Question
Chemistry Question on Alkynes
CH3C≡CCH3H2/PtAD2/PtB The compounds A and B, respectively are
cis-butene-2 and rac-2, 3-dideuterobutane
trans-butene-2 and rac-2, 3-dideuterobutane
cis-butene-2 and meso-2, 3-dideuterobutane
trans-butene-2 and meso-2, 3-dideuterobutane
cis-butene-2 and meso-2, 3-dideuterobutane
Solution
. Alkynes are catalytically hydrogenated to produce cis-alkene, which is then further hydrogenated in the presence of platinum to produce meso-2,3-dideuterobutane. The conversion of is the net response of C≡C to C-C with the addition of two molecules of H2 and D2
** Alkynes** may be hydrogenated by simply adding hydrogen atoms across their triple bonds. Alkane results from the formation of a carbon-carbon double bond, while alkene results from the formation of a carbon-carbon single bond.
A bond will be lost if hydrogen atoms are added across a double bond.
The result of hydrogenating the provided alkyne is
Furthermore, the double bond in cis-2-butene is broken down into a single bond and an alkane is produced when deuterium is added in the presence of a platinum catalyst.
Meso compounds are substances that contain a centre of symmetry and are optically active, meaning they exhibit a non-superimposable mirror image.
A racemic mixture is a collection of substances with both a (R) and a (S) structure.
The compound produced cannot be a racemic combination because it displays optical activity.
The resultant product is a meso compound in this case because it possesses a plane of symmetry and a non-superimposable mirror image that makes it optically active
So, the correct answer is cis-butene-2 and meso-2,3-dideuterobutane.