Chapter 5 Flashcards
phenols
alcohol in aromatic ring
very acidic due to lp on oxygen and resonance
phenol orientation
Ortho- adjacent
meta- 1 C in between
para- opposite
Hydrogen bond
hydrogen on very EN atom (F,O,N)
extreme polarity
EWG and EDG affect on acidity
EWG increases, EDG decreases acidity by destabilizing negative charge
oxidation
PCC
Chromium (Na/KCrO7) is stronger (C. ACID)
Jones oxidation
CrO3, H2SO4, acetone
forms carboxylic acid and ketones
mestylate and tosylate
pronates hydroxyl to make good LG for nucleophilic attack
can also protect hydroxyl from reacting with oxidation agent
protecting groups
ald/ketone can react with diol to form acetal or ketal
acetals and ketals dont react with reducing agents, use aqueous acid to deprotect
acetal vs. ketal
acetals is primary carbon with 2 OR, R and H
ketal is secondary carbon with 2 OR and 2R
quinone
oxidized hydroquinone
resonance stabilized electrophile and electron acceptor in ETC
hydroquinione vs. hydroxyquinone
benzene with 2 OH
hydroxy has 2 carbonyls and no OH
ubiquinone
coenzyme Q, electron carrier in ETC
