Organic Chemistry

Chapter 5: Alcohols

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Tosylates are produced by the reaction of ____.

Tosylates are produced by the reaction of alcohols with p -toluenesulfonyl chloride, forming ____ of toluenesulfonic acid.

____ are produced by the reaction of alcohols with p -toluenesulfonyl chloride, forming esters of toluenesulfonic acid.

Mesyl and tosyl groups can also serve as ____ when we do not want alcohols to react.

Mesyl and tosyl groups can also serve as protecting groups when we do not want ____ to react.

Alcohols can also be used as ____ groups for other functional groups themselves.

Aldehydes and ketones can be reacted with two equivalents of an alcohol or a diol (dialcohol), forming ____ .

Aldehydes and ketones can be reacted with ____, forming acetals or ketals .

Carbonyls are very reactive with strong reducing agents like ____.

Carbonyls are very reactive with strong ____ agents like lithium aluminum hydride (LiAlH 4 ).

____ are very reactive with strong reducing agents like lithium aluminum hydride (LiAlH 4 ).

Acetals and ketals, as compared to carbonyl for protecting groups, ____ react with LiAlH 4 .

____, as compared to carbonyl for protecting groups, do not react with LiAlH 4 .

The ____ functionality protects the aldehyde or ketone from reaction.

After reducing other functionalities in the molecule, the acetal or ketal can be reverted back to a ____.

The hydrogen in the hydroxyl group of phenols is particularly ____ because the oxygen-containing anion is resonance-stabilized by the ring.

The ____ of phenols is particularly acidic because the oxygen-containing anion is resonance-stabilized by the ring.

The hydrogen in the hydroxyl group of phenols is particularly acidic because ____.

Treatment of ____ with oxidizing agents produces compounds called quinones .

Treatment of phenols with oxidizing agents produces compounds called ____ .

Treatment of phenols with ____ produces compounds called quinones .

Quinones are named by indicating the position of the ____ to the name of the parent phenol.

Due to the conjugated ring system, quinones are resonance-stabilized ____.

____ serve as electron acceptors biochemically, specifically in the electron transport chain in both photosynthesis and aerobic respiration.

Quinones serve as ____ in both photosynthesis and aerobic respiration.

Vitamin ____ is a phyllo quinone .

Vitamin K 1 is a ____.

Vitamin K 2 is a ____.

Vitamin ____ is a mena quinone .

Vitamin ____play a role in carboxylation of clotting factors and proteins in blood.

Vitamin K 1 and Vitamin K 2 play a role in carboxylation of ____ in blood.

Vitamin K 1 and Vitamin K 2 play a role in ____ of clotting factors and proteins in blood.

Quinones can be further oxidized to form a class of molecules called ____.

A ____ is a benzene ring with two hydroxyl groups.

A hydroquinone is a ____ groups.

A ____ contains two carbonyls and a variable number of hydroxyl groups.

A hydroxyquinone contains ____ groups.

When naming hydroxyquinones, the position of the hydroxyl groups is indicated by a ____.

Ubiquinone is also called ____ .

____ is also called coenzyme Q .

____ can be reduced to ubiquinol upon the acceptance of electrons.

Ubiquinone can be reduced to u____pon the acceptance of electrons.

Ubiquinone can be reduced to ubiquinol upon ____.

The ____ of ubiquinone allows it to be lipid soluble.

The long alkyl chain of ubiquinone allows it to be ____ soluble.

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