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Last updated 5:12 AM on 4/12/26
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42 Terms

1
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What are the two reagents that indicate robinson annulation?

Draw them out

A enone + 1-3 dicarbonyl

<p>A enone + 1-3 dicarbonyl</p>
2
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<p>why?</p>

why?

because for aldol condensation you need TWO H+

3
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Baeyer– Villiger Oxidation

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4
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5
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<p>What reaction is this? </p>

What reaction is this?

Robinson Annulation

<p>Robinson Annulation </p><p></p>
6
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<p>How do you know this is robinson annulation? </p>

How do you know this is robinson annulation?

It has two reactions 1-3 functional groups and 1-5 so we know it was michael + aldol condensation

<p>It has two reactions 1-3 functional groups and 1-5 so we know it was michael + aldol condensation </p><p></p>
7
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<p>what type of reaction was this and whats the evidence </p>

what type of reaction was this and whats the evidence

  1. 1,3 diketone

  2. enone (1,3)

Robinson Annulation

8
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<p><br></p><p><br></p><p>provide the Mechanism for the product of this reaction </p>



provide the Mechanism for the product of this reaction

<p></p>
9
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What reagents are needed for a robinson annulation?

You are adding a base to remove acidic hydrogens, adding heat for condensation for aldol and then H20

<p>You are adding a base to remove acidic hydrogens, adding heat for condensation for aldol and then H20 </p>
10
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<p>what was the product of this? </p>

what was the product of this?

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11
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The H2S04, H20 reflux tells you that you make the COOH and it leaves as CO2

<p>The H2S04, H20 reflux tells you that you make the COOH and it leaves as CO2 </p>
12
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<p>explain what is happening here, don’t do product yet rather draw the process ? </p>

explain what is happening here, don’t do product yet rather draw the process ?

Although we are used to seeing R2NH for stork it will create an enamine which will react with the acyl cl to create that double bond ketone after the work u.

13
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<p>Product? </p>

Product?

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14
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<p>why does the COOH stay? </p>

why does the COOH stay?

not hot enough for decarboxylation look for the word REFLUX or 100 degrees

15
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<p>product </p>

product

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16
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<p>product? </p>

product?

<p></p>
17
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<p>This has LDA which side will u use to attack </p>

This has LDA which side will u use to attack

less substituted side

18
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19
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<p>Draw each step for this </p>

Draw each step for this

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20
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<p>explain why this works before doing dont do it yet </p>

explain why this works before doing dont do it yet

emaine= same as aldol, hydrolyze to get rid of it

21
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<p></p>

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22
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<p>what is the concern ab this question? </p>

what is the concern ab this question?

because it is h30+ and specfically says workup and theres no step after just leave it orginlaly and dont make the COOH

<p>because it is h30+ and specfically says workup and theres no step after just leave it orginlaly and dont make the COOH </p>
23
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draw mechanism for step one

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24
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25
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26
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27
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<p>G? </p>

G?

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28
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29
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peracid so mcpba is right

<p>peracid so mcpba is right </p>
30
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<p>before answering what reaction is this? </p>

before answering what reaction is this?

diels-alder

31
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32
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What reagent is needed for diels-alder?

heat

33
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34
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35
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36
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<p></p>
37
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<p>why does this not act like a protecting group </p>

why does this not act like a protecting group

No acid to help catalyze that action

Not aldehyde or ketone

38
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grignard with class two do it twice

<p>grignard with class two do it twice</p>
39
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do it once

<p>do it once</p>
40
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<p>why does it not add on the OH to? </p>

why does it not add on the OH to?

socl2 pyridine

<p> socl2 pyridine </p>
41
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42
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<p>what is this </p>

what is this

base hydrolyses gets rid of NH

<p>base hydrolyses gets rid of NH</p>