CHEMISTRY 242 ORGANIC CHEMISTRY II
SPRING 2018 SYLLABUS

CATALOG DESCRIPTION
CHE 242 Organic Chemistry-II (four credit hours )

A continuation of CHE 241, with emphasis on the chemistry of aromatic and carbonyl compounds. Polymer chemistry and the chemistry of biological molecules are also introduced. More complex synthetic methods and the use of the chemical literature are studied. Laboratory work is required. Prerequisite: CHE 241. I strongly discourage you from taking this course if you earned a C- or lower in CHE 241.

OFFICE HOURS:  See my schedule below. I am generally available for questions unless I am in lecture, lab, or at lunch. I usually get in at 7 am. I eat lunch usually from 11:15-12:15 MTWRF. I will usually be around until 4 pm every day. You never need to make an appointment to see me during my office hours. I will very rarely agree to see students alone for chemistry questions in my office, so don't wait for other students to leave. If you need to contact me during the day, calling my office (238-5415) is usually best. I check my email often while I am at school, but rarely in the evenings or weekends. Please do not try to ask me questions about chemistry problems over the phone or by email since it is often too difficult to answer them except in person. If you have an emergency you may call my cell phone (859-319-0341). You should use some common sense when calling my cell phone. Not understanding how to do a homework problem is not an emergency. Missing my class the next day because you are sick is also not an emergency. Please do not text me. Feel free to follow my Twitter feed: @DrJoeWorkman. Be sure that you give me a phone number that you will answer to early in the morning--I will call you if you do not show up in the first five minutes of an exam.

Spring 2018 Schedule


MONDAY TUESDAY WEDNESDAY THURSDAY FRIDAY
8:00-9:00 CHE 242
YOUNG 111
OFFICE
CHE 242
YOUNG 111
CHE 242 Lab
YOUNG 205
CHE 242
YOUNG 111
9:10-10:10
OFFICE
OFFICE
OFFICE
CHE 242 Lab
YOUNG 205
OFFICE
10:20-11:20
OFFICE
OFFICE
OFFICE
CHE 242 Lab
YOUNG 205
OFFICE
11:30-12:30
LUNCH
LUNCH
LUNCH
LUNCH
LUNCH
12:40-1:40
OFFICE
OFFICE
OFFICE
CHE 242 Lab
YOUNG 205
OFFICE
1:50-2:50
OFFICE
OFFICE
OFFICE
CHE 242 Lab
YOUNG 205
OFFICE
3:00-4:00 OFFICE
OFFICE
OFFICE
CHE 242 Lab
YOUNG 205

Please Do NOT Wait for Students to Leave my Office, Just Come In!


TIPS FOR VISITING MY OFFICE 

TEXTBOOKSOrganic Chemistry, by John McMurry; 8th edition; Brooks/Cole, 2011. (The 9th edition is much more expensive and not necessary). The cost online is $28 used from Amazon.com.  The lab textbook is A Microscale Approach to Organic Laboratory Techniques, by Donald Pavia et al., 5th edition, 2013. The cost online is $100 used from Amazon.com. Centre's bookstore will charge significantly more for these textbooks. The lab schedule is on the Moodle course page. The study guide for the textbook is optional. A copy will be on reserve in the library. You will not need to bring the textbook to class. You might want to purchase the ACS Study Guide for the ACS Organic Exam (your final exam). There are variety of sellers online.

GRADING

THREE 1-HOUR EXAMS 45%
FINAL EXAM 20%
HOMEWORK 10%
LABORATORY 25%*
CLASS PARTICIPATION ??%

*You must pass the laboratory in order to pass the course

APPROXIMATE GRADE SCALES

 
EXAMS
HOMEWORK/LABORATORY
A- to A
84-100
90-100
B- to B+
68-83
80-89
C- to C+
53-67
70-79
D
44-52
60-69
U
0-43
0-59

Please note that the grade scales above are only approximate ones. I will give you regular updates about where you stand in the class. One half of one exam or one quarter of the final exam may be dropped. The exam dates are February 23, March 30, and April 20. The final exam date is May 10 at 8:30 am. Make up exams will not be given except under special circumstances. It is your responsibility to make arrangements well in advance if you know you are going to miss an exam. I cannot move the final exam date or time so do not make plans (graduations, weddings, etc.) that will cause you to miss the final. You are encouraged to actively participate in the class. Your grade may be raised or lowered at my discretion due to good or poor class participation. Poor class participation includes excessive unexcused absences, tardiness, or sleeping in class. You will be held to the college policies concerning academic honesty. Please review those policies in the Student Handbook. These standards apply to ALL aspects of the course, including lab reports! I will be using turnitin.com for written assignments.

COURSE COVERAGE:  The course will follow the textbook very closely. Some topics may be added or deleted. We will attempt to cover Chapters 19 then 14-16 then 20-25 and finally 27. You should read the following sections before coming to class.

Date Topics and Lab Experiments (check Moodle for actual experiments)
1/29
Review Functional Group Transformations and Multistep Synthesis before the term starts
1/31 19.1 Naming Aldehydes and Ketones → 19.4 Nucleophilic Additions Reactions of Aldehydes and Ketones
2/1
Experiment 66 An Oxidation Puzzle
2/2 19.7 Nucleophilic Addition Reactions of Hydride and Grignard Reagents; Multistep Synthesis
2/5
19.9 Actal Formation and Ether Protecting Groups
2/7 19.8 Imine Formation + 19.11 Phosphorus Ylides
2/8 Reduction of Vanillin by Sodium Borohydride (handout)
2/9 14.1 Conjugated Compounds and UV Spectroscopy
2/12
14.4 + 14.5 The Diels-Alder Reaction
2/14 Diels-Alder and Multistep Synthesis
2/15
Experiment 47 Diels-Alder Reaction
2/16
15.1 Nomenclature of Aromatic Compounds → 15.3 Aromaticity and the Huckel 4n + 2 Rule
2/19
15.4 Aromatic Ions → 15.6 Polycyclic Aromatic Compounds
Exam 1 Material Ends Today
2/21
16.1 Electrophilic Substitution Reactions → 16.4 Substituent Effects
Exam 1 Review at 7:00 pm in Olin 124
2/22 Nitration of Aromatic Compounds (handout)
2/23
Exam 1 in Young 113
2/26
16.4 Substituent Effects → 16.6 Trisubstituted Benzenes
2/28 16.9 Oxidation of Aromatic Compounds → 16.11 Synthesis of Polysubstituted Benzenes
3/1 Qualitative Analysis of an Organic Compound (part IV in lab manual)
3/2
20.1 Naming Carboxylic Acids → 20.5 Reactions of Carboxylic Acids
3/5
21.1 Naming Caboxylic Acid Derivatives→ 21.3 Nucleophilic Acyl Substitution Reactions
3/7
21.4 Chemistry of Acid Halides → 21.6 Chemistry of Esters
3/8
Experiment 44 Synthesis of DEET and Other Derivatives
3/9
21.7 Chemistry of Amides → 21.9 Polyamides and Polyesters
3/12
Multistep Synthesis Using Carboxylic Acid Derivatives
3/14 22.1 Keto-Enol Tautomerism → 22.3 Alpha Bromination of Carbonyl Compounds
3/15
Synthesis Projects (for the rest of the term)
3/16
22.5 Acidity of Alpha Hydrogens → 22.7 Alkylation of Enolates
Exam 2 Material Ends Today
3/26
23.1 Carbonyl Condensation Reactions → 23.3 Aldol Condensation
3/28 23.4 Using Aldol Reactions in Synthesis → 23.5 Mixed Aldol Reactions
Exam 2 Review at 7:00 pm in Olin 124
3/30 Exam 2 Young 113
4/2
23.6 Intramolecular Aldol Reactions → 23.8 Mixed Claisen Condensations
4/4
23.9 Intramolecular Claisen Condensations → 23.10 Conjugate Addition Reactions
4/6
23.11 Carbonyl Condensations with Enamines → 23.11 Robinson Annulation Reaction
4/9
Deprotonated Dithiane Reagents in Condensation Reactions
4/11
Multistep Synthesis Reactions Using Condensation Reactions
4/13
24.1 Namine Amines → 24.6 Synthesis of Amines
4/16
24.7 Reactions of Amines → 24.9 Reactions of Arylamines
Exam 3 Material Ends Today
4/18
26.1 Structures of Amino Acids → 26.3 Synthesis of Amino Acids
Exam 3 Review at 7:00 pm in Olin 124
4/20
Exam 3 Young 113
4/23
26.4 Peptides and Proteins → 26.8 Automated Peptide Synthesis
4/25
Enyzme mechanisms: Carboxypeptidase
4/27
27.7 Biosynthesis of cholesterol; 29.1 Overview of Metabolism
5/1
29.2 Catabolism of Triacylglycerols → 29.3 Beta-Oxidation
5/2
29.4 Biosynthesis of Fatty Acids → 29.5 Catabolism of Carbohydrates
5/3
Pet Molecule Presentations (probably day and night)
5/4
29.6 Conversion of Pyruvate to Acetyl CoA → 29.7 Citric Acid Cycle
5/7
29.8 Glucogenesis → 29.9 Deamination
5/10 Final Exam 8:30-11:30 am Young 113

ATTENDANCE POLICY: You are strongly encouraged to attend all lectures. Poor attendance (missing classes, repeated tardiness, sleeping in class) will affect your class participation grade. You must attend all laboratory meetings: failure to do so will result in possible failure for the course. It is your responsibility to make up labs missed due to athletic or other excused absences. If you miss class it is best to get the notes from someone else in the class, review them and then ask me questions. Do NOT ask for my notes since I seldom follow them in class. If you are too sick to attend class you need to inform me by email before class. I will be relying on your judgement on the severity of your illness since there will no longer be a Parsons Sick List for minor illnesses. If you are too sick to attend an exam or laboratory you must get an excused absence from Parsons or another health care professional. You will not be penalized for any class time, labs, homework or exams missed due to illness. Papers or lab reports may incur a penalty if they are turned in late due to illness. Please do not mislead me about missing class due to illness since that will be considered academic dishonesty and may result in penalties imposed by the Associate Dean or Student Judiciary.

DRESS CODE: I want my classroom to be a somewhat professional environment. To that end, baseball caps and other types of hats may not be worn in my classroom. T-shirts and shorts are OK as long as they are in good shape and of appropriate length. I do not want to have a strict dress code, but you should use your common sense about what is appropriate dress. If I do not feel that you are dressed appropriately I will quietly ask to you to leave to change your clothing. Repeated violations of the dress code may result in a grade penalty. Shorts and sandals may not be worn in the laboratory. Please turn your cell phones OFF in class and lab.

COMMUNICATION METHODS AND ETIQUETTE; ELECTRONIC DEVICE POLICY: You should check your email at least once per day because that is how I will generally communicate with the entire class. When you send me an email it is appropriate to address me as "Dr. Workman:" or "Hello Dr. Workman:", but not "Hey". You should also use proper words, grammar, and punctuation. If you send me an email, please use a descriptive subject line. If you are sending me a file, please put your name in the file name. For instance, you may send me a lab report and I will not be able to distinguish it from another student's unless your name is in the filename. Please keep your cell phone OFF in class, lab and my office. It is not polite to be checking your cell phone in my office when I am trying to help you. If you are using your cell phone in lecture or lab I will confiscate it. Cell phones are not allowed on exams. You may use a tablet in lecture to take notes/draw structures. However, if I notice that you are using it for other purposes you will lose that privilege.

EXAMS: Exams will be based primarily on in-class notes and homework problems. They will also test you on your ability to apply your knowledge to previously unencountered material. You can get an idea of the types of problems and format by looking at the exams from last year on the moodle site. You should be aware that the material covered for the exams last year may be different than this year. I will let you know in class which problems are appropriate. I will not answer questions from exams that date back prior to Fall 2016. The final exam for this course will be the American Chemical Society organic chemistry exam. It will be comprehensive for both terms of organic chemistry. It is multiple choice. I will send more information later in the term.  

HOMEWORK:  Most homework will be in the form of devising problems that will be appropriate for exams. If you are working with other people, make sure any problems you devise are substantially different from the others or you could be cited for plagiarism. You will also be analyzing chemistry journal articles. I will usually distribute homework via email. Some helpful pages include a list of standard abbreviations used in organic chemistry journals and some tips for understanding organic chemistry journal articles. Check the Moodle course website for homework problems (I will also announce them in class or via email).

GENERAL ADVICE:  Students always ask what strategies they should adopt to do well in organic chemistry. Over the years I have collected advice from students who earned A's in both semesters of organic chemistry that you can view here.