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NTA Abhyas 2020
Exam
NTA Abhyas
Year
2020
Subject
Chemistry
Chapter
Aldehydes and Ketones

NTA Abhyas 2020 · Chemistry · Aldehydes and Ketones

An organic compound X is oxidized by using acidified K_ 2 C r_ 2 O_...

An organic compound X is oxidized by using acidified {\text{K}_{2}\text{C}{\text{r}_{2}{\text{O}_{7}. The product obtained reacts with phenyl hydrazine, but does not answer silver mtextrror test. The possible structure of X is

Options

  1. A\text{C}{\text{H}_{3}\text{C}\text{O}\text{C}{\text{H}_{3}
  2. B{\left(\text{C}{\text{H}_{3}\right)}_{2}\text{C}\text{H}\text{O}\text{H}
  3. C\text{C}{\text{H}_{3}\text{C}\text{H}\text{O}
  4. D\text{C}{\text{H}_{3}\text{C}{\text{H}_{2}\text{O}\text{H}

Correct answer

B. {\left(\text{C}{\text{H}_{3}\right)}_{2}\text{C}\text{H}\text{O}\text{H}

Step-by-step solution

The oxidation product of X reacts with phenyl hydrazine, thus it contains >C=0> \text{C} = 0 group. The same product does not give silver mirror test. Thus, it is a ketone, because only aldehydes give silver mirror test.

Thus, the compound X must be 2o{2}^{\text{o}} alcohol, as only secondary alcohols give ketones on oxidation and hence, X is {\left(\text{C}{\text{H}_{3}\right)}_{2}\text{C}\text{H}\text{O}\text{H}.
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