Alcohols & Esters Flashcards

1
Q

Compare the boiling points of alcohols and esters

A

Alcohols have higher boiling points due to hydrogen bonding

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2
Q

How can oxymercuration be used to produce an alcohol?

A

Mercury acetate is added to an alkene to produce a hydroxyalkyl mercury compound, which then undergoes demercuration using NaBH4 to replace the acetoxymercury group with a hydrogen

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3
Q

How can hydroboration produce an alcohol?

A

An alkene reacts with BH3 to produce an alkylborane, which undergoes oxidation with hydrogen peroxide to yield the alcohol

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4
Q

How is Markovnikov or anti-Markovnikov addition determined?

A

Whether the nucleophile (such as -OH) was added to the most or least (anti) substituted group

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5
Q

Oxymercuration always leads to…

A

Markovnikov addition (most substituted)

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6
Q

Boronation always leads to…

A

anti-Markovnikov addition (least substituted)

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7
Q

Acid-catalyzed ring opening occurs at…

A

the most substituted carbon

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8
Q

Base-catalyzed ring opening occurs at…

A

the least substituted carbon

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