CHEMISTRY 7A SECTION 1250 Instructor: Dr. Amy Grant Spring 2015 MW 9:30-12:40 (Chem 153), TuTh 11:15-12:40 (Chem 133) Office Hours: Tu 12:40-1:40, W 12:40-1:40, Th 10:15-11:15 and by appointment Office: Chem 118 Tel: 310-660-3593 x3238 email: [email protected] Web: www.elcamino.edu/faculty/agrant (Note: This syllabus may be subject to revision.) REQUIRED MATERIALS 1. Vollhardt and Schore, Organic Chemistry: Structure and Function, 7th ed. (note—study guide recommended) 3. Pavia, Kriz, et al, Introduction to Organic Chemistry Techniques a small scale approach, 3rd ed. 4. Molecular Model Set for Organic Chemistry, permanent marker (eg, Sharpie) 5. Laboratory Notebook (spiral bound, 100 pages, carbon sheets) 6. Safety Goggles (Instructor Approved), non-programmable calculator Grading: Tests (4 x 100 pts) 400 Quizzes (6 x 25 pts) + Exercises (40 pts) 190 Laboratory (13 labs + 4 notebook quizzes) 210 Final _______________ 200 Total 1000 Final letter grades will be assigned approximately to the following distribution: 100-88% = A, 87-78% = B, 77-65% = C, 64-54% = D, < 54% = F Lab: Reports are due at the beginning of the lab period one week after the experiment is completed. Labs turned in late will receive a penalty for each day late. Students who arrive more than 5 minutes late to lab will receive a penalty or be asked to leave. You must attend the entire lab lecture to do the lab. Writing on another student’s lab paper, bringing in graded exps, or copying a sentence or piece of data is cheating. You must do independent work. Keep your lab lecture notes on safety, disposal and important info out during lab. Read the exp before the lab. Wear appropriate shoes to lab. Don’t touch the chemicals! See below for missed lab policy. Homework: will be posted on the course web page. It will not be collected or graded, but doing the homework is crucial to doing well in the class. Plan to study organic chemistry at least 12-16 hours per week. Missed quizzes/exams/labs: result in zeros except in a limited number of situations. To discuss a situation, you must leave me a message at least the night before you return. Appointments are not considered emergencies as they can be rescheduled. If you forget a calculator, you may use another student’s calculator when they finish the exam. No cell-phones, programmable calculators, or translators during a quiz or test. Courtesy: Come to class on time and prepared. Questions, comments, and corrections from the class are appreciated. Questions may be answered after class. I do not want to see or hear your cell phone at any time. Attendance: Students who drop the course before the end of the 12th week will receive a "W". After that, a letter grade must be assigned. It is your responsibility to drop the course. Failure to do so could result in an "F". To drop a chemistry class, you must check out of your laboratory drawer. I will apply the 10% attendance rule. Doing Well: For extra practice, redo problems from class on blank paper. Write the solutions in a complete manner so you have good habits for tests. Come to office hours with specific questions to get the most out of working with the instructor. Review or rewrite lecture notes, and take notes from the text. I want you to succeed! Week 1 2 Date Tue 1/20 Wed 1/21 Thu 1/22 Mon 1/26 Tue 1/27 Wed 1/28 Thu 1/29 Chapter 1: Structure & Bonding in Organic Molecules Chapter 1, Lab Introduction, Safety, Check-In, Handout. Note: Techniques are in the back of the lab text. Tech 1, 2. Chapter 2: Alkanes Solubility (Investigative, L1), Exp. 1, 1A-D, Tech 4, 5, 10 p. 13: prob. 1-3 Quiz 1: Chapter 1 Chapter 2 Crystallization (Investigative, L2), Exp. 2, 2B, Tech 6.2, 6.3, 7.4, 8.3, 11 (omit 11.4) p. 679: prob. 1, 7 Chapter 2, Chapter 3: Reactions of Alkanes 3 4 5 6 7 8 9 10 Mon 2/2 Tue 2/3 Wed 2/4 Thu 2/5 Mon 2/9 Tue 2/10 Wed 2/11 Thu 2/12 Tue 2/17 Wed 2/18 Thu 2/19 Mon 2/23 Tue 2/24 Wed 2/25 Thu 2/26 Mon 3/2 Tue 3/3 Wed ¾ Thu 3/5 Mon 3/9 Tue 3/10 Wed 3/11 Thu 3/12 Mon 3/23 Tue 3/24 Wed 3/25 Thu 3/26 Mon 3/30 Tue 3/31 Mixture Melting Points (Investigative, L3), Exp. 2, 2C, Tech. 9 (omit 9.6, 9.9) p. 652: prob. 4 Quiz 2: Chapter 2 Chapter 3, Chapter 4: Cyclic Alkanes Extraction (Investigative, L4), Exp. 3X, Tech 12.1-12.4, 12.8-12.11 pp. 707-708: prob. 2, 9 Chapter 4 Continue Extraction, lecture Chapter 5: Stereochemistry Exam 1: Chapters 1-3 Notebook Quiz A: L1-L3 (15 pts) Chapter 5 Chapter 5 Column Chromatography (Investigative, L5), Handout, Tech 19 (omit 19.8, 19.15, 19.16) HO prob and p. 800: prob 1, 3, 5 Chapter 6: Haloalkanes, Substitution Reactions Stereochemistry Exercise I Handout (X1) Chapter 6 Stereochemistry Exercise II Handout (X2) Quiz 3: Chapters 4-6 Chapter 7: Haloalkanes, Elimination Reactions Paper & TLC of Food Colors Handout (Investigative, L6, Tech. 20 (omit 20.3)) p. 811: prob 1, 4, 6 Chapter 7 Distillation (Investigative, L7), Exp. 6, Tech 3, 6.1, 7.1A, 13.1, 14.1-14.3, 15.1-15.6 p. 729: prob. 6; p. 748: prob. 4 Chapter 8: Properties of Alcohols Distillation continued, GC Analysis, Tech 22.1-22.9, 22.12 Chapter 7 Exam 2: Chapters 4-7 Notebook Quiz B: L4-L6 (20 pts) Chapter 8 p. 836: prob 1, 2, 4 Grignard Synthesis of Triphenylmethanol (Preparative, L8), Exp. 33, 33A, Tech 7.2, 7.3, 7.5, 7.6 p. 288: prob 1, 5d Chapter 8 Quiz 4: Chapter 8 Grignard continued Chapter 9: Alcohol Reactions Synthesis of n-Butyl Bromide (Preparative, L9), Exp. 21, 21A. Save sample for distillation. p. 178: prob 3, 4 Chapter 12: Reactions of Alkenes 11 12 13 14 15 16 Wed 4/1 Thu 4/2 Mon 4/6 n-Butyl Bromide continued Tue 4/7 Wed 4/8 Thu 4/9 Mon 4/13 Tue 4/14 Wed 4/15 Thu 4/16 Mon 4/20 Tue 4/21 Wed 4/22 Thu 4/23 Mon 4/27 Tue 4/28 Wed 4/29 Thu 4/30 Mon 5/4 Tue 5/5 Wed 5/6 Thu 5/7 Mon 5/11 Tue 5/12 Wed 5/13 Thu 5/14 Chapter 12 Chapter 11: Alkenes, 11.1-11.3, 11.6-11.9 Dehydration of an Alcohol (Preparative, L10), Exp. 22 p. 182: prob 1, 2a-d Dehydration of Alcohol continued (GC Analysis) Chapter 10: NMR (Note—there is a lot of great information in the lab text about spectroscopy) Chapters 10, 11.8-11.11: IR, Mass Spec; Chapter 14.11: uv Exam 3: Chapters 8-9, 11-12 Notebook Quiz C: L7-L9 (25 pts) NMR Exercise Handout (X3), IR of 4-methylcyclohexene, Tech. 25.1, 25.4, 25.7, 25.8 p.885: prob 2cehjkl Continue Spectroscopy “W” drop date is 4/18 NMR Exercise continued. Continue Spectroscopy NMR Drill (X4) Continue Spectroscopy Steam Distillation of Eugenol (Investigative, L11), Exp. 13, Tech: 18.1, 18.3, Essay: pp. 98-102 p. 98: prob 7, 8 Quiz 5: Chapters 10, 11.8-11.11, 14.11 (Spectroscopy) Chapter 13: Alkynes Steam Distillation continued (IR) Chapter 13 Exam 4, All of Spectroscopy, Ch. 13 Notebook Quiz D: L10-L11 (20 pts) Isolation of Caffeine from Tea Leaves (Investigative, L12), Exp. 11, 11A, Essay: pp. 73-76, omit sublimation and derivative Chapter 14: Delocalized Pi Systems Diels-Alder Reaction (Preparative, L13), Exp. 49, Essay: pp. 400-404. Chapter 14 Lab Check-Out Quiz 6: Chapter 14 Final Course Information Chemistry 7A is a 5-unit chemistry class, which involves a comprehensive study of the major classes of aliphatic hydrocarbons and of organic halides, alcohols and ethers. This includes nomenclature, structure, stereochemistry, reactions, synthetic methods and spectroscopy. In the laboratory, emphasis is on techniques of separation and purification of organic compounds, common organic reactions and spectroscopy. Course Objectives For all major classes of organic compounds, the student will be able to: - recognize the general formula and state the class name and vice-versa - describe and illustrate structure and bonding - draw and name molecules using systematic rules - evaluate and describe the molecule for structural and stereoisomers - determine the products or reactants for common reactions - demonstrate knowledge of mechanisms for common reactions - plan and outline a synthesis of a given organic compounds Keep track of your grades: Q1 Q2 Q3 Q4 L8 L9 L10 L11 Q5 L12 Q6 L13 X1 X2 T1 X3 T2 X4 T3 L1 T4 L2 NA L3 NB L4 NC L5 NC L6 L7 FNL EC Course Objectives This course involves a comprehensive study of the major classes of aliphatic and aromatic hydrocarbons, organic halides, and alcohols and ethers. This includes nomenclature, structure, properties, stereochemistry, reactions, synthetic methods, and spectroscopy. Emphasis is placed on a systematic approach to understanding the material through the use of bonding theories, energy concepts, kinetics, and reaction mechanisms., In the lab, emphasis is on techniques of separation and purification of organic compounds, common organic reactions, and spectroscopy. Please refer to the course website (www.elcamino.edu/faculty/agrant) for the following information: Course Description, Course Prerequisites, Assessment Activities, ECC Policy on Attendance, ECC Statement of Student Conduct, American Disability Act Statement. Student Learning Outcomes 1. Laboratory Safety: Students will follow proper eye-protection protocol in the laboratory. 2. Equation Writing: Given a written equation, students will predict the products and write a properly balanced equation. 3. Structural Representations: Given a compound formula, students will draw an accurate Lewis structure.
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