CHEMISTRY 235             

Introduction to Synthetic Organic Chemistry

                                    SPRING 2007

Lecture:  Tuesday and Thursday, 9:25-10:40 AM; KH 038

 

Dr. Herman Holt Jr.

Office:  RH 231, 232-5167 

Lab:  RH 247, 232-5045

            Email: hholt@unca.edu

 

Office Hours:  (tentative)        Monday-- 3-4pm

                                                Tuesday-- 11am-12pm

                                                Wednesday-- 9-10am

                                                Thursday-- 2-3pm

The purpose of office hours is to provide you the opportunity to discuss chemical concepts outside of class.  Class time does not necessarily offer the time to answer all questions.  It is wise to take advantage of this opportunity.  While the instructor has set office hours, you may make arrangements to discuss course material at other times. 

Objectives:  All organic chemists, regardless of their particular area of expertise or interest, need to either understand or be able to accomplish two very important tasks — the construction of carbon-carbon bonds and the manipulation of functional groups. Organic Chemistry I and II are designed to provide a basic understanding of the covalent bond and the chemistry of carbon compounds. By the end of the first semester students should be comfortable with the concepts of structure, nomenclature, conformation, stereochemistry, resonance, and substitution, elimination and addition reactions. They should also recognize the various functional groups that are common to most organic molecules and begin to understand and appreciate some of the reaction processes that are specific to those functional groups. Additionally, it is expected that students will have at least a basic understanding and working knowledge of the important spectroscopic methods (NMR, IR, and UV) that are used for structure identification. By the end of the second semester students should have a general understanding of all of the common organic functional groups and major theoretical concepts. A familiarity with the classic reactions used to incorporate and convert functional groups within organic molecules is also expected.  They should have a preliminary appreciation of the details and nuances of synthesizing target molecules, and will have had the opportunity to design strategies of their own. Also, an increased understanding of the methods of structure identification and their application is expected.

Required Materials:

1) Joseph Hornback, Organic Chemistry, 2nd ed.  Thomson/Brooks/Cole Publishing, 2005.

2) Joseph Hornback, Student Solutions Manual and Study Guide for Hornback's Organic Chemistry, 2nd ed.  Thomson/Brooks/Cole Publishing, 2005.

3) Spectral Problems, Set 1, by Dr. Richard A. Tomasi

Optional Material:    

1) Daniel P. Weeks, 3rd ed. Pushing Electrons:  A guide for students of Organic Chemistry, Wiley Publishing

2) Molecular Structure Model, C Set for Org. Chem, Freeman Pub.


 

Grading:  All assignments will be graded on a 1100 point basis where:

 

            A minimum of 65% of lab points must be obtained for the opportunity to receive one of the following grades:

                        A:        92 % of 1100 points

                        A-:       88

                        B+:      84

                        B:        80

                        B-:       76

                        C+:      70

                        C:        65

                        C-:       60

                        D:        50

                                     Category Weights:

                        Homework                              100 points

                        Quizzes - 10                            200 points

                        Exams - 3                                300 points

                        Lab                                          250 points

                        Final Exam                              250 points

                        Total                                        1100 points

 Recommended Process to Pass Organic Chemistry: 

a)      Prepare for lectures by reading the chapters relating to the topics to be covered. 

b)      Attend the lectures. 

c)      Recopy your own notes into an alternate notebook.

d)     Do the problems. 

e)      Attend office hours.

f)       Do the problems

g)      Ask questions pertaining to the notes, problems, and lectures. 

The above suggestions are to be taken as a package deal for passing the class.  Selection of a few of the suggestions may not be as effective.  Experience has demonstrated that to truly learn chemistry, one must do chemistry.  In a lecture setting, this means that students must do problems. Simply listening to lectures, reading books, and studying notes does not get the job done. Problems must be worked out. Time must be spent participating in the process of discovery and learning.

Attendance:  See "Suggestions to Pass Organic Chemistry", part b.  It is your responsibility (and to your benefit) to obtain the missed material and information in the event of your absence from class. 

Examinations:  There will be three (3), 1 hour, closed book and closed notes exams during the course of the semester.  Exams may include material from the laboratory.  Exams will be given on WEDNESDAY EVENINGS FROM 8-10pm.  Exam dates are 02/21/07, 03/28/07, and 04/25/07.  The final exam will be Thursday May 10, 2007 @ 8-10:30am.  The final is the American Chemical Society (ACS) standardized exam.  All exams must be taken on the designated day and at the designated time unless prior arrangements** are made with the instructor. Failure to do so will result in a zero being recorded for that exam score. No make-up exams will be given.

 **(See guidelines under Cancellations and Make-ups.)

 

Quizzes:  There will be approximately 10 quizzes given during the course of the semester.  Each quiz will be an out-of-class, closed book and closed notes.  You will have one (1) hour to work on each quiz.  Quizzes are to be worked on alone, with no help from ANYONE, which means no human nor the internet.  We are on the Honor System, as discussed in the UNCA Catalog.  Quiz dates are January: 23, 30; February: 6, 13, 27; March: 13, 20; April: 3, 10, 17; May: 1.

 Homework:  It will be highly advantageous if you work the problems within each chapter as you read the chapter.  It also will be very helpful if you work the problems at the end of each chapter.  It is required that you complete the “suggested problems” for each chapter, listed on the last page of this syllabus, and turn them in to me upon my request, on-time, for full credit. 

 

Help Sessions:  “Help sessions" will be scheduled throughout the semester if your effort warrants them. They are not meant to be supplementary lectures or discussions in which a few people do the work for everyone else in attendance. Active participation by all those present will be required.          I am willing to offer you as much help as I can outside of the classroom. However, you must ask for this help and it will be commensurate with the effort you have given. One of my responsibilities at UNCA is to TEACH you Organic Chemistry and that requires an effort on your part. Your attendance at help sessions and at office hours is an excellent way to help your grade and to indicate the personal effort required for special assistance.

 

Cancellations and Make-ups:

UNCA, as a State agency, is expected to provide its service to the public according to its announced calendar and schedules.   Therefore, the presumption is that all classes will be taught during inclement weather.   On occasion severe weather condition may make it dangerous or physically impossible for teachers and learners to get to campus.  The Provost is charged with making the judgment about canceling classes under these conditions. 

           

            Each individual student, in the event that classes are not canceled, must assume the personal responsibility of deciding to go to class or not when local road conditions appear too hazardous.  In such cases students should inform their instructors as soon as practicable.

 

            The notice that classes are to be canceled or delayed will be broadcast on all local radio stations normally by 6 a.m.  The absence of any notice from UNCA signifies that classes WILL BE taught as usual.  If a class begins without cancellation notice, it will end at the originally designated time.  When we are on a late start schedule, class will be held from 10:55-11:55am. Cancellation notices about evening classes will be provided to the radio stations as soon as practicable after 4 p.m. 

 

            The above guidelines have been taken directly from the latest edition of the UNCA Faculty Handbook and serve as the general course policy concerning inclement weather.  Policies specific to the different types of assignments are as follows:

1.  The instructor may schedule additional class meetings with attendance required if weather conditions have forced cancellation of the equivalent of one full week of class meetings.

 

2.  Exams missed because of class cancellation, will be postponed until the next available class period. 

     If classes are not canceled and a student misses an exam, no make-up exam will be given and a zero will be recorded for the score.  However, if the student meets with the instructor within one week of returning to school, points corresponding to the percentage scored on the appropriate portion of the final exam will be substituted for the missed exam score.  Failure to meet with the instructor within this time period will result in a zero being permanently recorded.

    Exams missed because of a student's attendance of an authorized school function may be taken at an alternative time if, and only if, prior arrangements are made with the instructor to "make-up" the exam.  While all efforts will be made to accommodate the student's schedule when selecting a time for this make-up exam, it is ultimately up to the student to accommodate the instructor's schedule.  Failure to do so will result in the exam being treated as if it were missed because of an unauthorized function.

 

3.  Written notice prior to an absence for an authorized school function must be given to the instructor for the student not to be penalized for that absence.

 

Honor System:

This course will be conducted utilizing the concepts embodied in an Honor System.  Your awareness and acceptance of the Honor System will be indicated by your signature in addition to your printed name on all work submitted to me for evaluation.  Work submitted to me without a signature will not be evaluated.  It will be recorded as a zero and returned so that you may sign and resubmit it for evaluation.  Appropriate action will be taken against those found to be in violation of the Honor System (see Academic Responsibilities under Student Responsibilities in the UNCA Catalog).

 

**any person with a disability can be advised by the disability services office: www.unca.edu/disabilityservices


 

CHEMISTRY 235

ORGANIC CHEMISTRY

 

 

ORDER OF TOPICS COVERED

 

Chapter 11 Additions to Carbon-Carbon Double and Triple Bonds: Reactions of Alkenes and Alkynes

Chapter 12 Functional Groups and Nomenclature

Chapter 13,14,15 -- Spectroscopy

Chapter 16 – Benzene and Aromatic Compounds

Chapter 17 Aromatic Substitution Reactions

Chapter 18 Additions to the Carbonyl Group: Reactions of Aldehydes and Ketones

Chapter 19 – Substitutions at the Carbonyl Group

Chapter 20 Enolate and Other Carbon Nucleophiles

Chapter 21 The Chemistry of Radicals

Chapter 22 Pericyclic Reactions

Chapter 23 The Synthesis of Organic Compounds

Chapter 24 Synthetic Polymers

 

 

 

 

Suggested Problems:

 

Chapter 11 -- Problems 32-54

Chapter 12 -- Problems 21-32

Chapter 13,14,15 -- Problems 14.16, 14.18-31; 15.15-17, 15.23-28

Chapter 16 -- Problems 14-34

Chapter 17 -- Problems 31-68

Chapter 18 -- Problems 27-57

Chapter 19 -- Problems 26-58

Chapter 20 -- Problems 30-61

Chapter 21 -- Problems 18-45

Chapter 22 -- Problems 25-54

Chapter 23 -- Problems 13-22

Chapter 24 -- Problems 18-36