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CH25.5 Organic Chemistry I, Lecture (3 units) Modesto T. Chua, PhD Department of Chemistry mtchua@ateneo.edu
School of Science and Engineering GF PIPAC building
Summer, SY 2014 ‐2015
Schedule: Monday to Friday, 0900 ‐1030 Room C‐114
A. COURSE DESCRIPTION
This course is Part I (of two) of the study of carbon compounds. Following the functional group
approach, the course organizes organic compounds into families, each family possessing a given
functional group (such as hydroxyl group –OH, carbonyl group C=O). This method of treatment
highlights the over‐riding theme in organic chemistry, namely, that the structure of organic compounds
determines their properties and reactivities. If one knows the structure, one can predict (or at least
explain) a compound’s properties or reactions. The course begins with a requisite review of notions of
atomic orbitals, formation of bonds, bond properties, inductive and mesomeric effects, conjugation and
resonance, basic notions of thermodynamics, kinetics and stereochemistry. Application of these
principles in the step‐by‐step description of organic reactions (“reaction mechanisms”), allow
rationalizing reactions in terms of the structure of compounds undergoing the reaction. “This makes
organic chemistry a fascinating study. Spectroscopy (IR, H‐NMR, 13C‐NMR, MS, Uv‐Vis), a set of powerful
methods for determining molecular structure, is introduced and helps to make palpably real the
structures of compounds in the different families. Reactions are discussed in relation to free energy
changes, activation energy, and are visualized through free energy diagrams.
B. LEARNING OUTCOMES
Upon successfully completing Ch 25.5, a student will be able to
1. Name organic compounds using the IUPAC system, and draw structural formulas given systematic
names.
2. Demonstrate an understanding of reactions of organic molecules such as substitution, addition,
elimination and rearrangement, on the basis of structure, and use accepted reaction mechanisms.
3. Demonstrate ability to explain reactivity on the basis of bond polarity/inductive effects,
resonance/steric effects and bond energy changes, and explain the effect of solvents and catalysts.
4. Propose reasonable reaction schemes to synthesize target molecules from given starting materials.
5. Interpret IR, H‐NMR , 13C‐NMR and MS of simple organic compounds.
C. COURSE OUTLINE Molecular Structure and Bonding Chapter 1
Polar Bonds and their Consequences Chapter 2
Alkanes and their Stereochemistry Chapter 3
Cycloalkanes and their Stereochemistry Chapter 4
Stereochemistry and Chirality Chapter 5
Overview of Organic Reactions Chapter 6
Alkenes: Structure and Reactivity Chapter 7
Alkenes: Reactions and Synthesis Chapter 8
Alkynes: An introduction to
Organic Synthesis Chapter 9
Organohalides Chapter 10
Reactions of Alkyl halides:
Nucleophilic Substitution and Elimination Chapter 11
Structure Determination: MS, IR Chapter 12
Structure Determination: NMR Chapter 13
Conjugated Compounds and UV Chapter 14
Benzene and Aromaticity Chapter 15
D. REQUIRED READING ORGANIC CHEMISTRY, John McMurry, 8th Edition Publisher: Thomson, Brooks/Cole
A copy of the STUDY GUIDE AND SOLUTIONS MANUAL (Susan McMurry) is available at the
Reserved Books Section of the Rizal Library for reference.
E. SUGGESTED READINGS Topics on organic compounds of interest will be assigned.
F. COURSE REQUIREMENTS
1. Attendance and Punctuality: Attendance is checked at the beginning of each class. Two late arrivals is
considered a cut. A grade of F is earned when the maximum number of cuts is exceeded.
2. Four long tests and a final examination are scheduled. No make‐up examinations are
given: if a student misses an exam for meritorious reason, the exam is not included in the
computation of the final grade.
3. Quizzes may or may not be announced ahead of time.
4. Homework assigned is due on the next class day.
G. GRADING SYSTEM
The number grade for this course is the composite of 60% of class standing, 30% of the final exam and
10% quizzes, homework and reports. Class standing is the average of the 4 long tests.
The corresponding letter grades are assigned as follows:
Letter Grade % Number Grade A >91 B+ 90‐86 B 85‐79 C+ 78‐72 C 71‐65 D 64‐59 F <59 _________________________________
H. CLASSROOM POLICIES
1. The basic principle that should guide student behavior and decorum in the classroom is respect for
the rights of others. Unnecessary talking during class is not allowed. Eating and drinking in the
classroom is not allowed.
2. The use of cell phones during class is strictly prohibited. Such devices must be turned off or set to
silent mode at the start of class.
3. Cheating, copying, plagiarism are always serious offenses (see “Section E. Offenses involving
dishonesty”, under Code of Discipline for Students in Student Handbook). Penalties imposed under
School Rules will be imposed.
I. CONSULTATION HOURS
Wednesdays, 11:00 a.m., GF PIPAC Building Or, by appointment: mtc@ateneo.edu