MCAT Org Chem Review - Ch. 5: Alcohols

Nomenclature

-e to -ol
Hydroxy-
Phenols
Ortho-, o-
Meta-, m-
Para-, p-
Hydrogen bond

Reactions of Alcohols

Pyridinium chlorochromate (PCC)
Geminal/vicinal diols
Jones oxidation

Mesylates and Tosylates

Methanesulfonic acic
Toluenesulfonic acid
Leaving groups

Protecting Groups

Acetals
Ketals
Deprotection

Reactions of Phenols

Quinones
Phylloquinone
Menaquinones
Hydroxyquinones

Ubiquinone

Coenzyme Q
Ubiquinol

Description and Properties

Enolate
Ketone
Aldehyde
-e —> -al, oxo-
-Carbaldehyde
Dipole

Formation

Pyridinium Chlorochromate

Nucleophilic Addition Reactions

Geminal diols

Acetals and Hemiacetals

Hemiacetals
Hemiketals
Acetal
Ketal

Imines and Enamines

Imine
Condensation reaction
Nucleophilic substitution
Hydroxylamine
Hydrazine
Semicarbazide
Cyanohydrins

Reduction by Hydride Reagents

Hydride reagents
Lithium aluminum hydride
Sodium borohydride