18.2.19 Organic II Week 7 Answer Key PDF

Preview

Summary

Download 18.2.19 Organic II Week 7 Answer Key PDF

Description

Problem 1. Determine number of unique 1H NMR signals, their integration and multiplicity for each molecule.

a)

b)

d)

c)

e)

f)

Problem 2. For each structure below, write whether the atoms or substituents indicated by the squares are (i) homotopic, (ii) enantiotopic or (iii) diastereotopic.

b)

c)

d)

e)

f)

g

a) homotopic b) diastereotopic c) homotopic d) diastereotopic e) diastereotopic f) enantiotopic g)enantiotopic Problem 3. Compound with general formula C13H20O has next 1H NMR spectra. Suggest structure of the molecule.

O

Problem 4. Compound with general formula C11H12O has next 1H NMR spectra. In the IR spectrum of this compound, there is an intense, sharp peak at ~ 1700 cm-1, as well as a weaker peak at ~ 2750 cm-1. Suggest structure of the molecule.

Problem 5. Draw a rough sketch of the 1H NMR spectra for the compound shown below. Include the chemical shift, splitting, and integration expected. Label each set of protons in your structure with their peak.

3H, triplet 2H, singlet

1H, doublet 1H, triplet

8

2H, triplet 2H, quartet

1H, singlet 1H, doublet

7

6

5

IR signals expected: C-H, C=O, C=C, C-O, C-Cl

4 PPM

3

2H, triplet

2

1

0...