Course Package Form 2018 Outline
Mohave Community College
CHM 236 General Organic Chemistry II with Lab

Originator:	Mittelstaedt, Denice           Status: Approved           Department: CHM Chemistry
Date Created:	01/18/2017         Submitted: 01/18/2017         Completed: 09/12/2017
Effective Semester:	Fall
Catalog Year:	2018-19
Course Prefix:	CHM
Course Number:	236
Course Full Title:	General Organic Chemistry II with Lab
Old course information:
Reason for Evaluation:	Prerequisite Change   Description Change   Goals, Competencies and/or Objectives Change
Current Credit:	4
Lecture Hours:	3
Lab Hours:	1
Clinical Hours:	0
New Credit Hours:	0
Lecture Hours:	0
If the credit hour change box has been marked, please provide the new credit hour:
New Lecture Hours:
New Lab Hours:
New Clinical Hours:
New Internship Hours:
New Externship Hours:
SUN Course?:	Yes
AGEC Course?:	No
Articulated?:	Yes
Transfer:	ASU   NAU   UA
Prerequisite(s):	Completion of CHM 235 with a "C" or higher.
Corequisite(s):	CHM 236L
Catalog Course Description:	Students will continue to study the general principles of organic chemistry begun in CHM 235 with continued emphasis on reactivity and synthesis. Topics include the study of alcohols, ethers, epoxides, sulfides, conjugated systems, aromatic compounds, ketones, aldehydes, amines, carboxylic acids and their derivatives, carbohydrates, nucleic acids, amino acids, peptides, proteins, lipids, and polymers with emphasis on synthesis and use of chemical and instrumental methods for identification.
Course Learning Outcomes:	1. Generate, given the structural formula or name of a large assortment of organic compounds, a detailed 2- and 3-dimensional structure of a molecule, the reaction products arising from treatment with a variety of reagents, formation and breaking of bonds as well as the effect of structural alterations on reactivity in reactions, and the fundamental physical properties of complex organic compounds.(1,2,3,5) 2. Develop synthetic schemes by which a variety of complex organic compounds may be prepared from simple, readily available starting materials utilizing critical thinking skills. (3,5) 3. Solve the structural formula of a given or unknown organic compound from spectroscopic (IR, MS, and NMR) or chemical reactivity data. (2,3,5) 4. Generate cooperative work strategies in solving organic chemistry problems, and laboratory experiments of laboratory work in written and oral formats. (2,3,4,5,6) 5. Demonstrate knowledge of sources, uses, and issues pertaining to the use of organic compounds in the practical world. (2,3,4,6)
Course Competencies:	Competency 1: Formulate the structure of organic compounds with the use of Infrared (IR) Spectroscopy and Mass Spectrometry (MS) 1.1 Identify the reliable characteristic peaks, given an IR spectrum. 1.2 Evaluate characteristic peaks for presence and strength. 1.3 Determine the stretching frequencies of common functional groups. 1.4 Identify functional groups from IR spectra. 1.5 Identify conjugated and strained C=O bonds and conjugated and aromatic C=C bonds from their absorption in the IR spectrum. 1.6 Determine molecular weights from mass spectra. 1.7 Evaluate the fragmentation pattern for consistency with the mass spectrum for a proposed structure. Competency 2: Integrate the properties, reactivity, and synthesis of ethers and epoxides. 2.1 Classify ethers and heterocyclic ethers, including epoxides. 2.2 Distinguish relative boiling points and solubilities of ethers. 2.3 Evaluate the stabilizing effects of ether solvents on electrophilic reagents. 2.4 Determine the structures of ethers from their spectra. 2.5 Construct efficient laboratory syntheses of ethers and epoxides. 2.6 Determine the products of the reactions of ethers and epoxides. Competency 3: Generate the unique properties of conjugated systems and methods used to detect them. 3.1 Construct the molecular orbitals of ethylene, butadiene, and the allylic system. 3.2 Diagram the electronic configurations of ethylene, butadiene, and the allyl cation, radical, anion. 3.3 Identify reactions that are enhanced by resonance stabilization of the intermediates. 3.4 Implement mechanisms to explain the enhanced rates of observed products. 3.5 Identify the enhanced rates of observed products by implementing mechanisms. 3.6 Evaluate cycloadditions for thermal or photochemically allowances. Competency 4: Formulate the structure and properties of aromatic compounds. 4.1 Construct the molecular orbitals of a cyclic system of p orbitals similar to benzene and cyclobutadiene. 4.2 Utilize the polygon rule to draw the energy diagram for a cyclic system of p orbitals, and to determine by electron mapping if a given compound or ion is aromatic or antiaromatic. 4.3 Utilize Huckel's rule to determine whether a given annulene, heterocycle, or ion will be aromatic, antiaromatic, or nonaromatic. 4.4 Illustrate aromatic compounds from their formula or name. 4.5 Determine the structures of aromatic compounds from IR, NMR, UV, and mass spectra. 4.6 Distinguish the important features of an aromatic compound from its spectra. Competency 5: Generate the reactions of aromatic compounds. 5.1 Develop mechanisms for the products for common electrophilic aromatic substitutions: halogenation, nitration, sulfonation, and Friedel-Crafts alkylation and acylation. 5.2 Draw resonance structures for the sigma complexes resulting from electrophilic attack on substituted aromatic rings. 5.3 Determine the position(s) of electrophilic aromatic substitution on molecules containing substituents on one or more aromatic rings. 5.4 Design synthesis based on substituents to generate the correct isomers of multi substituted aromatic compounds. 5.5 Determine the products of Birch reduction, hydrogenation, and chlorination of aromatic compounds. 5.6 Determine the products of oxidation and substitution of phenols, for use in synthesis. Competency 6: Integrate the properties and reactions of simple carbonyl compounds. 6.1 Illustrate the structures of ketones and aldehydes. 6.2 Interpret the IR, NMR, UV, and mass spectra of ketones and aldehydes. 6.3 Construct equations for syntheses of ketones and aldehydes from various functional groups. 6.4 Develop single-step and multistep syntheses of ketones and aldehydes. 6.5 Determine the products of reactions of ketones and aldehydes with various functional groups. 6.6 Construct mechanisms to convert ketones and aldehydes to other functional groups. 6.7 Utilize retrosynthetic analysis for effective multistep synthesis using ketones and aldehydes as intermediates and protection of the carbonyl group. Competency 7: Formulate the properties and structures of amines and their use as drugs. 7.1 Illustrate amines' structures from their names. 7.2 Evaluate the IR, NMR, and mass spectra of amines to determine the structures. 7.3 Differentiate how the basicity of amines varies with hybridization and aromaticity. 7.4 Contrast the physical properties of amines with those of their salts. 7.5 Classify the products of reactions of amines with various types of functional groups. 7.6 Differentiate the uses, mechanisms, and major products of the Hofmann and Cope eliminations. 7.7 Develop synthesis of amines from other organic compounds. Competency 8: Evaluate the properties and reactions of carboxylic acids. 8.1 Illustrate carboxylic acids' the structures from their names. 8.2 Evaluate variations in the acidity of acids with their substitution. 8.3 Compare the physical properties of carboxylic acids and their salts. 8.4 Evaluate the IR, UV, NMR, and mass spectra of carboxylic acids. 8.5 Develop synthesis for carboxylic acids. 8.6 Investigate conversion of acids to esters and amides using acid chlorides as intermediates. 8.7 Determine the mechanism of the Fischer esterification. 8.8 Identify the products of reactions of carboxylic acids with various functional groups. Competency 9: Compose the properties and reactions of carboxylic acid derivatives. 9.1 Illustrate carboxylic acids derivatives' the structures from their names. 9.2 Contrast the physical properties of carboxylic acids derivatives. 9.3 Examine the IR, UV, NMR, and mass spectra of carboxylic acid derivatives. 9.4 Investigate acid catalysis in the synthesis of acid derivatives. 9.5 Investigate hydrolysis of acid derivatives to carboxylic acids. 9.6 Identify reagents used to reduce acid derivatives. 9.7 Summarize the importance, uses, and special reactions of each type of acid derivative. Competency 10: Formulate alpha substitution and carbonyl condensations. 10.1 Distinguish how enols and enolate ions act as nucleophiles. 10.2 Determine mechanisms for acid-catalyzed and base-promoted alpha-halogenation of ketones and acid-catalyzed halogenation of acids (the HVZ reaction). 10.3 Investigate synthesis of alkylation and acylation of enamines and lithium enolates. 10.4 Determine the products of aldol and crossed aldol reactions and the products of Wittig reactions. 10.5 Investigate mechanisms and products of Claisen and crossed Claisen condensations. 10.6 Develop synthesis for the malonic ester synthesis and the acetoacetic ester synthesis producing substituted acetic acids and substituted acetones. 10.7 Identify the products of Michael additions. Competency 11: Generate the structure and properties of carbohydrates and nucleic acids in the use of consumer products. 11.1 Classify the structures of other anomers and epimers of glucose, drawn as either Fischer projections or chair structures, based on the glucose structure. 11.2 Illustrate monosaccharides' and disaccharides' structures from their names. 11.3 Determine which carbohydrates mutarotate, which reduce Tollens reagent, and which undergo epimerization and isomerization under basic conditions. 11.4 Illustrate glycosidic linkages in disaccharides and polysaccharides. 11.5 Illustrate the structures of DNA and RNA. Competency 12: Determine the properties and uses of lipids. 12.1 Classify lipids both into the large classifications and the more specific classifications. 12.2 Distinguish the physical properties of fats and oils from their structures. 12.3 Evaluate the isoprene units in terpenes according to the number of carbon atoms. 12.4 Determine the products of reactions of lipids with standard organic reagents and the reactions of the ester and olefinic groups of glycerides and the carboxyl groups of fatty acids. 12.5 Evaluate how soaps and detergents work, with particular attention to their similarities and differences. Competency 13: Generate the properties of amino acids, peptides, and proteins along with their functions. 13.1 Illustrate amino acids and peptides' structures from their names. 13.2 Evaluate which amino acids are acidic, basic, and neutral 13.3 Develop syntheses for amino acids. 13.4 Determine products of the following reactions of amino acids: esterification, acylation, reaction with ninhydrin. 13.5 Diagram from terminal residue analysis and partial hydrolysis the structure of an unknown peptide. 13.6 Develop a given peptide from solution-phase peptide synthesis or solid-phase peptide synthesis 13.7 Investigate the four levels of protein structure (primary, secondary, tertiary, quaternary). 13.8 Identify the products of additions, oxidations, reductions, and cleavages, including regiochemistry and stereochemistry.