Draw a six-carbon alkyne that can exist as diastereomers. You do not need to specify wedge or dashed bonds. Select Draw Rings More Erase / MICH 5 3 2 o
The correct answer and explanation is:
To have a six-carbon alkyne that can exist as diastereomers, we need:
- A six-carbon structure with a triple bond (an alkyne).
- At least two chiral centers because diastereomers are stereoisomers that are not mirror images (i.e., not enantiomers).
- A structure where stereochemistry leads to non-superimposable, non-mirror image isomers.
Example of a Suitable Structure:
3,4-Hexadiyne-2,5-diol
Structure:
CH₃-C(OH)-C≡C-C(OH)-CH₃
Explanation:
- The alkyne is at C3 and C4 (hexadiyne).
- Hydroxyl (-OH) groups at C2 and C5 create two chiral centers.
- The stereochemistry at these chiral centers allows for diastereomers to exist (e.g., (2R,5R) vs. (2S,5R)).
Since diastereomers have different physical and chemical properties, they are not mirror images but still share the same molecular formula and connectivity.