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  3. Chemistry
  4. On oxidation of organic compound A with Na2Cr2O7 and H2SO4 gives compound B, which on reduction with H2 in presence of Ni catalyst gives ethyl alcohol. Give the name of compound A.

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Q. On oxidation of organic compound A with $ N{{a}_{2}}C{{r}_{2}}{{O}_{7}} $ and $ {{H}_{2}}S{{O}_{4}} $ gives compound B, which on reduction with $ {{H}_{2}} $ in presence of Ni catalyst gives ethyl alcohol. Give the name of compound A.

CMC MedicalCMC Medical 2012

Solution:

$ A\xrightarrow[[O]]{N{{a}_{2}}C{{r}_{2}}{{O}_{7}}/{{H}_{2}}S{{O}_{4}}}\,B\,\,\xrightarrow[{}]{{{H}_{2}}/Ni} $ Ethyl alcohol Compound B on reduction with $ {{H}_{2}}/ $ in presence of Ni given ethyl alcohol it means compound B is ethanal, because aldehyde on reduction gives primary alcohol. Again compound B obtained from oxidation of A it means A is ethanol, because primary alcohol on oxidation gives aldehyde. $ \underset{(A)}{\mathop{C{{H}_{3}}-C{{H}_{2}}-OH}}\,\xrightarrow[[O]]{N{{a}_{2}}C{{r}_{2}}{{O}_{7}}/{{H}_{2}}S{{O}_{4}}} $ $ \underset{(B)}{\mathop{C{{H}_{3}}-\overset{O}{\mathop{\overset{|\,|}{\mathop{C}}\,}}\,-H}}\,\xrightarrow{{{H}_{2}}/Ni}\underset{ethyl\,\,alcohol\,\,or\,\,ethanol}{\mathop{C{{H}_{3}}-C{{H}_{2}}-OH}}\, $