Chapter 15 The Three-Dimensional Shape of Molecules
Download
Report
Transcript Chapter 15 The Three-Dimensional Shape of Molecules
Chapter 15
The Three-Dimensional
Shape of Molecules
CHEM 2124 – General Chemistry II
Alfred State College
Professor Bensley
Learning Objectives
Recognize whether a molecule is chiral or
achiral.
Identify chirality centers.
Draw two enantiomers in three dimensions
around the chirality center.
Explain why some chiral drugs have very
different properties from their mirror
images.
Draw Fischer projection formulas.
Recognize the difference between
enantiomers and diastereomers.
Explain the relationship between the shape
and odor of a molecule.
3-D Molecules
I. Review
A. Isomers
B. Constitutional Isomers
C. Stereoisomers
1. Cis and trans molecules
3-D Molecules
II. Chirality
Achiral
example
Which of the following objects are chiral?
3-D Molecules
3-D Molecules
III. Enantiomers and Chirality Centers
•A carbon atom with four different groups like
CHBrClF is called a chirality center.
Drawing a Pair of Enantiomers
HOW TO Draw Two Enantiomers of a Chiral Compound
Example
Draw two enantiomers of 2-butanol in 3D
around the chirality center.
3-D Molecules
•Is C1 a chirality center?
•Is C3 a chirality center:
Focus on Health & Medicine
The Unforgettable Legacy of Thalidomide
•The anti-nausea drug thalidomide, which was
given to pregnant women in the early 1960’s had
a chirality center.
3-D Molecules
IV. Racemic Mixtures
•A racemic mixture is an equal mixture of two
enantiomers.
3-D Molecules
V. Fischer Projections
3-D Molecules
VI. Multiple Chirality Centers (Stereocenters)
VII. Optical Activity / Specific Rotation
3-D Molecules