While every effort has been made to make sure this electronic syllabus is error-free, it is not official.
The definitive source of course information remains the original (paper) syllabus distributed in class.

Fall 1997     Organic Chemistry 1     Lycoming College

Course description - This course is designed to introduce the student to the chemistry of alkanes, alkenes, alkynes, and alkyl halides. The approach wil be both mechanistically and synthetically oriented. The laboratory component of this course will involve the basic techniques of synthetic organic chemistry.

Faculty                            Responsibilities                Office
Dr. Chriss McDonald*      lectures, lab, recitations     HBC 233

*321-4186 (work), 433-4493 (home, call up to 10 PM [no kidding]), or e-mail (mcdonald@lycoming.edu)

Texts etc.
a. Organic Chemistry, by Schmid#
b. Chemistry 220 Lab Manual, by McDonald, Bendorf, and Berkheimer#
c. Bound laboratory notebook by Freeman#
d. Lab safety glasses#
e. Calculator (add, subtract, multiply, divide, logs)
f. Lab deposit, $10 at lab check-in, cash only (refundable upon checkout)

 #available at the bookstore

Course format
Lectures - MWF, 11:30 - 12:35, HBC G09, Attendance required.

Recitations - Incorporated into the lectures, typiclly on Wednesday. The primary method for evaluating chemistry students in testing situations is to have them work problems. In recitation we will practice the same sort of problems you will see in testing situations. We will also have a nighttime review session the night before every exam.

Assigned homework - Problems designed to enhance your understanding and prepare you for testing situations. A key will be posted in the secretary's office and outside the lab. Homework will not be collected. A large chunk of recitation will be devoted to working these problems.

Laboratory - U: 2:00 - 5:50 pm; Tuesday, X: 7:45 - 11:35 pm, Thursday; Y: 1:00 - 4:50 pm, Thursday, HBC 220, 234. Attendance required. Here you will experience what chemists actually do. Your labwork will be evaluated as described in the lab syllabus as well as on the lecture exams. Approximately 5% of each exam will be drawn from the labwork. A lab syllabus will be distributed at the first lab session. Make sure and show up with your $10 lab deposit (cash only) that first week.

Grading scheme
a. The final grade is based on the number of points obtained out of a possible 600 points. The points will be distributed as follows:
intro/biography 08 points (01%)
quizzes 70 points (12%)
exam 1 70 points (12%) 
exam 2 100 points (17% )
exam 3 100 points (17%) 
final exam (cumulative) 120 points (20%)
laboratory   132 points (22%)
 total                                     600 points (100%)

b. Assignment of letter grades is based on the following scale: 540 - 600 A, 480 - 539 B, 420- 479 C, 360 - 419 D, < 360 F.

 c. A word about learning chemistry. Studying chemistry is hard work for most people (this is certainly true for me). I would recommend that you work on the lecture material one hour per day outside of class for starters. Once you see how things are going this amount can be adjusted as needed (I suggest a significant increase in study time prior to an exam). If you are having trouble make sure and come and see me. I'm easy to talk to and will do whatever I can to help you. You will be responsible for all of the material listed on the following schedule for the indicated exams and quizzes. It is not sufficient to learn the material from the lecture alone. You are expected to read and think about the material prior to the lecture. We must necessarily cover a large amount of material so our pace must be geared towards those who are ready to learn. The hour exams will be somewhat cumulative in the sense that you will need to know the earlier material to comprehend the latter. For an idea of what my exams are like in Chem 220, see the material on reserve in the secretary's office.

Policy on attendance
Attendance at quizzes and exams is mandatory. Makeups will be administered only if I deem the reason for absence to be legitimate and I am made aware of the absence beforehand. Each documented, unexcused lecture absence beyond the first two will cost you one point from your total.

 Lycoming College Organic Chemistry Fall 1997 Schedule

 "Organic Chemistry nowadays almost drives me mad. To me it appears like a primeval tropical forest full of the most remarkable things, a dreadful endless jungle into which one does not dare enter, for there seems no way out."

 Freidrich Wohler, 1835
(the slayer of the vital force theory)
date  topic text quiz/exam
8/25 hello organic chemistry! 1.1
8/27 ionic,covalent bonds,Lewis structures 1.2, 1,5
8/29 formal charge,functional groups 1.6, 2.12-15
9/1  introductory molecular orbital theory  1.3-4, 1.7-9 
9/3 orbital hybridization 1.10,11 
9/5 as above  1.13   QUIZ 1 
9/8 acid-base reactions  1.15, 3.1-7 
9/10 curved arrow formalism in acid-base rxns  1.12, 3.8 
9/12 classification of organic reactions  handout  QUIZ 2 
 9/15  polar reaction examples handout 
9/17  basic thermodynamics/kinetics  3.9-14 
9/19 EXAM 1 (70 points)  -  EXAM 1 
9/22  naming/drawing alkanes  2.1-5
9/24  alkane properties, cycloakanes (last day to drop)  1.16, 2.6, 8,9,11 
9/26  alkane conformational issues 4.1-5 
9/29  ring strain, cycloalkane conformers  4.6-13 
10/1   structure/nomenclature of alkenes 7.1-5  QUIZ 3 
10/3   long weekend  -
10/6  addition of HX to alkenes 7.7-10 
10/8  as above + cation rearrangements 7.11-13, 7.17
10/10  alkene hydration, addition of X2 7.14, 8.8,9  QUIZ 4 
10/13  hydroboration 8.1-8.4
10/15  other addition rxns  8.5,11,12 
10/17  alkyne nomenclature/structure 9.1-3  QUIZ 5 
10/20  additions to alkynes  9.6,8 
10/22  alkyne hydrations 9.7
10/24  EXAM 2 (100 points) - EXAM 2 
10/27  enantiomerism  6.1 
10/29  optical activity  6.3-6, 6.12
10/31  sequence rule 6.2,8
11/3  diastereomers  6.9, 6.10 
11/5   infrared spectroscopy: theory 5.1-4, 7,8
11/7  infrared spectroscopy: interpretation  5.5,6 QUIZ 6
11/10  kinetics/ stereochemistry of substitution  12.1 
11/12  the SN2 rxn 12.2,4 
11/14  the SN1 rxn  12.5-8  QUIZ 7
11/17  the E2 rxn 12.10,12,15 
11/19  the E1 rxn  12.11
11/21  substitution vs. elimination  12.17
 11/24  EXAM 3 (100 points)  EXAM 3
11/26  thanksgiving  -
11/28   thanksgiving  -
12/1  alkylation of alkyne conjugate bases  9.10-11 
12/3  multistep syntheses, pheromones  9.12 
12/5  as above  9.12 
12/8-12  FINAL EXAM WEEK(120 points) 
1 8/26,28 Intro, checkin - Chp. 1-3
2 9/2,4 
Simple and fractional distillation - Chp. 6,7
3 9/9,11  Recrystallization 2 Chp. 8-10
4 9/16,18  Recrystallization 3 Chp. 8-10 
5 9/23,25 Extraction - Chp. 12,13  QUIZ 1
6 9/30,10/2 
Finish extraction, hydration of 1-hexene   4 Chp. 13, handout 
7 10/7,9  Finish hydration of 1-hexene  5,6 (extraction) Chp. 14, handout 
8 10/14,16  Synthesis of benzil  7 (hydration)  Chp. 17,18 
9 10/21,23  Synthesis of dilantin  - Chp. 18 
10 10/28,30  Finish dilantin 8 Chp. 18 QUIZ 2
11 11/4,6  Steam distillation of limonene 9,10 Chp. 23,25 
12 11/11,13  Finish limonene - Chp. 24,25
13  11/18,20 Synthesis of cyclohexene 11,12 Chp. 15 
14 12/2,4 finish cyclohexene, checkout 14  Chp. 15 

GRADING: The lab component of your grade is 132 points out of the 600 for the course. There will be 9 grades for writeups, 12 points each, for 108 points. A typical grade for a writeup can be broken down into three parts: content of the writeup (60%), yield of the product (20%), purity of the product (20%). Late lab writeups will cost you 3% per school day. There will also be two 12 point lab quizzes. Students who do not conform to our notions of laboratory etiquette (pp 2,3 in the lab manual) can expect to have points deducted from their lab score. This can be done either within individual writeups for isolated incidents or as a deduction from the total score for semester-long offenses. In cases where common areas of the lab (balances, melting point apparatus.....) are abused or left messy, an entire lab section may have points deducted.

 USEFUL SUPPLEMENTARY SOURCES: One part of your lab writeup requires you to list several physical properties for the compounds involved in that particular experiment. This information can be obtained most conveniently from one of the following:
1) The Merck Index - located in the lab, the reading room, and the library reference collection (RS.51);
2) The CRC Handbook of Chemistry and Physics - located in the lab, the reading room, and the library reference collection (QD.65);
3) The Aldrich Catalog - located in the lab and the reading room;
4) The Dictionary of Organic Compounds - located in the reading room;
5) Lange's Handbook of Chemistry - located in the reading room.

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    Last updated September 2, 1997.
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