Chapter 5 Flashcards

1
Q

phenols

A

alcohol in aromatic ring

very acidic due to lp on oxygen and resonance

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2
Q

phenol orientation

A

Ortho- adjacent
meta- 1 C in between
para- opposite

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3
Q

Hydrogen bond

A

hydrogen on very EN atom (F,O,N)

extreme polarity

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4
Q

EWG and EDG affect on acidity

A

EWG increases, EDG decreases acidity by destabilizing negative charge

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5
Q

oxidation

A

PCC

Chromium (Na/KCrO7) is stronger (C. ACID)

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6
Q

Jones oxidation

A

CrO3, H2SO4, acetone

forms carboxylic acid and ketones

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7
Q

mestylate and tosylate

A

pronates hydroxyl to make good LG for nucleophilic attack

can also protect hydroxyl from reacting with oxidation agent

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8
Q

protecting groups

A

ald/ketone can react with diol to form acetal or ketal

acetals and ketals dont react with reducing agents, use aqueous acid to deprotect

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9
Q

acetal vs. ketal

A

acetals is primary carbon with 2 OR, R and H

ketal is secondary carbon with 2 OR and 2R

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10
Q

quinone

A

oxidized hydroquinone

resonance stabilized electrophile and electron acceptor in ETC

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11
Q

hydroquinione vs. hydroxyquinone

A

benzene with 2 OH

hydroxy has 2 carbonyls and no OH

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12
Q

ubiquinone

A

coenzyme Q, electron carrier in ETC

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