CHEM 2600: Organic Chemistry II

CHEM 2600 is the second half of a full year course in organic chemistry taught at the University of Lethbridge. 

In this course, students continue to learn about a wide variety of organic reactions using a mechanistic approach.  There is also a strong emphasis on spectroscopy, particularly nuclear magnetic resonance (NMR), the organic chemist’s most useful analytical tool.  Infrared spectroscopy and mass spectrometry are also covered.

The pre-requisite to this course is CHEM 2500 (Organic Chemistry I).  It also leans heavily on CHEM 2000 (General Chemistry II), the pre-requisite to CHEM 2500.  Almost all of the topics taught in CHEM 2000 are directly applied in this course.  To be successful in CHEM 2600, students need to have a solid background in molecular orbital theory, thermodynamics and acid-base chemistry as well as the topics in CHEM 2500.  Any student who transfers from an institution that allowed them to take organic chemistry without taking general chemistry first should NOT enroll in CHEM 2600 until after they have taken a full year of general chemistry.

Information provided on this website includes:

Study Habits for Success in Chemistry75 KB
CHEM 2600 Spectroscopy Data Sheet1.46 MB
CHEM 2600 Course Outline (Fall 2022)238 KB

CHEM 2600 Exercises

06 Addition Reactions to Polar Pi Bonds (Carbonyls, Nitriles, etc.)

The exercise are not listed in numerical order because it makes more sense to group the electrophilic additions together and to group the nucleophilic additions together.  Since I cannot edit these documents, I cannot renumber them.

Exercise 100: Electrophilic Additions to Carbonyls23 KB
Exercise 100: Electrophilic Additions to Carbonyls (Answers)35 KB
Exercise 101: Hemiacetals and Acetals24 KB
Exercise 101: Hemiacetals and Acetals (Answers)33 KB
Exercise 102: Acetals as Protecting Groups26 KB
Exercise 102: Acetals as Protecting Groups (Answers)31 KB
Exercise 94: Nucleophilic Addition vs. Electrophilic Addition32 KB
Exercise 94: Nucleophilic Addition vs. Electrophilic Addition (Answers)42 KB
Exercise 95: Acetylide Anions29 KB
Exercise 95: Acetylide Anions (Answers)36 KB
Exercise 96: Making Grignard and Alkyllithium Reagents24 KB
Exercise 96: Making Grignard and Alkyllithium Reagents (Answers)27 KB
Exercise 97: Reactions of Grignard and Alkyllithium Reagents25 KB
Exercise 97: Reactions of Grignard and Alkyllithium Reagents (Answers)31 KB
Exercise 98: Incompatibilities31 KB
Exercise 98: Incompatibilities (Answers)34 KB
Exercise 99: Nucleophilic Addition of Hydride to Carbonyls32 KB
Exercise 99: Nucleophilic Addition of Hydride to Carbonyls (Answers)38 KB
Exercise 103: Nucleophilic Addition of Nitrogen to Carbonyls39 KB
Exercise 103: Nucleophilic Addition of Nitrogen to Carbonyls (Answers)59 KB
Exercise 104: Applications26 KB
Exercise 104: Applications (Answers)40 KB

CHEM 2600 Lecture Notes (Findlay)

These are the most recent versions of my lecture notes for CHEM 2600 (from Spring 2019).

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 2600 can find them at the following page: CHEM 2600 lecture notes from Fall 2018.

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

CHEM 2600 Topic 0: First Class Activity139 KB
CHEM 2600 Topic 1: Infrared Spectroscopy (IR)340 KB
CHEM 2600 Topic 2: Nuclear Magnetic Resonance (NMR)1.48 MB
CHEM 2600 Topic 3: Mass Spectrometry (MS)404 KB
CHEM 2600 Topic 4: Substitution Reactions577 KB
CHEM 2600: Topic 5: Elimination Reactions711 KB
CHEM 2600 Topic 6: Carboxylic Acid Derivatives364 KB
CHEM 2600 Topic 7: Acetals, Imines, etc.277 KB
CHEM 2600 Topic 8: Enolates, Enols and Enamines257 KB
CHEM 2600 Topic 9: Cycloadditions644 KB

CHEM 2600 Lecture Notes (Fall 2018)

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 2600 notes from the final offering of the old curriculum.

CHEM 2600 Topic 0: First Class Activity (Fall 2018)70 KB
CHEM 2600 Topic 1: Infrared Spectroscopy (IR) (Fall 2018)255 KB
CHEM 2600 Topic 2: Nuclear Magnetic Resonance (NMR) (Fall 2018)1.19 MB
CHEM 2600 Topic 3: Mass Spectrometry (MS) (Fall 2018)325 KB
CHEM 2600 TOPIC 4: ADDITIONS TO NONPOLAR PI BONDS (ALKENES AND ALKYNES) (Fall 2018)195 KB
CHEM 2600 TOPIC 5: ADDITIONS TO CONJUGATED PI SYSTEMS (DIENES, ETC.) (Fall 2018)416 KB
CHEM 2600 TOPIC 6: ADDITIONS TO POLAR PI BONDS (CARBONYLS, NITRILES, ETC.) (Fall 2018)180 KB
CHEM 2600 TOPIC 7: REACTIONS OF CARBOXYLIC ACID DERIVATIVES (Fall 2018)120 KB
CHEM 2600 TOPIC 8: OXIDATIONS AND REDUCTIONS (Fall 2018)297 KB
CHEM 2600 TOPIC 9: REACTIONS OF AROMATIC COMPOUNDS (MOSTLY BENZENE) (Fall 2018)162 KB

CHEM 2600 Lecture Notes (Patenaude)

These are Dr. Greg Patenaude's lecture notes for CHEM 2600.  The chapter numbers refer to the chapters in the Ogilvie text we are currently using for this course.

CHEM 2600: Chapter 14: Infrared Spectroscopy (IR)1.79 MB
CHEM 2600: Chapter 13: Nuclear Magnetic Resonance (NMR)9.23 MB
CHEM 2600: Chapter 14: Mass Spectrometry (MS)3.95 MB
CHEM 2600: Chapter 11: Displacement Reactions (Part 1; SN2 Reactions)4.83 MB
CHEM 2600: Chapter 11: Displacement Reactions (Part 2; SN1 Reactions)8.64 MB
CHEM 2600: Chapter 12: Elimination Reactions8.73 MB
CHEM 2600: Chapter 15: Addition-Elimination Reactions (Carboxylic Acid Derivatives)9.72 MB
CHEM 2600: Chapter 16: Pi Bond Electrophiles with Hidden Leaving Groups (Acetals, etc.)7.32 MB
CHEM 2600: Chapter 17: Carbonyl Based Nucleophiles8.59 MB
CHEM 2600: Chapter 20: Reactions Controlled by Orbital Interactions8.79 MB

CHEM 2600 Practice Tests

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

CHEM 2600 Final Exam

Final exams in CHEM 2000 are always cumulative, covering all concepts taught throughout the course. 

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).

Please note that electronic answer keys do not exist for Prof. Dibble's old final exams.

CHEM 2600 Practice Final (Spring 2003; Prof Dibble)1.07 MB
CHEM 2600 Practice Final (Spring 2004; Prof Dibble)344 KB
CHEM 2600 Practice Final (Spring 2006; Prof Dibble)285 KB
CHEM 2600 Practice Final (Spring 2007; Prof Dibble)361 KB
CHEM 2600 Practice Final (Spring 2008; Dr Findlay)212 KB
CHEM 2600 Practice Final (Spring 2008; Dr Findlay) (Attachment with Spectra)86 KB
CHEM 2600 Practice Final (Spring 2008; Dr Findlay) (Answers)311 KB
CHEM 2600 Practice Final (Spring 2009; Dr Findlay and Prof Dibble)116 KB
CHEM 2600 Practice Final (Spring 2009; Dr Findlay and Prof Dibble) (Answers)187 KB
CHEM 2600 Practice Final (Spring 2017; Dr Findlay)179 KB
CHEM 2600 Practice Final (Spring 2017; Dr Findlay) (Answers)295 KB
CHEM 2600 Practice Final (Spring 2019; Dr Findlay and Dr Patenaude)195 KB
CHEM 2600 Practice Final (Spring 2019; Dr Findlay and Dr Patenaude) (Answers)4.67 MB

CHEM 2600 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 2600 Midterm #1 (Spring 2017)195 KB
CHEM 2600 Midterm #1 (Spring 2017) (Answers)266 KB
CHEM 2600 Midterm #1 (Fall 2017)3.99 MB
CHEM 2600 Midterm #1 (Fall 2017) (Answers)1.82 MB
CHEM 2600 Midterm #1 (Spring 2018)107 KB
CHEM 2600 Midterm #1 (Spring 2018) (Answers)230 KB
CHEM 2600 Midterm #1 (Fall 2018)187 KB
CHEM 2600 Midterm #1 (Fall 2018) (Answers)272 KB
CHEM 2600 Midterm #1 (Spring 2019)183 KB
CHEM 2600 Midterm #1 (Spring 2019) (Answers)476 KB
CHEM 2600 Midterm #1 (Fall 2019)203 KB
CHEM 2600 Midterm #1 (Fall 2019) (Answers)256 KB

CHEM 2600 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 and molecular modeling kit).

CHEM 2600 Midterm #2 (Spring 2019)127 KB
CHEM 2600 Midterm #2 (Spring 2019) (Answers)313 KB
CHEM 2600 Midterm #2 (Fall 2019)114 KB
CHEM 2600 Midterm #2 (Fall 2019) (Answers)298 KB