Ch. 5 - ChiralityWorksheetSee all chapters
All Chapters
Ch. 1 - A Review of General Chemistry
Ch. 2 - Molecular Representations
Ch. 3 - Acids and Bases
Ch. 4 - Alkanes and Cycloalkanes
Ch. 5 - Chirality
Ch. 6 - Thermodynamics and Kinetics
Ch. 7 - Substitution Reactions
Ch. 8 - Elimination Reactions
Ch. 9 - Alkenes and Alkynes
Ch. 10 - Addition Reactions
Ch. 11 - Radical Reactions
Ch. 12 - Alcohols, Ethers, Epoxides and Thiols
Ch. 13 - Alcohols and Carbonyl Compounds
Ch. 14 - Synthetic Techniques
Ch. 15 - Analytical Techniques: IR, NMR, Mass Spect
Ch. 16 - Conjugated Systems
Ch. 17 - Aromaticity
Ch. 18 - Reactions of Aromatics: EAS and Beyond
Ch. 19 - Aldehydes and Ketones: Nucleophilic Addition
Ch. 20 - Carboxylic Acid Derivatives: NAS
Ch. 21 - Enolate Chemistry: Reactions at the Alpha-Carbon
Ch. 22 - Condensation Chemistry
Ch. 23 - Amines
Ch. 24 - Carbohydrates
Ch. 25 - Phenols
Ch. 26 - Amino Acids, Peptides, and Proteins

There are several common projections used to visualize molecules in different perspectives.

Concept #1: Introduction to different projections. 

We will need to know how to convert these into bondline so that we can analyze them.  

Concept #2: How to convert Fischer projections into bondline structures 

  • Make a caterpillar, then rotate every other bond.

Convert the following Fischer projection into bondline structure.  

Concept #3: Convert the following Fischer projection into bondline structure.  

Additional Problems
Convert the following bond line formula into a Fischer projection.
Draw the Fisher Projections for the following compounds. 
Draw the Fisher Projection for the following compound. 
Convert each of the following to a Newman projection along the C2-C3 bond.
Convert the following to a Newman projection along the C2-C3 bond. 
Convert the following Fischer projection into a wedge/dash drawing.
Draw the Fischer projection of the following compound.
Draw the Fisher projection of (2R,3S,5R)-5-bromohexa-2,3-diol.             Name and draw two diastereomers of the above compound.             Name and draw the enantiomer of the compound.
Which of the following structures is a correct wedge/dash drawing of the following Fischer projection?a) Ab) Bc) Cd) D
Glyceraldehyde is an aldose monosaccharide. The Fischer projection of D-glyceraldehyde is given below. Draw D-glyceraldehyde using wedge and dash bonds around the chiral carbon atom.
Draw (using modified Fischer projections and placing the NHCH 3 group on the top and the Ph group at the bottom), and label (using the correct stereochemical designations) all stereoisomers expected. If a compound is meso, you need not draw its enantiomer as long as you label it as such (“meso”). Hint: begin by determining how many possible stereoisomers there can be.
Draw the Fischer projection formulas of (3R)-6-Bromo-1-hexen-3-ol.
For the following compound (D-Glyceraldehyde), which, if any carbon is chiral? a. C-1 b. C-2 c. C-3 d. All carbon atoms are chiral. e. None of the carbon atoms are chiral.
How many chiral centers are present in this molecule?