(a) Give equations of the following reactions:

(i) Phenol is treated with conc.HNO_3.

(ii) Propene is treated with B_2H_6 followed by H_2O_2/OH^-.

(iii) Sodium t-butoxide is treated with CH_3Cl.

(b) How will you distinguish between butan-1-ol and butan-2-ol ?

(c) Arrange the following in increasing order of acidity :

 Phenol, ethanol, water

 

 

 

 
 
 
 
 

Answers (1)
S Sumit

(a)

(i)

 

(ii) CH_3CH=CH_2\xrightarrow[(ii)H_2O_2/OH^-)]{(i)B_2H_6}(CH_3-CH_2-CH_2)_3B

                                                                                           \downarrow H_2O/OH^-

                                                               3CH_3-CH_2-CH_2-OH+B(OH)_3

 

(iii)     

 

(b) Iodoform Test:

CH_3CHOHCH_2CH_3+4I_2+NaOH\overset{\bigtriangleup }{\rightarrow}CHI_3\downarrow +CH_3CH_2COONa+

     Butan-2-ol                                                                     [Iodoform yellow ppt.]

5 NaI + 5H_2O

CH_3CH_2CH_2CH_2OH+I_2+NaOH\overset{\bigtriangleup }{\rightarrow} No Reaction.

(Butan-1-ol)

(c) Ethanol<Water<Phenol

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