CH 242B Organic Chemistry Lab 2

Lab Hours: 3
Credits: 1

Offers a laboratory course to accompany CH 242 Organic Chemistry 2 for students majoring in physical and life sciences. Emphasizes microscale laboratory experiments related to reaction mechanisms, kinetics, spectroscopy, gas chromatography, and synthetic techniques. Students requiring lecture and lab credit for transfer must take CH 242 and CH 242B.

Prerequisite: Placement into WR 115 (or higher), or completion of WR 090 (or higher); and completion of CH 241B; or consent of instructor. (All prerequisite courses must be completed with a grade of C or better.)
Student Learning Outcomes:

Describe the structure, properties, nomenclature, synthesis and reactions of alcohols, ethers, aromatic hydrocarbons, aldehydes and ketones.
Recognize the relationship between the structures of organic compounds and their subsequent physical and chemical properties.
Explain the bases of conjugation and aromaticity and illustrate their importance.
Use average bond dissociation energies to distinguish between completing mechanisms of a reaction.
Identify and illustrate the Diels-Alder Reaction.
Apply IR, NMR, and UV/VIS spectroscopy to structure determinations.
Organize and maintain a laboratory notebook and prepare for experiments in the microscale organic laboratory.
Translate the principles of organic chemistry into practical use in the organic laboratory.
Recognize the organic chemistry basis of biologically important compounds and their reactions.

Content Outline

Check-In
- Safety: check-in
- The laboratory notebook
- Disposal of chemical wastes
IR spectroscopy
- Principles of IR spectroscopy
- Analysis of an unknown by IR
- Analysis of reaction products by IR
The Chemistry of Alcohols
- Dehydration to alkenes
- Selective oxidation of alcohols to aldehydes
- Esterification of alcohols
- Williamson ether synthesis and kinetics
The Diels-Alder Reaction
- Principles of the Diels-Alder reaction
- Preparation and analysis of a Diels-Alder adduct
NMR Spectroscopy
- Principles of NMR spectroscopy
- Analysis of an unknown by NMR
- Analysis of reaction products by NMR
Aromatic Compounds
- Concept of aromaticity
- Electrophalic aromatic substitution
- Alkylation of mesitylene
Organometallic Compounds
- The Grignard reaction
- Preparation of triphenylmethanol
Reactive Organic Intermediates
- Carbocations, carbanions and radicals
- Preparation of trityl methyl ether
Condensation Reactions
- The aldol and related condensation reactions
- Thiamine - catalyzed benzoin condensation
- Synthesis of dibenzalacetone
UV Spectroscopy
- Principles of UV spectroscopy
- Analysis of reaction products by UV