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Unformatted text preview: ORGANIC CHEMISTRY I CHEM 2151-12 Instructor: Office: Email: Office Hours: Class: TEXTBOOK Required: Organic Chemistry, L. G. Wade, Jr., 7th Edition, Prentice Hall Recommended: Solutions Manual for Wade's 7th Edition Organic Chemistry, J.W. Simek Molecular Model Set (e.g., ChemTutor) BLACKBOARD COURSE SITE CHEM 2151-12 has additional course material and links posted on a Blackboard Web site. This information can be found at http://blackboard.gwu.edu TENTATIVE EXAMINATION SCHEDULE Three Exams @ 200 points each: One Final @ 400 points: September 27, October 25, and November 17 TBA Robert Bahde, PhD Corcoran 110 in Chemistry Dept. Office Suite, 725 21st St. Tuesdays and Thursdays before each class (8:30-9:30 AM) Corcoran 110 Tuesday and Thursdays from 9:35 - 10:50AM in MPA 310 As with all GW courses, this course adheres fully to the principles expounded in GW's Code of Academic Integrity (http://www.gwu.edu/~ntegrity). Academic dishonesty includes cheating of any kind, such as copying the work of others, accessing disallowed materials during exams, misrepresenting one's own work, falsification, and the fabrication of information. COURSE GOALS Organic chemistry is the study of the compounds of carbon. This element has a subject area of chemistry devoted to it because carbon is a unique element in the periodic table in its ability to form strong bonds with itself. Because of this singular characteristic, literally millions of carboncontaining compounds are possible from simple structures like the alcohol in beverages and the hydrocarbons of gasoline to complex polymers like proteins, carbohydrates and nucleic acids. Organic compounds are effectively the compounds of life. The first half of the yearlong study of organic chemistry will begin with a focus on structural aspects of carbon compounds, i.e., bonding and stereochemistry, the basic tools used to study the reactions of these compounds. We will follow with an introduction to reaction mechanisms and understand the relationship between structure and reactivity for several basic classes of reactions. The semester concludes with an introduction to organic synthesis, the process of elaborating complex molecules from smaller units, using the reactions of the various "functional groups" that have been introduced through the semester. Page 1 of 4 CHEM 2151-12 LEARNING OBJECTIVES ! ! ! ! ! ! ! ! Demonstrate analytic skills to solve complex problems (with organic molecules). Apply the concepts of electronegativity, VSEPR, hybridization, and the octet rule to draw Lewis structures and predict physical and chemical properties. Name and draw organic molecules; identify functional groups. Recognize the concepts of conformational analysis and stereochemistry; compare/contrast isomer types (constitutional, geometric, stereo, and R/S) Apply the concepts of (Bronsted and Lewis) acids and bases, electrophiles and nucleophiles to predict characteristic organic reactions; list and describe reaction mechanisms (using curved arrow notation for electron movement). Analyze and evaluate the relationship of structure and reactivity; predict the relative stability of reaction intermediates and products and thereby the outcome of a reaction. Describe and recognize the characteristic reactions of functional groups; predict and design synthetic pathways to create complex structures from simple compounds. Apply chemical (and eventually spectroscopic) data to predict structure. ASSIGNMENTS Dates and assignments may be adjusted as necessary during the semester. It is best to do all of the assigned problems. But at a minimum you should do a variety of the problems from the beginning, middle and end of each assigned chapter. Completing more problems will better your understanding of the material. Optional Sections and problems are of interest, but will not be included in any testing for the course. The key to success in Organic Chemistry is working with the material every day and continual practice of the subject by completing the problems. Do as many problems as you can and rework the problems you missed. Many students find it helpful to work in small groups to discuss and practice the material. Do not procrastinate and try to cram before an exam. Chapter: Class Dates: Skip Section: Skip Problems: Chapter: Class Dates: Skip Section: Skip Problems: Chapter: Class Dates: Skip Section: Skip Problems: 1 Introduction and Review August 30 and September 1 11 1, 11, 12, 20, 21, 24, 30, 33, 38, 45, 52, 53, 54 2 Structure and Properties of Organic Molecules September 1 and 6 or 8 12, 13, and 14 12, 19-25, 31 Save 42 & 44 for later 3 Structure and Stereochemistry of Alkanes September 13 and 15 Sections 4 and 16; Optional Section 5 5b, 8-10, 13, 30-32, 36, 38, 40, 41, 45 Page 2 of 4 CHEM 2151-12 Chapter: Class Dates: Skip Section: Skip Problems: 4 The Study of Chemical Reactions September 20, 22, and 29 16D 28-34 Exam 1 Chapters 1 part of 4 on Tuesday, September 27 Chapter: Class Dates: Skip Section: Skip Problems: Chapter: Class Dates: Skip Section: Skip Problems: 5 Stereochemistry October 4 and 6 9 15, 23, 25, 34, 35, 39 6 Alkyl Halides: Nucleophilic Substitution and Elimination October 11, 13, 18, 20 3 1, 4, 17, 28, 31, 32, 41, 55 Exam 2 Chapters 4 - 6 on Tuesday, October 25, 2011 Chapter: Class Dates: Skip Section: Skip Problems: Chapter: Class Dates: Skip Section: Skip Problems: Chapter: Class Dates: Skip Section: Skip Problems: 7 Structure and Synthesis of Alkenes (also read Sections 2-6 and 2-7) October 27, November 1 and 3 8A, 9D, and 11; Optional Section 6 8, 12, 20-23, 26, 39c, 40a, 53 8 Reactions of Alkenes November 3, 8, and 10 11, 16B and C, and 17; Read the "Problem Solving" section pp. 372-374 2, 7-9, 25-28, 46v, y, w, 47p, 48d, 49a, g, 50l, m, 70, 72 9 Alkynes November 10 and 15 3; Optional Section 4 3, 25b, 41 Exam 3 Chapters 7 - 9 on Thursday, November 17, 2011 Chapter: Class Dates: Skip Section: Skip Problems: Chapter: Class Dates: Skip Section: Skip Problems: 10 Structure and Synthesis of Alcohols November 22 and 29 and December 1 12; Optional Sections 3D, 5, 6C and 12 5, 6, 27-29, 30q, r, 33i, j, 41e, f, 50, 51 11 Reactions of Alcohols December 6 and 8 11, 12, and 13; Optional Sections 3, 4, and 6 4, 7, 8, 28-32, 39n, 44, 55c, 56g, h Final Exam Chapters 10 11 and Review Chapters 1 - 9 on TBA Page 3 of 4 CHEM 2151-12 ADDITIONAL INFORMATION (also posted on the Blackboard) Prerequisite Requirements All students taking CHEM 2151 must have credit for CHEM 1112. Emergency Preparedness Information In the case of an emergency, if at all possible, the class should shelter in place. See CHEM 2151 Emergency Preparedness and Response at The George Washington University.pdf University Counseling Center The University Counseling Center (UCC) assists students in addressing personal, social, career, and study problems that can interfere with their academic progress and success. Services for students include: ! Academic support and Peer Tutoring Services: http://gwired.gwu.edu/counsel/AcademicSupport/; http://gwired.gwu.edu/counsel/AcademicSupport/PeerTutoringService/ ! Crisis consultations (24/7): call 202-994-5300 ! Confidential counseling services (individual and small group): http://gwired.gwu.edu/counsel/CounselingServices/ ! Podcasts and self-help materials: http://gwired.gwu.edu/counsel/PodCast/ http://gwired.gwu.edu/counsel/OutreachSelfHelp/ Students are encouraged to check out the website and to call with their questions. Disability Support Services Any student who feels s/he may need an accommodation based on the impact of a disability should contact the Disability Support Services office at 202-994-8250 in the Marvin Center, Suite 242, to establish eligibility and to coordinate reasonable accommodations. Students are encouraged to meet early in the semester to discuss the academic implications of the disability as they relate to the specific course and to request accommodation. For additional information please refer to: http://gwired.gwu.edu/dss/. Page 4 of 4 ...
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- Fall '11