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OAT Orgo

Chapter 7 - Alcohols and Ethers

Alcohols have general formula R-OH; high bp cuz of H bonding
Chem is FON (fun) F, O, and N do Hydrogen bonding
Acids have high Ka's but small pKa's
How to increase acidity resonance, electron withdrawing groups
How to decrease acidity electron donating groups
Reduction from carboxylic acid to aldehyde to primary alcohol or from ketone to secondary alcohol
Oxidation 1. from primary alcohol to aldehyde to carboxylic acid (more bonds to O means more oxidized) 2. secondary alcohol to ketone
OH is a terrible leaving group and must be protonated to form water to go through SN1 rxn
alcohols can be converted to tosylate group which makes it go thru SN2 rxn
Oxidation of OH's usually includes a form of chromium (chromium with lots of O2 means oxidation)
Sodium/Potassium dichromate salt oxidizes primary OH to COOH
Jones Reagent CrO3, sulfuric acid, acetone--primary OH to COOH or secondary OH to ketone
Ether compound with two alkyl groups bonded to an O2 atom; ROR
Ether properties low bp cause no H bonding; slightly polar, slightly water soluble
Williamson ether synthesis synthesis of ethers by alkoxides displacing halides via SN2
MCPBA leads to oxirane (epoxide)
Peroxides highly explosive compounds ROOR
Key Ether Rxn 1. epoxide formation 2. SN1, most substituted and SN2, least sub; Williamson ether synthesis
Created by: JaeBae4444