Dr. Holly D. Bendorf Office: 209 HBC Phone: x4365 (office), 327-2888 (home)
Lecture: MWF 11:30 - 12:35
Labs: T 7:45 - 11:35 am, R 7:45 - 11:35 am, R 1:00 - 4:50 pm.
Office Hours: To be announced. Feel free to make an appointment or just stop by.
Evening Help-Session: To be announced.
Course Description: CHEM 221, Organic Chemistry II, is a continuation of CHEM 220. CHEM 221 will focus on the reactions of organic compounds and their mechanisms, the application of these reactions to organic synthesis, and the identification of organic compounds using modern spectrometric techniques.
Text and Materials:
• "Organic Chemistry" by George Schmid, Mosby Publishers, 1996.
• "Study Guide for Organic Chemistry" by Skonieczny and Schmid (Optional).
• Bound laboratory notebook (Freeman).
• CHEM 220-221 lab manual.
• Safety glasses or goggles (available at College Store).
• Calculator with logarithmic and exponential functions.
Materials in Chemistry Reading Room: Copies of several organic chemistry texts are available in the reading room. If you are not satisfied with Schmid's treatment of a topic in his text, feel free to consult one of the other textbooks--you may just find one you like. Also, these texts are excellent sources of extra practice problems.
Grading Criteria: Quizzes
160 points 20%
Exams 300 points 37%
Laboratory 180 points 23%
Final 160 points 20%
800 points 100%
Final letter grades will be assigned as follows: 720-800 A, 640-719 B, 560-639 C, 480-559 D.
Exams: There will be three in-class exams on the following dates: Friday, January 23; Friday, February 20; Friday, March 27. The final exam will be administered on the day and time announced in the final exam schedule. Exams cover lecture notes, assigned reading and problems from the text, and material from the lab.
Quizzes: Quizzes are an incentive to stay current with the course. They provide you with a means of evaluating your progress and allow you to identify any potential "trouble spots" before you get into an exam. The lowest quiz grade will be dropped.
Assignments From the Text: This syllabus lists assigned readings and problems from the text and it is your responsibility to stay current with these assignments. Quiz and exam problems may be taken directly from the text. Although they will not be collected, it is strongly suggested that you complete the assignments and have any questions answered before the next class period. Lectures, quizzes, and in-class assignments are prepared with the assumption that you have read and understand the assigned material and have completed the text problems.
Help-Session: The evening help session is an informal workshop where you will have the opportunity to ask questions, review lecture material, and work problems either individually or in groups.
Extra Credit: Extra credit points (3) can be earned by attending
departmental colloquia. Extra credit points can also be earned by writing
a brief research paper on a mutually agreed upon topic (up to 10 points).
Other types of extra credit projects may become available during the semester.
Extra credit is limited to 20 points.
Attendance: Regular attendance at lecture is expected. Attendance at quizzes, exams and laboratory meetings is mandatory. You will be permitted to make-up a missed lab or exam only when the absence has received prior approval from me (usually a case of medical or family emergency which can be documented). You must be able to attend another lab section in order to make-up a missed lab. In the case of a missed exam, a single, cumulative make-up exam will be administered at the end of the semester. Quizzes cannot be made-up. In case of an emergency, I can also be reached at my home: 327-2888.
Participation: Participation is highly encouraged in lecture. Do not hesitate to stop me if I am going too quickly or have not explained something to your satisfaction.
Study Suggestions: The material covered in CHEM 221 builds upon the concepts covered in CHEM 220. Lectures, in-class assignments, and labs have been prepared with the assumption that everyone has a solid grounding in the material from CHEM 220. You are therefore responsible for the CHEM 220 material and should review when necessary. If you have any questions or would like some assistance in reviewing, don't hesitate to ask.
As you already know from CHEM 220, organic chemistry does not lend itself to memorization or cramming. This is true to an even greater extent in CHEM 221. The best approach for studying organic is to practice everyday: review your notes, study the text, discuss the material with your friends, quiz yourself, and most importantly, work lots of problems!
Finally, if you feel that you are having trouble in the course, come see me right away. I am always willing and (almost!) always available to help you.
Course Outline: The outline is tentative and subject to change.
|Jan. 5||Diene structure and properties||19.4-7||19.9, 25, 27, 28(a, c, d)|
|Jan. 7||Reactions of dienes, allylic species||19.1, 2, 8||19.1-5, 12, 33, 36|
|Jan. 9||Diels-Alder reaction||19.12.||19.16-19, 31(b, d, e), 38, 39|
|Jan. 12||Diels-Alder, UV spectroscopy||19.14-15||19.21, 22, 32|
|Jan. 14||Radicals, hydrogen abstraction||18.1-4||18.1-6, 8, 24, 25|
|Jan. 16||Radicals, rxn with alkenes||18.5, 6||18.9, 10, 26||quiz|
|Jan. 19||Polymerization, mass spectroscopy||18.8-10, 13-15||18.16-18, 28|
|Jan. 21||Benzene: prop.,structure, nomenclature||20.1-4; 21.1||21.1, 2|
|Jan. 23||Exam 1||exam|
|Jan. 26||Aromaticity||20.5, 7, 8||20.3-7, 18, 19, 23-25|
|Jan. 28||Side chain rxn, EAS||20.9-11||20.10, 12, 14, 16(except e)|
|Jan. 30||EAS of subst. benzenes||21.3-9||21.5-8, 10, 27||quiz|
|Feb. 2||More EAS||21.11-14||21.13-17, 22-25, 28, 32, 34|
|Feb. 4||Modification of nitrogen substitutents||22.15-18||22.22-24|
|Feb. 6||NMR-Theory, recognizing symmetry||5.9-13; 10.1-3||5.9-12; 10.1, 4, 5||quiz|
|Feb. 9||13C NMR||5.14.||5.16, 25-27; 10.23, 27; 21.4|
|Feb. 11||1H NMR||10.4-6, 11||10.6-9, 22, 24-26|
|Feb. 13||1H NMR||10.7-10, 12-14||10.10-14, 16, 28-34||quiz|
|Feb. 16||Alcohols: prop., struct., nomenclature||11.1-4, 15||11.1-6, 27, 35|
|Feb. 18||Oxidation and reduction, ROH prep.||11.5, 6, 9, 10||11.14-18, 28|
|Feb. 20||Exam 2||exam|
|Feb. 27||No Classes|
|Mar. 2||Prep. of ROH: Grignard rxn.||11.7, 8, 11-14||11.9-13, 19, 21, 32-34|
|Mar. 4||Reactions of ROH||11.17-18||11.23, 24, 36|
|Mar. 6||Reactions of ROH||11.16, 19||11.39-42, 44||quiz|
|Mar. 9||Ethers||13.1-9||13.1-4, 6-11, 13, 15|
|Mar. 11||Epoxides||13.10-15||13.16-23, 29, 31|
|Mar. 13||Aldehydes & Ketones: prop., nom., prepn.||14.1-7||14.1-12, 44, 55||quiz|
|Mar. 16||Prep. & reactions of ald. and ket.||14.8-10,16,17||14.13-16, 29-31|
|Mar. 18||More reactions of ald. and ket.||14.11-15, 18||14.18-25, 35, 36, 38, 41, 42|
|Mar. 20||Carbohydrates||25.1-3,6-13||25.1,10, 18-21, 23, 34||quiz|
|Mar. 23||Acids and Esters: nomen., prop., acidity||15.1-4, 8-10||15.1-4, 6, 12, 22, 23|
|Mar. 25||Prep. and rxn. of acids and esters||15.5-7, 13-15||15.8-10|
|Mar. 27||EXAM 3||exam|
|Mar. 30||Fatty acids, waxes, and oils||15.10-12,16-7||15.14, 17, 28-32|
|Apr. 1||Phosphate esters and DNA||11.16, 27.1-4||27. 1, 2, 10, 11|
|Apr. 3||Acid derivs: prop., nomen., reactivity||16.1-7||16.1-3, 5, 7, 9||quiz|
|Apr. 6||Interconversion of acid derivs.||16.8-11||16.10-12, 16|
|Apr. 8||More reactions of acid derivs.||16.12-14||16.18, 20, 21, 29, 32, 34|
|Apr. 10||No Classes|
|Apr. 13||Amino acids, peptides, and proteins||26.1-8||26.3-6, 9-11, 14||quiz|
|Apr. 15||Enolate chemistry||17.1-5||17.1, 2, 4-6, 8|
|Apr. 17||Aldol, Claisen chemistry||17.6-8||17.9-14|
Laboratory: It is imperative that you come to the lab fully prepared. Careful planning and preparation before you arrive at the lab will allow you to complete your experiments in an efficient and safe manner. It is your responsibility to read and understand the lab procedure before you arrive at prelab. Missing or arriving late to prelab will result in a reduced lab grade (up to 5 points per violation) and/or dismissal from the lab.
The laboratory grade is worth a total of 180 points. Late reports will be penalized 3% per school day.
Lab Safety: Unsafe behavior in the lab will not be tolerated and violations will be penalized. Repeated violations during a class may result in a zero for that lab. Keep in mind that lab safety includes laboratory hygiene. In the event that common areas are left dirty, (rotovaps, balances, melting point apparati, reagent hood) points may be deducted from the entire lab section. If you have any questions regarding lab safety, please do not hesitate to ask.
|2||1/13, 15||Diels-Alder||Chp. 12, 29||4||20|
|3||1/20, 22||Radical Polymerization||Chp. 41||5||20|
|4||1/27, 29||EAS / Rad. Polym.||Chp. 31|
|5||2/3, 5||EAS||Chp. 19||6||20|
|6||2/10, 12||Nitration||Chp. 27, 30||7||20|
|7||2/17, 19||QOA||Chp. 33||12||20|
|8||2/24, 26||Spring Break|
|11||3/17, 19||Chemical literature||Chp. 32||13||40|
|12||3/24, 26||Synthesis Project||Chp. 37 or 40||14 (part 1)||20|
|13||3/31,4/2||Synthesis||15 (part 2)||20|
Last updated January 7, 1998.
The URL for this page is http://lyco2.lycoming.edu/dept/chem/spring1998/syl221.htm