How many diastereomers can #H_3C-CH=CH-CH(OH)CH_3# generate?

1 Answer
anor277
Jul 26, 2017

For #H_3C-CH=CH-CH(OH)-CH_3#, I count 4 diastereomers........

Explanation:

You gots #H_3C-CH=CH-CH(OH)-CH_3#, with 2 sites of dissymmetry, (i) the olefinic bond, which can of course be cis or trans depending on the geometry to methyl or alcoholic groups, and of course the asymmetric carbon,

#H_3C-CH=CH-stackrel(*)CH(OH)-CH_3#.

The alcoholic carbon is bound to 4 different substituents. And thus it should generate a pair of enantiomers. This simple molecule can thus generate 4 diastereomers.

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