CHEM 2270 - Organic Chemistry Laboratory

Credit Hours: 2.00

Objectives: During the course, students will:

1. Identify unknown samples using melting points and boiling points.
2. Purify samples by recrystallization.
3. Separate mixtures of compounds by distillation.
4. Use extraction to separate mixtures of compounds.
5. Apply thin layer chromatography (TLC) to test the progress of a reaction and the purity of a sample.
6. Employ column chromatography to separate mixtures of compounds.
7. Thoroughly clean glassware and work areas.
8. Handle and dispose of hazardous waste in the proper waste receptacles.

Outcome 2: Upon completion of this course, students will be able to identify which molecular fragments are responsible for observed spectroscopic signals.

Objectives: During the course, students will:

1. Assign peaks in an infrared spectrum of their sample.
2. Identify which molecular fragments are responsible for the peaks in a mass spectrum of their sample.
3. Explain the splitting pattern, integration and position of peaks in a proton nuclear magnetic resonance spectrum of their sample.

Outcome 3: Upon completion of this course, students will be able to set up, carry out, isolate, clean up and characterize the products of common organic chemistry reactions.

Objectives: During the course, students will:

1. Carry out and identify the products of substitution reactions.
2. Carry out and identify the products of radical reactions.
3. Carry out and identify the products of elimination reactions.
4. Carry out and identify the products of oxidation reactions.
5. Carry out and identify the products of electrophilic aromatic substitution reactions.
6. Carry out and identify the products of Grignard reactions.

Outcome 4: Upon completion of this course, students will be able to present all of their research and findings in a properly written lab report.

Objectives: During the course, students will:

1. Research relevant topics and present background theory on the subject of interest.
2. Maintain proper lab notes.
3. Formulate logical procedures.
4. Reference all literature used according to the acceptable format.
5. Neatly present all data and observations.
6. Discuss results and future directions.

1. Purify an organic solid by crystallization.
2. Identify and characterize an organic solid by melting point determination.
3. Determine the purity of an organic solid by melting point determination.
4. Explain the theory of melting point depression.
5. Purify an organic liquid by simple and fractional distillation.
6. Explain the theory of simple and fractional distillation.
7. Identify and characterize an organic liquid by boiling point determination.
8. Explain the theory of boiling point elevation.
9. Isolate an organic compound by solvent extraction.
10. Evaluate the purity of a sample by thin layer chromatography (TLC).
11. Monitor the progress of an organic reaction by TLC.
12. Separate a mixture into its component parts by column chromatography.
13. Explain the theory of chromatography.

Unit 2 - Organic Spectroscopy (Four Weeks)

1. Explain the theory of NMR spectroscopy.
2. Explain the theory of IR spectroscopy.
3. Explain the theory of mass spectroscopy.
4. Explain the theory of UV-Vis spectroscopy.
5. Prepare an organic sample for spectroscopic use and collect the spectrum of that sample.
6. Analyze spectroscopic data in order to determine the structure of an unknown organic compound.

Unit 3 - Organic Synthesis (Eight Weeks)

1. Design and conduct experiments to perform simple organic synthetic transformations.
   1. Alcohols to alkenes
   2. Carbonyls to alcohols by reduction
   3. Alcohols to carbonyls by oxidation
   4. Electrophilic aromatic substitution
   5. Organometallic reactions
   6. Nucleophilic substitution reactions