ORGANIC

CHEMISTRY
OF LIFE PROCESSES
Chemistry 221 Spring, 2017

Text: Organic Chemistry by Marc Loudon and Jim Parise, 6th Ed; Roberts and Company, 2016
Study Guide: Study Guide and Solutions Manual by Marc Loudon and Jim Parise, 6th Ed; Roberts and
Company, 2016
Suggested: Molecular Models (e.g., HGS Molecular Structure Model Kit; W.H. Freeman & Co Ltd; or
Molecular Visions: The Flexible Molecular Model Kit) and/or CHEM3D
(www.yale.edu/its/software)

Class Meetings: MW, 9:00 AM 10:15 AM, Room SCL110

Instructor: Professor Jason M. Crawford, SCL209 or MIC312, jason.crawford@yale.edu
Office Hours: Wednesdays after lecture, 10:30-11:30 (SCL209), or by appointment (MIC312)

Teaching Assistants: Yick Chong Lam, Jhe Hao Li, Phu Khat Nwe, Suzanne Szewczyk, Kim Quach & Julie Sinclair
Peer Tutors: Dawn Chen & Giorgio Caturegli

About this class.
Organic Chemistry will be used to illustrate the chemical principles that underpin life processes. Key conceptual
frameworks such as structure, function, and mechanism will be emphasized.
This class consists of lectures (2 per week) and a discussion section (1 per week). Preference selection for CHEM 221 will
open Monday, December 19th and close on Friday, January 20th.

Class website. https://yale.instructure.com/courses/6062

About your grade. This course will be graded on the basis of 600 points allocated as follows:

1. There will be three midterm exams. The two highest scores will be counted (150 points each exam).
2. The final cumulative exam will be worth 300 points.

If a midterm exam is missed due to illness or for personal reasons, the missed exam will serve as the low score that is
dropped.

About the exams.
1. The midterm examinations will be held in class (9:00-10:15 AM) on Wednesday, February 15, Wednesday,
March 29, and Wednesday, April 26.
2. The final exam will be three hours in duration and will be held at 7:00 PM on Monday, May 8, 2017.
3. Subject matter on the exams may be drawn from relevant book chapters and from lectures that were designed
to expand the scope of individual book chapters.

About the problem sets.
(a) We encourage you to complete the problems at the end of each chapter. Doing so is a great way to solidify your
understanding of the pertinent chemistry. A solutions manual is available. These problems will be neither graded
nor collected. Select problems will be assigned emphasis to guide you in your studies.


Regrading policy.
To officially request a regrade, you must submit your graded exam paper within two weeks after it is returned to your TA.
You should also include a short written note including your name, your TA, and a brief statement explaining why you are
requesting a regrade. We will consider these requests at the end of the semester if you are close to a grade boundary.
Make sure that the test is exactly as it was when we handed it back to you, as we will assume that changes are indicative
of foul play (A percentage of the exams will be randomly selected and scanned after grading). Note that all questions
could be subject to regrading and unrelated questions mistakenly over-graded will also be corrected in the regarding
process.

Course Content

Chapter 14: alkynes
Chapter 15: dienes, resonance, and aromaticity
Chapter 16: benzene and its derivatives
Chapter 17: allylic and benzene reactivity
Chapter 18: aryl and vinylic halides and phenols
Chapter 19: aldehydes and ketones
Chapter 20: carboxylic acids
Chapter 21: carboxylic acid derivatives
Chapter 22: enolates, enols, and ,-unsaturated carbonyl compounds
Chapter 23: amines
Chapter 24: carbohydrates
Chapter 25: thioesters
Chapter 26: aromatic heterocycles
Chapter 27: amino acids and peptides