Question

An alcohol $$(A)$$  gives Lucas test within $$5\,\min .$$  $$7.4\,g$$  of alcohol when treated with sodium metal liberates $$1120\,ml$$   of $${H_2}$$  at $$STP.$$  What will be alcohol $$(A)?$$

A. $$C{H_3}{\left( {C{H_2}} \right)_3}OH$$
B. $$C{H_3}CH\left( {OH} \right)C{H_2}C{H_3}$$  
C. $${\left( {C{H_3}} \right)_3}COH$$
D. $$C{H_3}CH\left( {OH} \right)C{H_2}C{H_2}C{H_3}$$
Answer :   $$C{H_3}CH\left( {OH} \right)C{H_2}C{H_3}$$
Solution :
$$ROH + Na \to RONa + \frac{1}{2}{H_2} \uparrow $$
We have to get molecular mass of alcohol corresponding to half mole of $${H_2}$$  only.
$$\frac{{1120}}{{11200}} = \frac{{7.4}}{M} \Rightarrow M = 74$$
$${C_n}{H_{2n + 1}}OH = 74 \to {C_n}{H_{2n + 1}}$$       $$ = 74 - 17 = 57$$
$$ \Rightarrow {C_n}{H_{2n}} = 57 - 1 = 56\,\,\,\,{\text{i}}{\text{.e}}{\text{.}}$$       $$12n + 2n = 14n = 56$$
$$ \Rightarrow n = \frac{{56}}{{14}} = 4$$
Thus, molecular formula of $$(A)$$  is $${C_4}{H_9}OH.$$   As $$(A)$$  gives Lucas test within $$5\,\min .,$$  thus $${2^ \circ }$$ alcohol corresponding to molecular formula $${C_4}{H_9}OH$$  is $$C{H_3}CH\left( {OH} \right)C{H_2}C{H_3}$$     ( butan-2-ol ).

Releted MCQ Question on
Organic Chemistry >> Alcohol, Phenol and Ether

Releted Question 1

Ethyl alcohol is heated with conc $${H_2}S{O_4}$$  the product formed is

A. \[{{H}_{3}}C\underset{\begin{smallmatrix} \parallel \\ O \end{smallmatrix}}{\mathop{-C-}}\,O{{C}_{2}}{{H}_{5}}\]
B. $${C_2}{H_6}$$
C. $${C_2}{H_4}$$
D. $${C_2}{H_2}$$
Releted Question 2

The compound which reacts fastest with Lucas reagent at room temperature is

A. $${\text{butan - 1 - ol}}$$
B. $${\text{butan - 2 - ol}}$$
C. $${\text{2 - methylpropan - 1 - ol}}$$
D. $${\text{2 - methylpropan - 2 - ol}}$$
Releted Question 3

A compound that gives a positive iodoform test is

A. 1 - pentanol
B. 2 - pentanone
C. 3 - pentanone
D. pentanal
Releted Question 4

Diethyl ether on heating with conc. $$HI$$  gives two moles of $$H$$

A. ethanol
B. iodoform
C. ethyl iodide
D. methyl iodide

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Alcohol, Phenol and Ether


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