How can I draw all possible stereoisomers for 2-bromo-4-chlorohexane?
1 Answer
Identify the chiral centres and then draw all the possibilities.
Explanation:
Step 1. Draw the bond-line structure for 2-bromo-4-chlorohexane.
Bond-Line
Step 2. Identify the chiral centres.
The chiral centres are
Step 3. Calculate the number of possible stereoisomers.
The maximum number of stereoisomers is
Here,
Step 4. Draw the stereoisomers.
If we indicate the stereochemistry of the bonds to the heteroatoms by wedges and dashes, the structures are
Wedge-Wedge
Wedge-Dash
Dash-Wedge
Dash-Dash
Step 5. Check for meso isomers.
There is no internal plane of symmetry, so there are no meso isomers.
The above structures are all unique stereoisomers.