chem 80 syllabus Spring 17 - Mt. San Antonio Collegeinstruction2.mtsac.edu/.../chem_80_syllabus_Spring_17.pdf · Organic Chemistry - CHEM 80 Spring 2017 3 homework problems on your

Organic Chemistry - CHEM 80 Spring 2017

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Professor Huang (Office 7-2108F) Phone (909)274-6312, email:[email protected]

COURSE GOALS: Chemistry 80 is the first semester of a one-year course sequence in Organic Chemistry. This course is designed for science majors, specifically chemistry, biology, biochemistry, chemical engineering and those students wishing to pursue pre-professional degrees. Chemistry 80 covers molecular structure, energetics, reaction mechanism, lab techniques, synthesis, qualitative analysis and spectroscopic applications. Chemistry 80 is a pre-requisite to Chemistry 81.

TEXT BOOKS: Lecture: Organic Chemistry: 3rd Ed (with WileyPLUS) by David Klein (required) Organic Chemistry Molecular Modeling Kit (recommended) Laboratory: Making the connections by Anne Padias (required) Green Chemistry in Organic laboratory (CHEM80 V.2016-2017) by Iraj Nejad (required) Student Organic Chemistry Lab NoteBook (required)

OFFICE HOURS: M: 11:15 am - 11:55 am; 02:10 pm - 02:30 pm (7-2108F) T: 09:00 am - 09:40 am; (7-2108F) 02:40 pm - 03:00 pm (7-2111) W: 11:15 am - 11:55 am; 02:10 pm - 02:30 pm (7-2108F) Th: 09:00 am - 09:40 am; (7-2108F) 02:40 pm - 03:00 pm (7-2111)

CRN SUBJ CRSE CREDITS COURSE TITLE

41147 CHEM 80 5.00 ORGANIC CHEMISTRY

INSTRUCTOR(S) - (P)rimary TYPE DAYS TIME BLDG. ROOM

Huang, Kenneth (P) Lecture/Lab Lecture/Lab

TR TR

0945-1110am 1130-0240pm

7 7

2123 2111

CRITICAL DATES

Start Date: 27-FEB-2017 End Date: 18-JUN-2017 Last Date to add class: 10-MAR-2017 Last Date to drop with a refund: 10-MAR-2017

Last Date to drop without a "W": 12-MAR-2017 Last Date to drop with a "W": 04-MAY-2017 Last Date to change grading option: N/A Census Date: 13-MAR-2017 Add Auth Expiration: 12-MAR-2017

REQUIRED SUPPLEMENTAL MATERIALS: Laboratory Safety Goggles are mandatory for laboratory work. For your own safety, students not having safety goggles by the second lab meeting will not be allowed to participate in lab activities and must make-up all missing work on their own. Owning a “good” molecular model kit will allow additional practice and a better understanding of chemical reactions and molecular structure.


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ATTENDANCE: Consistent attendance is highly recommended. Each student will be responsible for all missing information and completing each assignment. Missing more than 7 hrs of lecture and or laboratory may result in being dropped from the class. Contact me if you are unable to attend more than two lecture or laboratory meetings.

TARDYS: All students are expected to arrive on time and ready to work. If you are unavoidably detained, respect your fellow students and instructor by entering the room quietly. If you are late to a quiz or exam, no extra time will be granted. POINT SYSTEM: Homework 5% Quizzes 15% Exams – Three exams (Cumulative) 25% Laboratory – 30% Laboratory – includes:

- Pre/Post-Lab quiz (7%) - Lab Reports including Pre-Lab write-up (18%) - Lab Final (5%) (5% of your total grade!!!)

Final Exam – Cumulative (multiple choice only) 25% Total 100%

GRADING SCALE: 100-90% = A, 89-80% = B, 79-70% = C, 69–60% = D, below 59% = F HOMEWORK: Homework will be assigned for each chapter and will be collected. A typical assignment will consist of around 15 to 25 problems from the end of the chapter. Assignment will be collected and checked for clarity and completeness of work, and not graded for accuracy. You are expected to do all assigned problems and ask questions if you don’t understand them. A numerical grade of 5, 3, or 1 will be assigned to each homework. THE PROBLEMS SHOULD BE DONE NEATLY, BE ORGANIZED and MUST BE READABLE & HAND-WRITTEN. If I can’t read it, I can’t assign credit! The homework should be done on 8.5 by 11 size sheets and must be stapled with your name and problem numbers clearly shown. Late homework will not be accepted for credit. In addition, some on-line homework program in which assignments are computer generated and scored will be assigned. The program can be accessed from any computer that is connected to the Internet. Advantages of using on-line homework program include immediate feedback to students on their work and the ability to easily monitor of student progress by the instructor. QUIZZES: Chapter Quizzes will be administered at the beginning of lab. To encourage you to complete and understand your homework assignments, you will frequently find


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homework problems on your quizzes. No extra time will be allotted for students arriving late. No make-up Quizzes will be offered. POP-QUIZZES: Pop-Quizzes are intended to encourage students to stay current with their studies. Pop-Quizzes are unannounced and will be administered at the beginning of laboratory. No extra time will be allotted for students arriving late. No make-up Pop-Quizzes will be offered. EXAMS: Exams will be administered during the scheduled lab or lecture time. All exams will be closed book and closed notes. The lowest exam score may be replaced by the final exam percentage. All exams are cumulative. FINAL EXAM: The final exam will be administered on the scheduled day for the final exam. If you need to make special arrangements regarding taking your final early, please inform your instructor at least two weeks in advance. All students will take the American Chemical Society (ACS) standardized exam as the final exam. This is a 70 multiple choice question, 110 minute timed exam. The lecture final exam will be comprehensive, from exams 1 – 3 and including the new materials covered in the lecture. The final exam score can replace the lowest exam score.


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For all quizzes and exams, you may NOT:

Share a calculator with other students, Use a cell phone or other electronic device as a calculator, Use a dictionary or electronic translator during a quiz or exam, and Listen to an iPod, MP3 player or other electronic listening device.

Any student caught with any of the above devices nearby during quiz or exam will be considered as cheating and will not receive any credit for that quiz or exam.


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LABORATORY: This course assumes every student will arrive to lab thoroughly prepared for the days work. Each student will be expected to have read and understood the upcoming lab activity. All students will be expected to safely complete each assigned activity. On Thursday of the first week, a Lab Safety and Waste Disposal Quiz will be administered. Each student must pass with a 90% or above. Students not passing with a 90% will be allowed one re-test. Students not passing the re-test with 90% will be dropped from the course. Safety is of paramount importance in chemistry. All written and oral laboratory reports will include your notebook copy pages. The due date for the written laboratory reports will be given to you. All written reports will be typed using a word processing computer program. Late laboratory report will not be accepted for credit.. *Be mindful that there may be an occasion where the instructor may call for your lab notebook pages as your formal laboratory report. So please, maintain your lab notebook in good condition at all times!

Oral presentation lab reports are due on the dates assigned. Late presentation reports will be given a score of “0”. Oral reports will be presented to the entire class. (Presentation reports are most often constructed using PowerPoint®.) Your fellow students and instructor will critically evaluate your work and will assign a grade for your report. There will be no make-ups for oral presentation reports.

LABORATORY: All students are required to attend two 3-hour laboratory sessions per week as scheduled. A series of laboratory experiments/activities, including wet labs and computational labs, will be performed during lab over the entire semester. Each experiment consists of a pre-lab write-up, (reading the experiment prior to coming to lab), completing the experiment according to the procedure, collecting and recording data in a laboratory notebook, analyzing the data, and writing a lab report that will submitted for grading. All students will be expected to safely complete each assigned activity. Each laboratory activity will be graded on the following criteria. Pre-lab write-up and Pre-lab quiz Experimental data collection, documentation and observations Post-lab data analysis and quality of results Post-lab quiz Writing a lab report as instructed. Additional detail on each section is provided below.


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PRE-LAB ASSIGNMENTS: Before arriving in lab, you will need to read the experiment in detail including the experimental procedures and write a pre-lab in your notebook as required by your instructor. Your pre-lab will benefit you in four ways. These benefits include--better comprehension of the material, increased efficiency (saves you time), higher lab scores and increased safety. Students who do not have the pre-lab will not be allowed to begin the experiment without the instructor’s approval. DATA COLLECTION AND DOCUMENTATION: Following the pre-lab quiz, a short lecture (overview and introduction) on the experiment will be given. A brief discussion on Lab Safety and Waste Collection will also be shared. During the experiment, all students will follow lab procedures per the lab manual and record all data and observations directly in their lab notebook. These pages will be checked by the instructor at the end of each lab period. The carbonless copies of your laboratory notebook pages will be submitted along with your final lab report. POST-LAB ASSIGNMENTS: Frequently, a post lab quiz will be given to assure students comprehension of the activity they just completed. With all lab experiments, a formal laboratory written report will be submitted for grading. Instructions on formal laboratory format may vary depending on the lab activity/experiment and it will be provided at the completion of each experiment. Each lab report will require you to draw conclusions based on the experimental data collected and observations made. The report will also require answering several questions on the experiment performed. You should try to answer these questions on your own but you may ask the instructor or other students for help, if needed. LABORATORY SAFETY: On the first two weeks of the semester, a Lab Safety/Waste Disposal quiz will be administered. Each student must pass with a 90% or above. Students not passing with a 90% will be allowed one re-test. Students not passing the re-test with 90% will be dropped from the course. NO Exceptions! Safety is of paramount importance in chemistry. INSTRUMENTAL ANALYSIS: Most lab experiments are designed to provide a learning experience and an opportunity to practice organic lab techniques. Specifically, those techniques in instrumental analysis like IR and NMR spectroscopic techniques and computer based molecular modeling computations. Lab experiments are designed for students to become proficient in the following techniques: Molecular Modeling using Spartan Thin Layer Chromatography (TLC) UV-Vis Spectroscopy Column Chromatography Determining Melting Point (MP) and Boiling Point of organic samples Measuring Refractive Index (RI) of organic liquids Infrared Spectroscopy (IR) Fermentation


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1H NMR & 13C NMR Spectroscopy 13C NMR DEPT Spectroscopy Simple & Fractional Distillation Exploring Solvent Effect on Reaction Rate-a SN1 Rxn Microsacle Titration Synthesis & Reflux – a SN2 Rxn Solvent Extraction & Reflux Recrystallization LABORATORY INSTRUCTION: Prior to each lab activity, the professor will provide a short introduction (15-20 min) to the experiment and a pre-lab quiz will be given at the beginning of the lab. Safety precautions for the experiment will also be reviewed. During the experiment, the instructor will assist all students to: Properly follow the experimental procedure outlined in the lab manual Train students how to use Spartan molecular modeling program Train students how to use IR Spectrometer, collect both solid and liquid IR spectra and interpret the spectrum. Train students how to use the NMR Instrument to collect 1H, 13C, DEPT and 2D HETCOR spectral information on their specific sample. Train students how to process different NMR spectra results using the software NUTS Train students with lab set-ups to perform the experiments Train students on lab safety and waste disposal Discuss and practice the Principles of Green Chemistry as they relate to different experiments Train students on writing of formal lab report Other areas and techniques as the need arise

Lab FINAL EXAM: The lab final exam will be administered on the scheduled day for the lab final exam. CLASS PARTICAPATION AND ACTIVITY: On those rare occasions where a student’s course percentages is between two grades, class participation, attitude, willingness to help other and attendance will be taken into consideration. TUTORING SERVICES: Free tutoring service is available in the Learning Technology Center (building 6). ATTENTION TO EFFORT: This is a 5-unit chemistry course transferable to any college or university in the country. It is your responsibility to continuously learn and stay current with all assigned material. Don’t get behind! Trying to make-up for lost time is difficult, stressful and may sacrifice time and effort from other classes.


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CHEATING: If a student is caught cheating or plagiarizing, the student will receive a “0” for that assignment. Remember, plagiarism is cheating. NOTE TO THE STUDENT: This class is designed to be a building process. The key to this course is a thorough understanding of the lecture notes, homework problems and the concepts presented in the corresponding text chapters. About 70% of quiz and exam material will come from lecture and homework materials. The balance will come from the corresponding text chapters. Successful former students have mentioned that pre-reading the chapter and lecture notes before class was highly advantageous. (These are the students that usually receive the A’s) Consider trying this technique and see if it works for you.

Drop/Withdrawal:

The deadlines for dropping classes are listed on the first page.

It is not acceptable behavior to simply “disappear” from the course. Should you choose to drop this course, you must do so in a timely manner according to the schedule of classes. If you are considering dropping this course, please stop by my office and discuss your decision with me. I am here to help you and would like the opportunity to speak with you about your plans. Accommodations for Disabilities:

Students needing special accommodations may contact Mt. SAC Disabled Students Programs and Services (DSPS), at (909) 274-4290.

Student Learning Objectives:

Student Learning Objectives (SLO) for the course are described at: http://www.mtsac.edu/chemistry/chemslo.html


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CHEM 80 LECTURE/LAB MW SCHEDULE — TTh — SPRING 2017 (The lecture/lab schedule is tentative and is subject to change)

Week Dates Lecture Topics Experiments

1 2/28 3/2

Ch. 1 A Review of General Chemistry Ch. 2 Molecular Representations

Introduction & Lab Safety; Ch. 1 Cont. Lab Safety & Waste Disposal Quiz; Ch. 2 Cont.

2 3/7 3/9

Ch. 3 Acids and Bases Ch. 3 Continued

Check‐in; Biosynthesis of Ethanol (Part I) Ch. 15 IR; Spartan Tutorial/IR Exercise (CTC)

3 3/14 3/16

Ch. 4 Alkanes and Cycloalkanes Ch. 4 Continued

Identification of Unknown Organic Compounds I Identification continued

4 3/21 3/23

Ch. 5 Stereoisomerism Ch. 5 Continued

Identification continued Exam 1 (Ch. 1‐4); Conformational Analysis I and II (CTC)

5 3/28 3/30

Ch. 5 Continued Ch. 6 Chemical Reactivity and Mechanisms

Conformation continued (CTC) Stereochemistry Activity

6 4/4 4/6

Ch. 6 Continued Ch. 7 Substitution Reactions

Stereochemistry Activity continued Biosynthesis of Ethanol from Molasses (Part II)

7 4/11 4/13

Ch. 7 Continued Ch. 7 Continued

Biosynthesis of Ethanol from Molasses (Part III) Lec. Ch. 16 NMR; Which Structural Isomer? DEPT‐NMR

8 4/18 4/20

Ch. 8 Alkenes: Elimination Reactions Ch. 8 Continued

DEPT‐NMR continued (CTC) Introduction to NMR

9 4/25 4/27

Ch. 8 Continued Ch. 9 Addition Reactions of Alkenes

Exam 2 (Ch. 1‐7, 15); Introduction to NMR continued (CTC) Introduction to NMR cont.

10 5/2 5/4


DMAP Lab (SN2 RXN) Part A (CTC) Chemical Kinetics (SN1)

11 5/9 5/11

Ch. 10 Alkynes Ch. 10 Continued

Chemical Kinetics continued Isolation of compounds from Spinach

12 5/16 5/18

Ch. 10 Continued Ch. 11 Free radical

Spinach continued Spinach continued

13 5/23 5/25

Ch. 11 Continued Ch. 12 Synthesis

Trimyristin: A Fat from Nutmeg Exam 3 (Ch. 1‐10; 15, 16);

14 5/30 6/1

Ch. 12 Synthesis Ch. 13 Alcohols and Phenols

Trimyristin continued Trimyristin continued

15 6/6 6/8


TBD Lab Check Out

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Lab Final Exam Lecture Final Exam


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Homework

Chapter (Klein) Assigned Homework Problems Ch. Homework Numbers

1 34,36,38,39-41,43,45,46,49-53,55,56,60,61,63,65

2 11,40,41,44,46,47,49-53,55-58,60,63-66

3 36-39,42-45,47-52,54,55-57,60,61

4 10,11,41,42,54,55,58,59,62,65,66,69

5 32,36-39,41,45,49,51,53-55

6 20,27-32,37,39,41,43,45,47-49,50,54

7 36,37,39,40,41,43,44,50,53,54-56,58-61,63,64,66,68

8 50,51,53,54,59,61,62,66,67,69,77,78,80,84,87

9 49,50,51,57,58,60,64,65,68,70,71,79

10 35,36-38,40,41,43,44,46,49,53,57,59,60,66

11 22,24,27,33,34,36,38,40,43,45

12 17-26,29-30

13 30-33,35,39,43,44,46-49,51-56

14 30,32,42,43,49-54

15 9,10,12,14,38-42,54,67


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CHEMISTRY 80 MEASURABLE OBJECTIVES 1. Write/draw various structural forms of organic compounds (structural, bond-line, resonance, stereoisomers, etc.) 2. Identify and name the functional groups in organic compounds. 3. Perform energy conformational analysis of organic compounds. Draw Fisher and Newman projection formulae and name stereoisomers. 4. Predict products and discuss mechanisms of nucleophilic substitution reactions and elimination reactions; draw all associated structures. 5. Predict products and discuss mechanisms of reactions specific to alkanes, alkenes, alkynes, alcohols and ethers. 6. Deduce the structure of a given organic compound from spectroscopic data (1H-NMR, 13C-NMR, UV-Vis, IR and mass spectroscopy.) 7. Apply appropriate safety rules in the organic laboratory; properly handle and dispose of organic wastes. 8. Demonstrate competency in the use of various instruments and lab techniques (micro and macro) in the organic laboratory. 9. Perform simple organic synthesis and analyze the product(s) using appropriate instrumental methods. 10. Prepare complete and organized lab reports


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Chemical Laboratory Safety Rules

It is essential that you have a safe Chemistry Laboratory experience. To do so, all students must adhere to the following rules: • Safety goggles, that provide a complete, snug seal around the eyes, must be worn in the laboratory at all times. • Students should come to the lab properly attired. This means wearing closed-toe shoes that cover the entire foot, tying long hair back, and removing dangling jewelry. Avoid loose fitting clothing, bulky sweaters, synthetic fabrics (due to flammability concerns), and clothing that expose bare skin such as mid-drifts, short skirts or short shorts. • Eating or drinking in the laboratory is not allowed in the lab areas. Avoid skin contact with chemicals. While in lab, avoid touching your face (eyes, mouth and nose). At no time should students taste chemicals and, absolutely no pipetting by mouth. Remember to always wash your hands when you leave the lab. • Avoid trip hazards. That means keeping your book bags, sweaters or other personal off the floor and out of the walkways and storing them in the cubbies where provided. Make sure that locker drawers are kept closed when not in use. • When conducting laboratory activities, be sure to carefully read labels on all reagent bottles, notify your instructor of all accidents no matter how small, and report and clean-up all chemical spills. Do not pour excess chemicals back into the reagent bottles. Never perform unauthorized experiments. • Good housekeeping is part of safety and good laboratory practices. This includes keeping your immediate area clean and clutter free, avoiding drips, drizzles and spills when transferring liquid chemicals, and maintaining a professional attitude. Dispose of chemical wastes, broken glass, and paper towels in appropriate containers. • Take extra precaution when using glassware and heat. When heating test tubes, be careful not to point the test tube at yourself or another student. Protect your hands with paper towels and use lubrication when inserting thermometers and tubing into stoppers. • Lastly, as part of good safety practice, all students must know the location of safety items such as the safety shower, eye wash stations, first aid kit, fire extinguishers, material data safety sheet (MSDS), chemical-spill kits, and exits. In addition, students should know proper procedures for using the safety shower and eye wash station, and know what to do in case of an accident.


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MEASURABLE OBJECTIVES and STUDENT LEARNING OUTCOMES (SLOs) The following information is from the Mt. SAC website: Measurable Objectives (MOs) identify instructional expectations for a given course or class that establish curricular elements and standards. The measurable objectives for each course are listed on the Course Outline of Record. To view measureable objectives for any course visit: http://webcms.mtsac.edu. Once the page has loaded, click “Public Access” which will bring you to a page where you may search for a specific course. Once you have located your course, click on it and a PDF will load which contains the official course outline. Scroll down on the PDF until you locate the Course Measurable Objectives. Course level measurable objectives encompass the content of a course and are used to form student learning outcomes (SLOs). An SLO is a statement about what a student will think, know, feel or be able to do as a result of an educational experience, such as a course, a program, or a degree (including the general education component). SLOS are statements bases on the measurable objectives of record. Not all MOs are assessed each semester. The purpose of SLOs is to improve teaching and learning. The official SLOs (Student Learning Objectives) for my courses are as follows.

Chemistry 80 students will be able to predict products and discuss reaction mechanisms of Nucleophilic substitution and elimination reactions and be able to draw all associated intermediate and transition intermediates.

Chemistry 80 students should be able to analyze 3-D, Fisher, and Newman projection formulae to determine their structural relationships and relative energies.

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chem 80 syllabus Spring 17 - Mt. San Antonio Collegeinstruction2.mtsac.edu/.../chem_80_syllabus_Spring_17.pdf · Organic Chemistry - CHEM 80 Spring 2017 3 homework problems on your