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NEET CHEMISTRYEasy

D(+) glucose yields an oxime with hydroxyl amine. The structure of the oxime would be:

A

CH=NOH∣HO−C−H∣HO−C−H∣H−C−OH∣H−C−OH∣CH2OH\begin{matrix} \text{CH=NOH} \\ | \\ \text{HO}-\text{C}-\text{H} \\ | \\ \text{HO}-\text{C}-\text{H} \\ | \\ \text{H}-\text{C}-\text{OH} \\ | \\ \text{H}-\text{C}-\text{OH} \\ | \\ \text{CH}_{2}\text{OH} \end{matrix}

B

CH=NOH∣H−C−OH∣H−C−OH∣HO−C−H∣H−C−OH∣CH2OH\begin{matrix} \text{CH=NOH} \\ | \\ \text{H}-\text{C}-\text{OH} \\ | \\ \text{H}-\text{C}-\text{OH} \\ | \\ \text{HO}-\text{C}-\text{H} \\ | \\ \text{H}-\text{C}-\text{OH} \\ | \\ \text{CH}_{2}\text{OH} \end{matrix}

C

CH=NOH∣H−C−OH∣HO−C−H∣HO−C−H∣H−C−OH∣CH2OH\begin{matrix} \text{CH=NOH} \\ | \\ \text{H}-\text{C}-\text{OH} \\ | \\ \text{HO}-\text{C}-\text{H} \\ | \\ \text{HO}-\text{C}-\text{H} \\ | \\ \text{H}-\text{C}-\text{OH} \\ | \\ \text{CH}_{2}\text{OH} \end{matrix}

D

CH=NOH∣H−C−OH∣HO−C−H∣H−C−OH∣H−C−OH∣CH2OH\begin{matrix} \text{CH=NOH} \\ | \\ \text{H}-\text{C}-\text{OH} \\ | \\ \text{HO}-\text{C}-\text{H} \\ | \\ \text{H}-\text{C}-\text{OH} \\ | \\ \text{H}-\text{C}-\text{OH} \\ | \\ \text{CH}_{2}\text{OH} \end{matrix}

Step-by-Step Solution

D(+)-glucose reacts with hydroxylamine (NH2OH\text{NH}_2\text{OH}) to form glucose oxime. The reaction takes place at the aldehydic carbon (C1), where the carbonyl oxygen is replaced by the =N-OH=\text{N-OH} group. The stereochemistry of the remaining chiral carbons (C2, C3, C4, and C5) remains entirely unchanged. In the Fischer projection of D-glucose, the -OH groups on C2, C3, C4, and C5 are positioned on the Right, Left, Right, and Right, respectively.

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