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How would you draw a six-carbon alkyne that can exist as a diastereomer?
A six carbon alkyne that can exist as a diastereomer is 1-ethynyl-2-methylcyclopropane.
One way for a compound to have is to have two chiral centres.
The only way we can do this with a six-carbon alkyne is to have a cyclopropane ring.
Then we can add an ethynyl and a methyl group to generate two chiral centres.
Since there are two chiral centres and no plane of symmetry, there are ##2^2 = 4## stereoisomers.
Their structures are
Any isomer in one row is a diastereomer of the two isomers in the other row.
Isomers in the same row are a pair of .