Chem140A - Chapter 8 (Reaction CHART)

Chem140A - Chapter 8 (Reaction CHART) - (CH 3 CH 2 2 O H 2...

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OXIDATION OXIDATION OXIDATION OXIDATION OXIDATION OXIDATION OXIDATION REDUCTION REDUCTION REDUCTION REDUCTION REDUCTION REDUCTION REDUCTION CHAPTER 8: REACTION CHART Chromium Reagents Chromium Reagents Chromium Reagents ( PCC) 1 alcohol 2 alcohol 3 alcohol formaldehydes aldehydes ketone carboxylic acid Hyride Reagents Gringard Reagents Hydride Reagents Gringard Reagents Hyride Reagents (REDUCTION) 1. NaBH 4 a. Solvent : CH 3 CH 2 OH 2. LiAlH 4 a. Solvent : (CH 3 CH 2 ) 2 O, H 2 O (“ work up ”) Chromium Reagents (OXIDATION) 1. Na 2 Cr 2 O 7
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2. K 2 Cr 2 O 7 Aqueous acids, H 2 O 3. CrO 3 4. Cr 2 O 7 -2 5. PCC - Pyridinium Chlorochromate a. Solvent : CH 2 Cl 2 * Primary alcohol + acid carboxylic acid Organometallic Reagents (REDUCTION) 1. R---Li a. Solvent
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Unformatted text preview: : (CH 3 CH 2 ) 2 O, H 2 O (“work up”) 2. R---Mg---X (Grignard Reagent) a. Solvent : THF, H 2 O (“ work up ”) Nancy Nguyen • alcohol + strong BASE ( LDA / alkali metal hyride / butyllithium ) alkoxide • 1 ⁰ alcohol + strong ACID/good nucleophile ( H-Br / H-I ) alkyloxonium ion SN2 haloalkanes + H 2 O • 2 & ⁰ 3 ⁰ alcohol + strong ACID/ good nucleophile ( H-Br / H-I / H-Cl ) alkyloxonium ion SN2 haloalkanes + H 2 O • 2 & ⁰ 3 ⁰ alcohol + strong ACID/ weak nucleophile ( H 2 SO 4 / H 3 PO 4 / H-Cl ) alkyloxonium ion SN1 carbocation → alkene + H 2 O •...
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This note was uploaded on 10/18/2009 for the course CHEM 140A taught by Professor Whiteshell during the Spring '04 term at UCSD.

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Chem140A - Chapter 8 (Reaction CHART) - (CH 3 CH 2 2 O H 2...

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