A compound A having the molecular formula C5H12O, on oxidation gives a compound B with molecular formula C5H10O . Compound B give a 2, 4-dinitrophenylhydrazine derivative but did not answer haloform test or silver mirror test. The structure of compound A is

Question

A compound A having the molecular formula C5H12O, on oxidation gives a compound B with molecular formula C5H10O . Compound B give a 2, 4-dinitrophenylhydrazine derivative but did not answer haloform test or silver mirror test. The structure of compound A is (A)  CH3-CH2-CH2-CH2-CH2-OH  (B)  CH3-CH2- undersetOH mathop underset mathbf| mathopCH2CH -CH3  (C)  CH3-CH2- undersetOH mathop underset mathbf| mathopCH -CH2-CH3  (D)  CH3-CH2- undersetCH3 mathop underset mathbf| mathopCH -CH2-OH

Tardigrade Admin · Accepted Answer

Since, the compound B gave a 2, 4-dinitrophenylhydrazine derivative but did not answer halo form test or silver mirror test, it must contains a>C=O group, but it is neither a methyl ketone nor an aldehyde. Moreover, compound B is obtained by the oxidation of compound A, having molecular formula C5H12O, so the compound A must be a secondary alcohol. Thus. A is underset(secondary alcohol) mathopCH3CH2- undersetOH mathop underset mathbf| mathopCH -CH2-CH3 xrightarrow[- H2O][O] underset beginsmallmatrix (do not answer haloform test or silver mirror test) endsmallmatrix mathopCH3CH2 oversetO mathop overset mathbf|| mathopC -CH2CH3

Q. A compound A having the molecular formula $C_{5} H_{12} O,$ on oxidation gives a compound B with molecular formula $C_{5} H_{10} O .$ Compound B give a 2, 4-dinitrophenylhydrazine derivative but did not answer haloform test or silver mirror test. The structure of compound A is

$C H_{3} - C H_{2} - C H_{2} - C H_{2} - C H_{2} - O H$

$C H_{3} - C H_{2} - O H ∣ C H_{2} C H - C H_{3}$

$C H_{3} - C H_{2} - O H ∣ C H - C H_{2} - C H_{3}$

$C H_{3} - C H_{2} - C H_{3} ∣ C H - C H_{2} - O H$

Q. A compound A having the molecular formula C5​H12​O, on oxidation gives a compound B with molecular formula C5​H10​O. Compound B give a 2, 4-dinitrophenylhydrazine derivative but did not answer haloform test or silver mirror test. The structure of compound A is

CH3​−CH2​−CH2​−CH2​−CH2​−OH

CH3​−CH2​−OH∣CH2​CH​​−CH3​

CH3​−CH2​−OH∣CH​​−CH2​−CH3​

CH3​−CH2​−CH3​∣CH​​−CH2​−OH

Q. A compound A having the molecular formula $C_{5} H_{12} O,$ on oxidation gives a compound B with molecular formula $C_{5} H_{10} O .$ Compound B give a 2, 4-dinitrophenylhydrazine derivative but did not answer haloform test or silver mirror test. The structure of compound A is

$C H_{3} - C H_{2} - C H_{2} - C H_{2} - C H_{2} - O H$

$C H_{3} - C H_{2} - O H ∣ C H_{2} C H - C H_{3}$

$C H_{3} - C H_{2} - O H ∣ C H - C H_{2} - C H_{3}$

$C H_{3} - C H_{2} - C H_{3} ∣ C H - C H_{2} - O H$