Ethers + Epoxide Reactions Flashcards

1
Q

Show reagents that you could use to prepare the ethers via a Williamson ether synthesis and explain your reasoning:

A

A Williamson ether synthesis will be more efficient
with a less sterically hindered substrate, since the process involves an SN2 reaction (at the highlighted position shown below). Therefore, in this case, it is better to start with a secondary alcohol and a primary alkyl halide, rather than a primary alcohol and a secondary alkyl halide:

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2
Q

Show reagents that you could use to prepare the ethers via a Williamson ether synthesis and explain your reasoning:

A

A Williamson ether synthesis will be more efficient
with a less sterically hindered substrate, since the process involves an SN2 reaction (at the highlighted position shown below). In this case, it is better to start with a secondary alcohol and a primary alkyl halide, rather than a primary alcohol and a secondary alkyl halide:

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3
Q

Show reagents that you could use to prepare the ethers via a Williamson ether synthesis and explain your reasoning:

A

A Williamson ether synthesis will be more efficient
with a less sterically hindered substrate, since the process involves an SN2 reaction (at the highlighted position shown below). In this case, it is better to start with a tertiary alcohol and a methyl halide, rather than methanol and a tertiary alkyl halide:

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4
Q

Show reagents that you could use to prepare the ethers via a Williamson ether synthesis and explain your reasoning:

A

In order to perform an intramolecular Williamson
ether synthesis, we must choose a starting compound that contains both an OH group and a halogen, as shown here:

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5
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6
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7
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8
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9
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10
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11
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12
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13
Q

Assign a name for the following compound:

A
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14
Q

Assign a name for the following compound:

A
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15
Q

Assign a name for the following compound:

A
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16
Q

Assign a name for the following compound:

17
Q

Assign a name for the following compound:

18
Q

Assign a name for the following compound: