Synthesis and Qualitative Organic Analysis

Synthesis and Qualitative Organic Analysis
Laboratory course emphasizing isolation, purification, and characterization of major and minor products from selected syntheses.
 Hours3.0 Credit, 1.0 Lecture, 6.0 Lab
 PrerequisitesCHEM 354; or CHEM 353; Chem 201 or concurrent enrollment.
 NoteFor chemistry and other science majors.
Course Outcomes

Design New Reactions to Obtain Desired Products

Critically evaluate literature references, in particular experimental reaction details including reagents, starting materials, solvent, temperature, apparatus, stoichiometry, and scale. Adapt and modify known procedures to design and execute new reactions to obtain desired products on small and moderate scales (mg–g).

Completion of Reactions

Monitor and evaluate the successful completion of reactions using TLC with various solvents and modes, solvent changes and co-spot interpretation.

Reactions Using Appropriate Systems

Work up reactions using the appropriate organic and aqueous system based on polarity and acid/base properties including drying and solvent removal operations.

Basic Purification

Perform basic purification operations using recrystallization, distillation, chromatography with proper choice of solvents, techniques, mode of operation, etc. based on the properties of the product compound.

Hands on Operation

Evaluate purity and identification of structures using hands on operation of NMR, IR, MS, and polarimetry.

Complete Peak Assignment

Prepare sample, set up and obtain routine 1D 1H and 13C NMR spectra showing adequate signal locking, shimming, formatting, data processing, spectra interpretation with complete peak assignment.

NMR Theory

Demonstrate understanding of NMR theory including magnetic field resonance, radio frequency pulse sequences, shift, splitting, polarization transfer, signal correlation, 2D experiments including homo and heterocorrelation spectroscopy, COSY, HSQC, NOESY, and multiple bond techniques, HMBC, TOCSY

MS Theory

Demonstrate understanding of MS theory including ionization techniques, EI, CI, FAB, ES, MALDI, detection techniques, fragmentation patterns of functional groups, molecular ion, base peak, isotopes, N-rule.

Polarimetry Theory

Demonstrate understanding of polarimetry theory including plane polarized light, interaction with chiral compounds, optical rotation and determination of enantiomeric excess.

Write Clear Lab Reports

Write clear lab reports including clear experimental detail, operation, characterization, interpretation, evaluation, and conclusions.