CHM136H1 Chapter Notes - Chapter 17: Dichloromethane, Phenazopyridine, Periodinane

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20 Sep 2013
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CHM136H1 Full Course Notes
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Interact by: dipole-dipole interactions, hydrogen bonding allows for higher boiling point. In strong acids, alcohols can act as bases: reversibly protonated by strong acids to yield oxonium ions, roh2. In dilute aqueous solution, alcohols are weakly acidic: dissociate slightly by donating h+ to h2o, generating h3o+ and an alkoxide ion, ro- or a phenoxide ion, Aro: ka = [ro-][h3o+] / [roh] pka = -logka. An alcohol is more acidic if its: conjugate base has resonance and is therefore stabilized. If it has ewg (inductive effects) to delocalize the negative charge on the conjugate base. 17. 3 preparations of alcohols: (indirect) hydration of alkenes. Jasmyn lee: hydroboration oxidation yields the product of syn, non-markovnikov hydration, oxymercuration-demercuration yields the product of markovnikov hydration, hydroxylation oso4 followed by a reduction with nahso3. 2: esters and carboxylic acids: lialh4 in ether. 17. 5 alcohols from carbonyl compounds: grignard reactions: reactions of carbonyls with grignard reagents. Recall: grignard reagents prepared by reaction of organohalides with magnesium.

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