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MISSISSIPPI GULF COAST COMMUNITY COLLEGE
COURSE OF STUDY
Fall 2006 DATE REVISED COURSE TITLE: Organic Chemistry I COURSE NUMBER: CHE 2425 SCIENCE DEPARTMENT: Jefferson Davis Campus Stephen Roberts, Chair SEMESTER CREDIT HOURS: Five Semester Credit Hours CONTACT HOURS: LECTURE: Three Hours LABORATORY: Four Hours PREREQUISITE COURSES: CHE 1214 AND CHE 1224 COURSE DESCRIPTION : A combined lecture and laboratory course that covers carbon chemistry, bonding structure and behavior, aliphatic compounds, stereochemistry, and reaction mechanisms. Labs associated with this course acquaint students with important manipulations and procedures, and the preparation and study of organic compounds.
TEXTBOOKS: Organic Chemistry. Vollhardt and Schore. Freeman Publishers. Third Edition. LAB MANUAL: Experimental Organic Chemistry, Wilcox PURPOSE: The purpose of the science programs at Mississippi Gulf Coast Community College is to provide the scientific literacy our students will need to function in a technological society. This purpose is achieved by offering quality lectures and laboratory activities to the community we serve. Our mission if to offer students an educational experience which will foster intellectual development and a lifelong pursuit of knowledge. Services are provided for college transfer credit curricula requiring science courses, science training for two-year technical programs, and science education for the general public. In addition, our responsibilities to the community are met by a personal commitment by faculty members to participate in science fairs, speaking engagements, tours of our science facilities by local school children and consultation with individuals who have needs relating to our discipline. CORE OBJECTIVES / TOPICS: Core topics to be covered in all Organic Chemistry I lecture classes: a. carbon chemistry, bonding structure and behavior b. aliphatic compounds c. stereochemistry d. reaction mechanisms The following course objectives cover the minimum core topics that are listed above for this course. Additional objectives are taught at the discretion of the instructor.
COURSE OBJECTIVES:
Upon successful completion of this course, the student will be able to: 1.0 recall the structure and properties of molecules 1.1 show familiarity with the history of organic chemistry 1.2 recall the structure of hybrid orbital: sp, sp^2 , sp^3. 1.3 visualize polarity 1.4 recite the physical properties of organic vs. inorganic substances. 2.0 show familiarity with methane by 2.1 the structural formula 2.2 properties; both physical and chemical 2.3 sources 2.4 reactions including 2.41 oxidation 2.42 chlorination and halogenation 2.43 relative reactivity and control of reactions 2.44 heat of reaction 3.0 show understanding of alkanes 3.1 use IUPAC rules of nomenclature 3.2 be familiar with common names of smaller chained alkanes 3.3 show knowledge of the physical properties of alkanes and how they relate to molecular structure and size. 3.4 differentiate between industrial source and lab preparation 3.5 show knowledge of preparations of alkanes including 3.51 hydrogenation of alkenes 3.52 reduction of alkylhalides 3.521 hydrolysis of Grignard reagents 3.522 reduction with metal and acids 3.53 coupling of alkylhalides with organometallic compounds 3.6 show knowledge of reactions of alkanes including 3.61 halogenation: reactivity, mechanics and orientation 3.62 combustion 3.63 pyrolysis(cracking) 3.64 free radical formation 3.7 show knowledge of causes and effects of the greenhouse effect 3.8 analyze alkanes 4.0 show familiarity with stereoisomerism by 4.1 defining stereoisomers and optical activity 4.11 by using polarimeter 4.12 and by specific rotation
4.2 being able to indicate enantiomerism by 4.21 optical activity 4.22 chirality: chiral center 4.23 racemic modification 4.3 specify configuration according to sequence rules: R or S 4.4 recognize diastereomers including 4.41 the properties 4.42 meso structures 4.5 show knowledge of specificity of configuration when molecule has more than one chiral center 4.6 be familiar with reactions of stereoisomers including 4.61 systhesis and optical activity 4.62 bond breaking 4.63 relating configurations 4.64 mechanisms of free-radical chlorination 5.0 show understanding of alkylhalides: nucleophilic aliphatic substitution 5.1 specify homolytic and heterolytic chemistry 5.2 differentiate relative rates of competing reactions 5.3 have an understanding of the structure of alkylhalides 5.4 name the alklyhalides by structural formula 5.41 using common names 5.42 using IUPAC system of nomenclature 5.5 state the physical properties of alkylhalides 5.6 write equations for the preparations of alkylhalides 5.61 from alcohols 5.62 by halogenation of certain hydrocarbons 5.63 by addition of hydrogen halides to alkenes 5.64 by addition of halogens to alkenes 5.65 by halide exchange in alkynes 5.7 show knowledge of reactions including 5.71 nucleophilic aliphatic substitution using 5.711 nucleophilic reagents 5.712 nucleophiles 5.713 sustrate and leaving group 5.72 dehydrohalogenation: elimination 5.73 preparation of Grignard reagent 5.74 reducation 5.8 visualize kinetics of nucleophilic aliphatic substitution: 2nd order and 1st order mechanisms 5.9 show familiarities with nucleophilic aliphatic substitution: duality of mechanism in the SN2 and SN 1 5.10 explain carbocations by 5.101 structure 5.102 stereochemistry
7.412 hydrogen halides 7.413 water: hydration and tautermerism 7.414 formation of metal acetylides 7.5 be able to analyze alkynes 8.0 show an understanding of cyclic aliphatic compounds by 8.1 using the IUPAC system of nomenclature 8.2 using the industrial sources 8.3 writing the equation for the preparations of cyclic compounds using 8.31 conversion of open-chain compounds: cyclizarion 8.32 conversion of cyclic compounds 8.4 reproducing the reactions including 8.41 small-ring compounds: Baeyer strain theory 8.42 heats of combustion and relative stability 8.5 visualizing the conformations 8.51 chain 8.52 boat 8.53 twist-boat 8.54 bonds 8.541 equatorial 8.542 axial 8.6 writing reaction products involving reactions with carbenes: singlet and triplet 9.0 understand the concept of aromaticity by knowing 9.1 nomenclature of benzene and its derivatives 9.2 evidence for the Kekule model for benzene
