Faculty Dr. Chriss E. McDonald, (work phone 321-4186, home 433-4493, email mcdonald@lycoming.edu), no specific office hours but I'm usually around. If I'm not at school you can probably catch me at home. You may call me any time prior to 10 PM.
Course Format
Lectures: MWF, 9:00-10:05, attendance will be taken as often
as I remember.
Recitations: These will be held every two weeks on Wednesdays, the meeting period prior to each quiz/test.
Assigned homework: These will not be graded. Homework will be discussed during the recitations. Obviously the homework assignments will be a crucial study element for quizzes and tests. Homework keys will also be posted on the web
Web-based supplements: These sites are useful for lab writeup info (physical properties): www.sigma-aldrich.com, www.fishersci.com/catalogs . Here’s a couple of sites which will be useful for our discussion of spectroscopy and structure determination: www.nd.edu/~smithgrp/structure/workbook.html and www.chem.ucla.edu/~webspectra/. The UCLA site allows you to click on the solution to the problem. Here are addresses for the Notre Dame answers: www.nd.edu/~smithgrp/structure/answers1-32.GIF and www.nd.edu/~smithgrp/structure/answers33-64.GIF . Of course, the Mahler-derived department website is also quite useful in terms of links: www.lycoming.edu/dept/chem/ Also, a chemical structure drawing program called Isis Draw 2.1.4 can be downloaded for free (!). Go to the Yahoo website and search Isis Draw and you’ll be able to find it.
Exams: Exams 1-3 will be hour exams on the indicated days. The final exam will be an American Chemical Society standardized, multiple choice-type deal (cumulative over the whole of organic chemistry).
Labs: Similar to last semester. Prelab still in HBC 220. Note the times: T 7:45 -11:35, T 1:00 – 4:50, R 7:45 – 11:35. Be on time!!!!!
Grading
Your grade will be based on the total number of points you obtain out
of a possible 600.
Assignment of letter grades is based on the following scale:
A 620 -558 (100 - 90%), B 557 – 496 (89 - 80%), C 495 - 434 (79 - 70%),
D 433 - 372 (60 - 69%), F 371 - 0 (59 - 0%). The points will be distributed
as follows:
| quizzes | 70 points |
| exams 1-3 | 300 points |
| final exam | 100 points (cumulative ACS exam)* |
| laboratory | 150 points |
| total | 620 points |
As always you will have the opportunity to obtain bonus points through attendance at our colloquium series. Assuming you stay for the whole show and mind your manners you will receive 3 points per speaker. You may also receive up to 8 bonus points by writing a paper on a topic that we have mutually agreed upon (2 - 3 pages, typewritten, double spaced, with a minimum of two bibliographic sources). The ceiling on bonus points is 15. (excluding those on exams).
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 at least 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 we need to know the earlier material to comprehend the latter.
Attendance policy
Attendance at quizzes and exams is mandatory. Makeups will be
administered only if I deem the reason for the absence to be legitimate
and I am made aware of the absence beforehand!! Each documented,
unexcused lecture absence will cost you one point from your total.
CHEM 221 CHRONODYNAMICS
| Date | Topic | Text | Q/E |
| 1/11 | Introduction/radicals | 18.1-4 | |
| 1/13 | representative radical chain rxns | 18.5,6,8,9 | |
| 1/15 | mass spectrometry | 18.14-16 | |
| 1/18
|
NMR theory | 5.8-11,
lab manual Chp. 27 |
|
| 1/20 | recitation | - | |
| 1/22 | NMR practice | 5.12-14 | QUIZ 1 |
| 1/25 | NMR “subtleties” | Chp.10 | |
| 1/27 | physical/spectroscopic properties of alcohols | 11.1-4 | |
| 1/29 | substitution/elimination rxns of alcohols | 11.15,17, 12.9, 13.8c | |
| 2/1 | redox chemistry and alcohols | 11.9, 11.18 | |
| 2/3 | recitation | - | |
| 2/5 | EXAM 1 | - | EXAM 1 |
| 2/8 | diene structure | 19.4-7 | |
| 2/10 | electrophilic addition to dienes | 19. 8,9 | |
| 2/12 | the Diels-Alder rxn (finest in organic chem) | 19.12 | |
| 2/15 | introduction to arenes | 20.1-3 | |
| 2/17 | recitation | - | |
| 2/19 | QUIZ 2 (30 pointer), no lecture | - | QUIZ 2 |
| 2/22 | Huckel’s rule and spectroscopy of arenes | 20.4-8 | |
| 2/24 | electrophilic aromatic substitution (EAS) | 21.1-5 | |
| 2/27 | more EAS | 21.6-10 | |
| 3/1 | SPRI | ||
| 3/3 | NG BR | ||
| 3/5 | EAK | ||
| 3/8 | EAS of substituted benzenes | 21.11,12 | |
| 3/10 | recitation | - | |
| 3/12 | Exam 2 | - | EXAM 2 |
| 3/15 | aldehyde/ketone (A/K) intro, synth of A/K | 14.1-6 | |
| 3/17 | addition of H:-, R:- to A/K | 11.7,8,10 | |
| 3/19 | addition of protic Nu-H to A/K | 14.7-14 | |
| 3/22 | as above | 14.7-14 | |
| 3/24 | recitation | ||
| 3/26 | the wittig rxn | 22.5-8 | QUIZ 3 |
| 3/29 | physical/spectroscopic properties of acids and esters | 15.1-4 | |
| 3/31 | synthesis and acidity of acids | 15.5,6,8-10 | |
| 4/2 | Good Friday, no class | ||
| 4/5 | interconversion of acids and esters | 15.11,12,14 | |
| 4/7 | recitation | - | |
| 4/9 | EXAM 3 | - | EXAM 3 |
| 4/12 | structure/spectroscopy of other carbonyl deriv. | 16.1-4 | |
| 4/14 | NAS of other carbonyl derivatives | 16.5-9 | |
| 4/16 | H:-, R:- addition to carboxylic acid derivatives | 15.17, 16.12,13 | |
| 4/19 | keto-enol isomerism | 17.1,2,4 | |
| 4/21 | aldol condensation | 17.5,6 | |
| 4/23 | Claisen condensation | 17.7 | |
| 4/26-30 | final exam week |
ORGANIC CHEMISTRY
LAB SCHEDULE SPRING 1999
The lab component of this course is worth 150 points. Except for the three week Qualitative Organic Analysis lab, all of the labs will be worth 13 points each. The QOA lab will be worth a whopping 31 points. Many of these experiments will be inquiry-based and will impact what we do in lecture as well. Students who do not conform to my notions of laboratory etiquette (as described in Chp. 1 of the lab manual) will be penalized. You will be expected to be on time, to read the experiment ahead of time, to perform the experiment in a safe manner, to keep your personal area and the common areas of the lab clean, and to be courteous to your labmates. The penalty for late lab reports is 5% per school day (not 3% as written in lab manual).
WEEK DATES
TOPIC
ASSIGNED WRITEUP DUE
READINGS
| 1 | 1/12,14 | Radical Polymerization of Methyl Methacrylate, Check-in | Chp. 41 | 1/19,21 |
| 2
|
1/19,21 | The BF3-Catalyzed Coversion of trans-Stilbene Oxide
into ??
15 point lab quiz# |
Chp. 28 | 2/2,4 |
| 3 | 1/26,28 | as above (NMR, IR) | ||
| 4 | 2/2,4 | GC Analysis of an Isomeric Mixture Generated by EAS | Chp. 31, 19 | 2/9,11 |
| 5
|
2/9,11 | The Nitration of Methyl Benzoate or Bromination of Acetanilide | Chp. 30
handout |
2/23,25 |
| 6 | 2/16,18 | no lab | ||
| 7 | 2/23,25 | The Diels-Alder Cycloaddition | Chp. 29 | 3/9,11 |
| 8 | 3/9,11 | Qualitative Organic Analysis | Chp. 33 | 3/30,4/1 |
| 9 | 3/16,18 | as above | ||
| 10 | 3/23,25 | as above | ||
| 11
|
3/30, 4/1 | Searching the Chemical Literature | Chp. 32 | 4/6,8 |
| 12 or
|
4/6,8 | The Synthesis of Butylbarbituric Acid or
Synthesis of an Ant Alarm Pheromone |
Chp. 37 or
Chp. 40 |
part 1: 4/20,22 |
| 13 | 4/13,15 | as above | part 2: final exam | |
| 14 | 4/20,22 | as above | check-out |
Last updated January 21, 1999.
The URL for this page is http://lyco2.lycoming.edu/dept/chem/spring1999/221syl.htm
