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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

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

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

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

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

A

What is the chemical shift?

45
Q

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

~10 ppm

A

What is the chemical shift?

46
Q

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

~12 ppm

A

What is the chemical shift?

53
Q

Identify this common NMR pattern

A

Ethyl group

54
Q

Identify this common NMR pattern

A

Isopropyl

55
Q

Identify this common NMR pattern

A

tert-butyl

59
Q

Provide the reagents for:

1) Acid catalyzed hydration

A
  1. Markovnikov
  2. Possible rearrangement
  3. Syn/anti do not apply
60
Q

Provide the reagents for:

2) Hydrohalogenation

A
  1. Markovnikov
  2. Possible rearrangement
  3. Syn/anti do not apply
61
Q

Provide the reagents for:

3) Halogenation

A
  1. Markovnikov rules apply
  2. Bridge formation: No rearragement
  3. Anti
62
Q

Provide the reagents for:

4a) Halohydrin formation (alcohol)

A
  1. Markovnikov rules apply
  2. Bridge formation: No rearrangement
  3. Anti
63
Q

Provide the reagents for:

4b) Halohydrin formation (ether)

A
  1. Markovnikov rules apply
  2. Bridge formation: No rearrangement
  3. Anti
64
Q

Provide the reagents for:

5) Oxymercuration

A
  1. Markovnikov rules apply
  2. Bridge formation: No rearrangement
  3. Anti
65
Q

Provide the reagents for:

6) Alkoxymercuration

A
  1. Markovnikov rules apply
  2. Bridge formation: No rearrangement
  3. Anti
66
Q

Provide the reagents for:

7) Hydroboration

A
  1. ANTI-Markovnikov
  2. No rearrangement
  3. Syn
67
Q

Provide the reagents for:

13) Radical, Anti-Mark HX Addition

A
  1. ANTI-Markovnikov
  2. No rearragement
  3. Syn/anti does not apply
68
Q

Provide the reagents for:

8) Syn-diol formation (OsO4 oxidation method)

A
  1. Oxidation/reduction WTF reaction
  2. No rearragement
  3. Syn
69
Q

Provide the reagents for:

9) Syn-diol formation (KMnO4 method)

A
  1. Oxidation/reduction WTF reaction
  2. No rearrangement
  3. Syn
70
Q

Provide the reagents for:

10) Ozonolysis (Reduction step 2)

A
  • Oxidation/reduction WTF reaction
  • No rearrangement
  • Syn/anti do not apply
71
Q

Provide the reagents for:

11) Ozonolysis (Oxidation step 2)

A
  • Oxidation/reduction WTF reaction
  • No rearragement
  • Syn/anti do not apply
72
Q

Provide the reagents for:

12) Pt/Pd reduction

A
  1. Oxidation/reduction WTF reaction
  2. No rearrangement
  3. Syn

Organic Chemistry (6 decks)

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