Question

The order of reactivity of the following alcohols towards $$conc.$$  $$HCl$$  is
Alcohol, Phenol and Ether mcq question image

A. I > II > III > IV
B. I > III > II > V
C. IV > III > II > I  
D. IV > III > I > II
Answer :   IV > III > II > I
Solution :
The order of reactivity depends upon the stability of the carbocations formed.
Alcohol, Phenol and Ether mcq solution image
Remember that presence of electron-withdrawing group intensifies i.e., destabilises the carbocation thus (i) and (ii) are less stable than (iii). Further (i); is less stable than (ii) because $$–I$$  effect is more pronounced in (i) due to less distance between $$F$$  and positive charge. Thus the stability order of the four carbocations and reactivity of their parent alcohols will be IV > III > II > I

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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