One integer Value Correct Type Direction (Q. Nos. 17-22) This section ...
IV is enantiomeric. Its pure enantiomer, with HCN/NaCN, would produce pair of diastereomers.
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One integer Value Correct Type Direction (Q. Nos. 17-22) This section ...
Introduction:
In this question, we are given the compound C5H10O and we need to determine how many of its aldehyde isomers will give a racemic mixture of cyanohydrin when treated with HCN/NaCN solution.
Isomers of C5H10O:
To solve this question, let's first determine the possible isomers of C5H10O.
1. Pentanal (CH3CH2CH2CH2CHO)
2. 2-Methylbutanal (CH3CH(CH3)CH2CHO)
3. 3-Methylbutanal (CH3CH2CH(CH3)CHO)
4. 2,2-Dimethylpropanal (CH3C(CH3)2CHO)
5. 2-Ethylbutanal (CH3CH2CH(CH3)CH2CHO)
Determination of racemic mixture formation:
Now, let's determine which of these aldehyde isomers will give a racemic mixture of cyanohydrin when treated with HCN/NaCN solution.
1. Pentanal: When pentanal reacts with HCN/NaCN, it forms a cyanohydrin. Since there are no chiral centers present in pentanal, it will not give a racemic mixture.
2. 2-Methylbutanal: This compound has one chiral center. When it reacts with HCN/NaCN, it can give both the R and S enantiomers of the cyanohydrin. Therefore, it will give a racemic mixture.
3. 3-Methylbutanal: This compound also has one chiral center. When it reacts with HCN/NaCN, it can give both the R and S enantiomers of the cyanohydrin. Therefore, it will give a racemic mixture.
4. 2,2-Dimethylpropanal: This compound has two chiral centers. When it reacts with HCN/NaCN, it can give four possible stereoisomers of the cyanohydrin. Two of these stereoisomers will be enantiomeric pairs, leading to the formation of a racemic mixture.
5. 2-Ethylbutanal: This compound has one chiral center. When it reacts with HCN/NaCN, it can give both the R and S enantiomers of the cyanohydrin. Therefore, it will give a racemic mixture.
Conclusion:
Out of the five aldehyde isomers of C5H10O, three of them (2-Methylbutanal, 3-Methylbutanal, and 2,2-Dimethylpropanal) will give a racemic mixture of cyanohydrin when treated with HCN/NaCN solution.