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Predict the major product of acid catalysed dehydration of
(i) 1-methylcyclohexanol and (ii) butan-1-ol.

i) 



ii) 


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Write structures of the products of the following reactions:

  


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Ortho and para nitrophenols are more acidic than phenol. Draw the resonance structures of corresponding phenoxide ions.


The electron withdrawing groups are more effective in increasing the acidic strength at the para-position relative to the ortho position because of greater dispersal of charge on oxygen atom.

Resonance structure of phenoxide ion:



Resonance structure of paranitrophenol:


Resonance structures of ortho nitro phenol:


Thus, presence of nitro group at ortho and para position increase the acidic character.

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Give structures of the products you would expect when each of the following alcohol reacts with,
(a) HCl—ZnCl2 (b) HBr and (c) SOCl2.
(i)  Butan-1-ol      (ii) 2-Methyl butan-2-ol.

(HCl—ZnCl2) is lucas reagent, lucas reagent react with alcohol however it does not react with primary alcohol but readily gives turbidity with tertiary alcohols.

a) Reaction with (HCl—ZnCl2):

Butan-1-ol is primary alcohol thus no reaction occur.
where as 2-methyl butan-2-ol is tertiary alcohol, it forms 2-chloro-2-methylbutane.

 
b) Reaction with HBr:



c) Reaction with SOCl2:

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Write structures of the products of the following reactions:
  


  


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