CHEM 2500: Organic Chemistry I

CHEM 2500 is the first half of a full year course in organic chemistry taught at the University of Lethbridge. 

In this course, students are introduced to the chemistry of carbon.  As of the most recent curriculum revision, topics include nomenclature, structure, bonding, conformation, stereochemistry, reaction mechanisms, additions to polar pi bonds (mostly carbonyl chemistry), additions to nonpolar pi bonds (i.e. alkenes and alkynes), aromaticity and reactions of aromatic compounds.

The pre-requisite to this course is CHEM 2000 (General Chemistry II).  Almost all of the topics taught in CHEM 2000 are directly applied in this course.  To be successful in CHEM 2500, students need to have a solid background in molecular orbital theory, thermodynamics and acid-base chemistry.

Information provided on this website includes:

CHEM 2500 Exercises

04 Conformations of Organic Molecules

Exercise 24: Conformation21 KB
Exercise 24: Conformation (Answers)47 KB

05 Molecular Orbital Theory and Aromaticity

Many more practice questions on the topic of molecular orbital theory can be found on the CHEM 2000 pages of this site.

Exercise 22: Delocalized Pi Electrons17 KB
Exercise 22: Delocalized Pi Electrons (Answers)19 KB
Exercise 111: Resonance Energies37 KB
Exercise 111: Resonance Energy (Answers)94 KB
Exercise 112: Aromatic, Antiaromatic or Nonaromatic?15 KB
Exercise 112: Aromatic vs. Antiaromatic (Answers)68 KB

CHEM 2500 Lecture Notes (Findlay)

I will post lecture notes for the new CHEM 2500 curriculum on this page after I have taught it.  In the meanwhile, Greg Patenaude is allowing me to post a copy of his notes here.

In Fall 2018/Spring 2019, the CHEM 2500/2600 curriculum was significantly revised, and many topics moved from one course to the other.  Students who would like to review lecture notes from the previous version of CHEM 2500 can find them at the following page: CHEM 2500 lecture notes from Fall 2014

These are skeleton notes; it is intended that you complete them when you attend class. 

CHEM 2500 Topic 0: Introduction and Administrative Details78 KB
CHEM 2500 Topic 1: Drawing Organic Molecules128 KB
CHEM 2500 Topic 2: Isomers and Nomenclature115 KB
CHEM 2500 Topic 3: Conformations of Organic Molecules107 KB
CHEM 2500 Topic 4: Stereochemistry of Organic Molecules155 KB
CHEM 2500 Topic 5: Organic Reaction Mechanisms88 KB
CHEM 2500 Topic 6: Acids and Bases203 KB
CHEM 2500 Topic 7: Pi Bonds as Electrophiles306 KB
CHEM 2500 Topic 8: Pi Bonds as Nucleophiles1.87 MB
CHEM 2500 Topic 9: Conjugation and Aromaticity298 KB
CHEM 2500 Topic 10: Synthesis Using Aromatic Materials269 KB

CHEM 2500 Lecture Notes (Fall 2014)

In Fall 2018/Spring 2019, the CHEM 2500/2600 curriculum was significantly revised, and many topics moved from one course to the other.  For the sake of any students who took either course before the revision who wish to revisit the lecture notes from the version of the course they took, I am archiving my CHEM 2500 notes from the last semester in which I taught the old curriculum.

CHEM 2500 TOPIC 1: DRAWING ORGANIC MOLECULES (Fall 2014)128 KB
CHEM 2500 TOPIC 2: ISOMERS AND NOMENCLATURE (Fall 2014)109 KB
CHEM 2500 TOPIC 3: STEREOCHEMISTRY OF ORGANIC MOLECULES (Fall 2014)153 KB
CHEM 2500 TOPIC 4: CONFORMATIONS OF ORGANIC MOLECULES (Fall 2014)108 KB
CHEM 2500 TOPIC 5: MOLECULAR ORBITALS AND AROMATICITY (Fall 2014)280 KB
CHEM 2500 TOPIC 6: REACTION TYPES AND FACTORS FAVOURING REACTIVITY (Fall 2014)114 KB
CHEM 2500 TOPIC 7: REACTION MECHANISMS AND OPERATIONAL SPECIES (Fall 2014)138 KB
CHEM 2500 TOPIC 8: SUBSTITUTIONS OF ALKYL HALIDES (SN1 AND SN2) (Fall 2014)309 KB
CHEM 2500 TOPIC 9: SUBSTITUTIONS OF ALCOHOLS (MORE SN1 AND SN2) (Fall 2014)139 KB
CHEM 2500 TOPIC 10: ELIMINATIONS (E1 AND E2) (Fall 2014)394 KB

CHEM 2500 Lecture Notes (Patenaude)

These are Dr. Greg Patenaude's lecture notes for CHEM 2500 from Fall 2019 (the new curriculum).  The chapter numbers refer to the chapters in the Ogilvie text we are currently using for this course.

CHEM 2500: CHAPTER 1: Carbon and its Compounds7.81 MB
CHEM 2500: CHAPTER 2: Anatomy of an Organic Molecule9.56 MB
CHEM 2500: CHAPTER 3: Conformations8.39 MB
CHEM 2500: CHAPTER 4: Stereochemistry8.48 MB
CHEM 2500: CHAPTER 5: Organic Reaction Mechanism8.22 MB
CHEM 2500: CHAPTER 6: Acids and Bases7.84 MB
CHEM 2500: CHAPTER 7: Pi Bonds as Electrophiles15.7 MB
CHEM 2500: CHAPTER 8: Pi Bonds as Nucleophiles13.6 MB
CHEM 2500: CHAPTER 9: Conjugation and Aromaticity3.24 MB
CHEM 2500: CHAPTER 10: Synthesis Using Aromatic Materials5.57 MB

CHEM 2500 Practice Tests

The practice tests posted here are old midterms.  In some cases, they have been edited due to changes in course content.

CHEM 2500 Final Exam

The practice tests should be used to self-test.  Just reading them (or, worse yet, just reading the answer keys) is a waste of your time and denies you the learning opportunities available when they are used properly.  Do a practice test with your books closed and time yourself.  Only allow yourself the tools you would have on a real test (periodic table, molecular modeling kit and ruler; check with your instructor whether or not a calculator will be permitted).

CHEM 2500 Practice Final (Fall 2018)1.57 MB
CHEM 2500 Practice Final (Fall 2018) (Answers)2.06 MB

CHEM 2500 Midterm #1

The practice tests should be used to self-test.  Just reading them (or, worse yet, just reading the answer keys) is a waste of your time and denies you the learning opportunities available when they are used properly.  Do a practice test with your books closed and time yourself.  Only allow yourself the tools you would have on a real test (periodic table, molecular modeling kit and ruler; check with your instructor whether or not a calculator will be permitted).

CHEM 2500 Midterm #1 (Fall 2018)1.09 MB
CHEM 2500 Midterm #1 (Fall 2018) (Answers)7.78 MB
CHEM 2500 Midterm #1 (Fall 2019)1.3 MB
CHEM 2500 Midterm #1 (Fall 2019) (Answers)1.93 MB
CHEM 2500 Midterm #1 (Spring 2020)123 KB
CHEM 2500 Midterm #1 (Spring 2020) (Answers)162 KB

CHEM 2500 Midterm #2

The practice tests should be used to self-test.  Just reading them (or, worse yet, just reading the answer keys) is a waste of your time and denies you the learning opportunities available when they are used properly.  Do a practice test with your books closed and time yourself.  Only allow yourself the tools you would have on a real test (periodic table, molecular modeling kit and ruler; check with your instructor whether or not a calculator will be permitted).

CHEM 2500 Midterm #2 (Fall 2018)1.6 MB
CHEM 2500 Midterm #2 (Fall 2018) (Answers)1.43 MB
CHEM 2500 Midterm #2 (Fall 2019)2.16 MB
CHEM 2500 Midterm #2 (Fall 2019) (Answers)2.19 MB
CHEM 2500 Midterm #2 (Spring 2020)377 KB
CHEM 2500 Midterm #2 (Spring 2020) (Answers)510 KB