Which carbonyls below, on protonation gives a pair of stereoisomers?a)...
The correct answer is option C
In chemistry, protonation (or hydronation) is the addition of a proton (or hydron, or hydrogen cation), (H+) to an atom, molecule, or ion, forming the conjugate acid. Some examples include. the protonation of water by sulfuric acid:
H2SO4 + H2O ⇌ H3O+ + HSO −
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Which carbonyls below, on protonation gives a pair of stereoisomers?a)...
Which carbonyls below, on protonation gives a pair of stereoisomers?a)...
On protonation, the carbonyl group in a carbonyl compound can form a pair of stereoisomers if it has an asymmetric carbon atom. Let's analyze each option to determine which carbonyl compound fits this criterion.
a) Methanal (formaldehyde) - Methanal does not have an asymmetric carbon atom, as it only contains one carbon atom bonded to two hydrogen atoms and a carbonyl group. Therefore, it does not form a pair of stereoisomers upon protonation.
b) Acetone - Acetone, also known as propanone, contains three carbon atoms. The carbonyl carbon in acetone is bonded to two methyl groups, and there are no other substituents attached to the carbonyl carbon. Since there is no asymmetric carbon atom, acetone does not form a pair of stereoisomers upon protonation.
c) Butanone - Butanone, also known as methyl ethyl ketone, contains four carbon atoms. The carbonyl carbon in butanone is bonded to two alkyl groups (a methyl group and an ethyl group), and there are no other substituents attached to the carbonyl carbon. However, butanone contains an asymmetric carbon atom, as the second carbon atom (counting from the carbonyl carbon) is bonded to two different alkyl groups (a methyl group and an ethyl group). Therefore, butanone forms a pair of stereoisomers upon protonation.
d) 3-pentanone - 3-pentanone contains five carbon atoms. The carbonyl carbon in 3-pentanone is bonded to two alkyl groups (a methyl group and an ethyl group), and there are no other substituents attached to the carbonyl carbon. Similar to butanone, 3-pentanone also contains an asymmetric carbon atom, as the third carbon atom (counting from the carbonyl carbon) is bonded to two different alkyl groups (a methyl group and an ethyl group). Therefore, 3-pentanone forms a pair of stereoisomers upon protonation.
In conclusion, the carbonyl compound that forms a pair of stereoisomers upon protonation is option 'c' - Butanone.
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