Question 1

Finish the following acid-base reaction and predict if it will proceed in the forward direction:

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Question 2

Complete the following reaction sequence,giving structures for compounds C and D:

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Question 3

Stereochemically speaking,conversion of an alcohol into a tosylate occurs with _____________ of configuration.

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Question 4

Reactions of alcohols can be broadly categorized into three types.
a.Those that utilize the hydroxyl oxygen as a ____________.
b.Those that utilize the hydroxyl proton as an _________.
c.Those that convert the hydroxyl group into a _____________.

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Question 5

Propose a mechanism for the following transformation:

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Question 6

The S_N2 reaction between an alkoxide and an alkyl halide is commonly referred to as the _________________ synthesis.

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Question 7

Draw the products formed from the oxymercuration-demercuration of 3-methylcyclopentene.

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Question 8

Give the correct IUPAC name corresponding to the following structure:

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Question 9

Give the correct IUPAC name corresponding to the following structure:

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Question 10

We have learned three different methods to convert alkenes into alcohols.
a.The method that takes place with Markovnikov regioselectivity but is prone to rearrangement is ________________.
b.The method that takes place with Markovnikov regioselectivity and does not lead to rearrangement is _____________.
c.The method that takes place with anti-Markovnikov regioselectivity and syn stereoselectivity is _______________.

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Question 11

Supply the missing reagents A and B.

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Question 12

Finish the following acid-base reaction and predict if it will proceed in the forward direction:

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Question 13

Draw the structures of all the products formed when (3R)-3-methylcyclopentene is subjected to the hydroboration-oxidation sequence.

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Question 14

Long-term storage of ethers can be dangerous,because most ethers react slowly with oxygen by a radical process called __________________.This process forms peroxides and hydroperoxides which are dangerously _______________.

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Question 15

Give the correct IUPAC name corresponding to the following structure:

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Question 16

When an alcohol in which the OH is attached to a stereogenic carbon reacts with thionyl chloride (SOCl₂)in the presence of a 3° amine,the resulting alkyl chloride is produced with _____________ of configuration.

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Question 17

Draw structures for all possible ethers having the formula C₄H₁₀O

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Question 18

Finish the following acid-base reaction and predict if it will proceed in the forward direction:

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Question 19

What reaction is needed to accomplish the following transformation:

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Question 20

Draw all of the ethers corresponding to the formula C₅H₁₂O,including stereoisomers.

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Quiz 11: Alcohols and Ethers

Finish the following acid-base reaction and predict if it will proceed in the forward direction:

Complete the following reaction sequence,giving structures for compounds C and D:

Stereochemically speaking,conversion of an alcohol into a tosylate occurs with _____________ of configuration.

Reactions of alcohols can be broadly categorized into three types. a.Those that utilize the hydroxyl oxygen as a ________. b.Those that utilize the hydroxyl proton as an _. c.Those that convert the hydroxyl group into a _________.

Propose a mechanism for the following transformation:

The S_N2 reaction between an alkoxide and an alkyl halide is commonly referred to as the _________________ synthesis.

Draw the products formed from the oxymercuration-demercuration of 3-methylcyclopentene.

Give the correct IUPAC name corresponding to the following structure:

Give the correct IUPAC name corresponding to the following structure:

Supply the missing reagents A and B.

Finish the following acid-base reaction and predict if it will proceed in the forward direction:

Draw the structures of all the products formed when (3R)-3-methylcyclopentene is subjected to the hydroboration-oxidation sequence.

Long-term storage of ethers can be dangerous,because most ethers react slowly with oxygen by a radical process called ____.This process forms peroxides and hydroperoxides which are dangerously _.

Give the correct IUPAC name corresponding to the following structure:

When an alcohol in which the OH is attached to a stereogenic carbon reacts with thionyl chloride (SOCl₂)in the presence of a 3° amine,the resulting alkyl chloride is produced with _____________ of configuration.

Draw structures for all possible ethers having the formula C₄H₁₀O

Finish the following acid-base reaction and predict if it will proceed in the forward direction:

What reaction is needed to accomplish the following transformation:

Draw all of the ethers corresponding to the formula C₅H₁₂O,including stereoisomers.

Quiz 11: Alcohols and Ethers

Finish the following acid-base reaction and predict if it will proceed in the forward direction:

Complete the following reaction sequence,giving structures for compounds C and D:

Stereochemically speaking,conversion of an alcohol into a tosylate occurs with _____________ of configuration.

Reactions of alcohols can be broadly categorized into three types. a.Those that utilize the hydroxyl oxygen as a ____________. b.Those that utilize the hydroxyl proton as an _________. c.Those that convert the hydroxyl group into a _____________.

Propose a mechanism for the following transformation:

The SN2 reaction between an alkoxide and an alkyl halide is commonly referred to as the _________________ synthesis.

Draw the products formed from the oxymercuration-demercuration of 3-methylcyclopentene.

Give the correct IUPAC name corresponding to the following structure:

Give the correct IUPAC name corresponding to the following structure:

Supply the missing reagents A and B.

Finish the following acid-base reaction and predict if it will proceed in the forward direction:

Draw the structures of all the products formed when (3R)-3-methylcyclopentene is subjected to the hydroboration-oxidation sequence.

Long-term storage of ethers can be dangerous,because most ethers react slowly with oxygen by a radical process called __________________.This process forms peroxides and hydroperoxides which are dangerously _______________.

Give the correct IUPAC name corresponding to the following structure:

When an alcohol in which the OH is attached to a stereogenic carbon reacts with thionyl chloride (SOCl2)in the presence of a 3° amine,the resulting alkyl chloride is produced with _____________ of configuration.

Draw structures for all possible ethers having the formula C4H10O

Finish the following acid-base reaction and predict if it will proceed in the forward direction:

What reaction is needed to accomplish the following transformation:

Draw all of the ethers corresponding to the formula C5H12O,including stereoisomers.

Reactions of alcohols can be broadly categorized into three types. a.Those that utilize the hydroxyl oxygen as a ________. b.Those that utilize the hydroxyl proton as an _. c.Those that convert the hydroxyl group into a _________.

The S_N2 reaction between an alkoxide and an alkyl halide is commonly referred to as the _________________ synthesis.

Long-term storage of ethers can be dangerous,because most ethers react slowly with oxygen by a radical process called ____.This process forms peroxides and hydroperoxides which are dangerously _.

When an alcohol in which the OH is attached to a stereogenic carbon reacts with thionyl chloride (SOCl₂)in the presence of a 3° amine,the resulting alkyl chloride is produced with _____________ of configuration.

Draw structures for all possible ethers having the formula C₄H₁₀O

Draw all of the ethers corresponding to the formula C₅H₁₂O,including stereoisomers.