B CUSP 239
Third course for students planning to take three quarters of organic chemistry. Polyfunctional compounds and natural products, lipids, carbohydrates, amino acids, proteins, and nucleic acids. Includes introduction to membranes, enzyme mechanisms, prosthetic groups, macromolecular conformations and supramolecular architecture. Prerequisite: minimum grade of 1.7 in B CUSP 238.
This is the third course in a yearlong three-quarter course sequence of organic chemistry. Coverage of topics will include the detailed chemistry of the carboxylic acids and their derivatives, beta dicarbonyl compounds, amines, and phenols. The course will also apply the principles of structure and reactivity towards the study of the organic chemistry of biomolecules such as carbohydrates, lipids, proteins, and nucleic acids. The structure determination of compounds by spectral methods introduced in the second quarter will be continued during this term.
Prerequisite: Minimum grade of 1.7 in B CUSP 238. Students can concurrently enroll in the allied lab course, B CUSP 242.
Student learning goals
Apply the IUPAC rules of nomenclature to name the compounds correctly and be able to draw their proper structures, including the stereochemical features from their given names. Make models of compounds to identify their functional groups, physical characteristics, and to examine their reactivity.
Understand the relationship between structure and properties of various compounds, and be able to predict the properties of the various classes of organic compounds based upon their structure and the intermolecular forces of attraction displayed by them.
Determine the structural characteristics of the classes of compounds by the various UV, IR, proton and carbon-13 NMR spectroscopy, and by mass spectrometry. Learn the various spectral characteristics that will be displayed by each individual class of compounds.
Master all the reactions that are covered during this term by deducing the structures of any missing reactants/reagents/products from a given reaction. Confidently write detailed stepwise reaction mechanisms by displaying the proper movement of electrons from one species to another. By employing "curved mechanistic arrows" showing the transfer of electrons during the mechanisms, draw the complete structures of intermediates and reaction products showing the unshared electrons and the appropriate charges on any atoms/compounds. Constantly apply the sequence of reactions towards writing the multi-step synthesis of compounds.
Apply the principles of structure, bonding, properties, and the reactivity of all major classes of organic compounds towards the study of the structure and reactivity of biomolecules such as carbohydrates, lipids, proteins, and nucleic acids. Understand and learn the descriptive organic chemistry of these four types of biomolecules.
Confidently solve problems and questions pertaining to nomenclature, reactions, properties, mechanisms, synthesis of all the classes of organic compounds on all written assignments and exams. Constantly employ the tools of spectroscopy towards determining and elucidating the structures of all the various classes of organic compounds.
General method of instruction
Classroom lectures with student engagement and participation that involves the use of overhead transparencies, molecular models, spectra, and lecture handouts.
Prerequisite: Minimum grade of 1.7 in B CUSP 238.
Students should be able to continuously apply the concepts of nomenclature, properties, spectral data and spectra, reactions, reaction mechanisms, and multi-step synthesis studied in B CUSP 237 and B CUSP 238 towards solving questions and problems of the topics covered in this class.
Class assignments and grading
Graded/non-graded problem sets. Online homework problems. Exams.
Student competency and performance on all graded assignments that may include any homeworks, problem sets, quizzes, and exams.