Exam 2 Flashcards

1
Q

Predict the product of the following preparation of alcohol reactions:

A
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2
Q

Predict the product of the following preparation of alcohol reactions:

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3
Q

Predict the product of the following preparation of alcohol reactions:

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4
Q

Predict the product of the following preparation of alcohol reactions:

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5
Q

Predict the product of the following preparation of alcohol reactions:

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6
Q

Predict the product of the following preparation of alcohol reactions:

A
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7
Q

Predict the product of the following preparation of alcohol reactions:

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8
Q

Predict the following alcohol substitution reactions. Remember to indicate stereochemistry.

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9
Q

Predict the following alcohol substitution reactions. Remember to indicate stereochemistry.

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10
Q

Predict the following alcohol substitution reactions. Remember to indicate stereochemistry.

A
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11
Q

Predict the following alcohol substitution reactions. Remember to indicate stereochemistry.

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12
Q

Predict the following alcohol substitution reactions. Remember to indicate stereochemistry.

A
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13
Q

Predict the following alcohol substitution reactions. Remember to indicate stereochemistry.

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14
Q

The compound below has 4 different nitrogens. (a) Identify their hybridization, and (b) rank them in terms of their basicity. (1 = most basic…4 = least basic)

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15
Q

The compound below has 4 different nitrogens. (a) Identify their hybridization, and (b) rank them in terms of their basicity. (1 = most basic…4 = least basic)

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16
Q

Even though there are technically four things attached to the amine drawn below, why is it impossible to isolate this structure? In other words, why are amines not chiral?

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17
Q

In the following pairs of alcohols, identify the alcohol with the lower pKa. For full credit, provide a rational and draw the conjugate base that justifies your answer.

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18
Q

In the following pairs of alcohols, identify the alcohol with the lower pKa. For full credit, provide a rational and draw the conjugate base that justifies your

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19
Q

Please explain the origin of regioselectivity in the following reaction:

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20
Q

Nomenclature. Please provide the IUPAC nomenclature for the following compounds. The common name will also be accepted if it applies.

A

triethyl amine (TEA)

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21
Q

Nomenclature. Please provide the IUPAC nomenclature for the following compounds. The common name will also be accepted if it applies.

A

(1R,4S)-4-aminocyclohex-2-en-1-ol

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22
Q

Nomenclature. Please provide the IUPAC nomenclature for the following compounds. The common name will also be accepted if it applies.

A

2-phenyl-1-ethanol

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23
Q

Nomenclature. Please provide the IUPAC nomenclature for the following compounds. The common name will also be accepted if it applies.

A

N-ethyl-3-methyl-1-cyclopentanamine

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24
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A
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25
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26
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27
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41
Q

Identify the alcohol with a lower pKa

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42
Q

Identify the alcohol with a lower pKa

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43
Q

Is this reaction oxidation or reduction?

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oxidation

44
Q

Is this reaction oxidation or reduction?

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reduction

45
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48
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49
Q

Provide a reasonable synthesis for this grignard

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50
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51
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52
Q

Write the mechanism

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53
Q

Write the mechanism

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54
Q

Draw structure

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55
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57
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60
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61
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62
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64
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65
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66
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67
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