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25
Q

What is the chemical shift?

A

~0.9 ppm

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26
Q

What is the chemical shift?

A

~1.2 ppm

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27
Q

What is the chemical shift?

A

~1.7 ppm

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28
Q

What is the chemical shift?

A

~2 ppm

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29
Q

What is the chemical shift?

A

~2.5 ppm

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30
Q

What is the chemical shift?

A

~2-4 ppm

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31
Q

What is the chemical shift?

A

2-5 ppm

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32
Q

What is the chemical shift?

A

4.5- 6.5 ppm

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33
Q

What is the chemical shift?

A

6.5 -8 (normally 7) ppm

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34
Q

What is the chemical shift?

A

~10 ppm

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35
Q

What is the chemical shift?

A

~12 ppm

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36
Q

Based on a chemical shift in the range below, predict the type of proton

~0.9 ppm

A

What is the chemical shift?

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37
Q

Based on a chemical shift in the range below, predict the type of proton

~1.2 ppm

A

What is the chemical shift?

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38
Q

Based on a chemical shift in the range below, predict the type of proton

~1.7 ppm

A

What is the chemical shift?

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39
Q

Based on a chemical shift in the range below, predict the type of proton

~2 ppm

A

What is the chemical shift?

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40
Q

Based on a chemical shift in the range below, predict the type of proton

~2.5 ppm

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A

What is the chemical shift?

41
Q

Based on a chemical shift in the range below, predict the type of proton

~2-4 ppm

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A

What is the chemical shift?

42
Q

Based on a chemical shift in the range below, predict the type of proton

2-5 ppm

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A

What is the chemical shift?

43
Q

Based on a chemical shift in the range below, predict the type of proton

4.5- 6.5 ppm

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A

What is the chemical shift?

44
Q

Based on a chemical shift in the range below, predict the type of proton

6.5 -8 (normally 7) ppm

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A

What is the chemical shift?

45
Q

Based on a chemical shift in the range below, predict the type of proton

~10 ppm

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A

What is the chemical shift?

46
Q

Based on a chemical shift in the range below, predict the type of proton

~12 ppm

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A

What is the chemical shift?

53
Q

Identify this common NMR pattern

54
Q

Identify this common NMR pattern

55
Identify this common NMR pattern
tert-butyl
59
Provide the reagents for: 1) Acid catalyzed hydration
1. Markovnikov 2. Possible rearrangement 3. Syn/anti do not apply
60
Provide the reagents for: 2) Hydrohalogenation
1. Markovnikov 2. Possible rearrangement 3. Syn/anti do not apply
61
Provide the reagents for: 3) Halogenation
1. Markovnikov rules apply 2. Bridge formation: No rearragement 3. Anti
62
Provide the reagents for: 4a) Halohydrin formation (alcohol)
1. Markovnikov rules apply 2. Bridge formation: No rearrangement 3. Anti
63
Provide the reagents for: 4b) Halohydrin formation (ether)
1. Markovnikov rules apply 2. Bridge formation: No rearrangement 3. Anti
64
Provide the reagents for: 5) Oxymercuration
1. Markovnikov rules apply 2. Bridge formation: No rearrangement 3. Anti
65
Provide the reagents for: 6) Alkoxymercuration
1. Markovnikov rules apply 2. Bridge formation: No rearrangement 3. Anti
66
Provide the reagents for: 7) Hydroboration
1. **ANTI**-Markovnikov 2. No rearrangement 3. Syn
67
Provide the reagents for: 13) Radical, Anti-Mark HX Addition
1. **ANTI-**Markovnikov 2. No rearragement 3. Syn/anti does not apply
68
Provide the reagents for: 8) Syn-diol formation (OsO4 oxidation method)
1. Oxidation/reduction WTF reaction 2. No rearragement 3. Syn
69
Provide the reagents for: 9) Syn-diol formation (KMnO4 method)
1. Oxidation/reduction WTF reaction 2. No rearrangement 3. Syn
70
Provide the reagents for: 10) Ozonolysis (Reduction step 2)
* Oxidation/reduction WTF reaction * No rearrangement * Syn/anti do not apply
71
Provide the reagents for: 11) Ozonolysis (Oxidation step 2)
* Oxidation/reduction WTF reaction * No rearragement * Syn/anti do not apply
72
Provide the reagents for: 12) Pt/Pd reduction
1. Oxidation/reduction WTF reaction 2. No rearrangement 3. Syn

Organic Chemistry (6 decks)

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