R H R ' H 3 O + O H R H R ' 2 alcohol R M g X + R ' R ' ' O ehter O - R R ' R ' ' H 3 O + O H R R ' R ' ' 3 alcohol H 2 C CH-Cl + 2Li H 2 C CH-Li
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3 Synthesize the following. a) b) Use a Grignard reagent to make 3. Grignard to Acid Chlorides, esters.
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This note was uploaded on 09/02/2011 for the course CHEM 12a taught by Professor Harrison during the Spring '11 term at West Valley.

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chap10 - Chap 10 Alcohols H RCO H H primary R RCO H R H RCO...

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