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ajain6691 (9)

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wat is the product ????


C6H5--O--C6H5 ---HI----------> 


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MUDIT (614)

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assumin HI to be in excess i.e at least 2 equivalents


yaar actually there are two ans to this question

if you have C6H5-O-C6H5 WITH HI it depends on the condition in which HI is used.

if you use dil HI it will form C6H5OH+C6H5I

if you use hot conc HI then 2C6H5OH

please correct me if i am wrong or nudge me if you have any doubts


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tarinbansal (3937)

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Answer shud be C6H5OH + C6H5I. Its an SN2 reaction.

@MUDIT,
How wud u get 2C6H5OH if u use hot conc HI?? We are assuming that only 1 equivalent of HI is used and with 1 equivalent, we will get C6H5OH + C6H5I.

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MUDIT (614)

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ya thnks @tarinbansal

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akku (1142)

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"I THINK THE RXN IS NOT FEASIBLE"


benzyl carbocation is high unstable!!!!!!!!!!

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tarinbansal (3937)

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@akku,


I have posted the mechanism. Tell me where do u find benzyl carbocation in it????



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akku (1142)

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U have followed SN2 MECHANISM which is not feasible becoz of steric hinderance/Nu has to face a benzene ring so attack from opposite side is not possible

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jain108 (442)

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in op tondon it is written smwer that phenyl carbocation is not formed bye SN1 mech. n SN2 aatack on carbon of benzene ring doesn't occur .....so ArI cant be formed
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tarinbansal (3937)

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See, SN1 is not possible at all for sure.
But SN2 is possible atleast to some extent. I am not saying that u r gonna get a 99% yield but still, this mechanism is feasible.

U cant say attack is not possible. Benzene rings are not as bulky as a tertiary carbon. The attack is possible but maybe the yield wud not be too gud.

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ajain6691 (9)

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but dont u thnk dat due to resonance there wil be a double bond character b/w o and phenyl ring
hence due to dat it wil be very difficult to cleave the bond
plz correct me if im wrong

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shivam999 (1213)

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C6H5OH + C6H5I


 


i m sure this is the correct answer





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tarinbansal (3937)

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@ajain6691,
U R right. :D
But u shud keep this thing in mind that O can have resonance with only 1 phenyl ring at a time. SO, the other Ph-O bond can be easily cleaved.

Hope u get it.

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arushi987 (38)

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hey...!!!!!


WE ALWAYS  TALK  OF  RESONANCE  HYBRID!! "ONE PHENYL AT A TIME" IS  NOT TRUE.....!!


BOTH PHENYL GROUPS  ARE  ALIKE --JUST CONSIDER THE RESONANCE HYBRID- THE TRUE STATE !


GO TO THE BASICS OF RESONANCE.....THIS ELECTRON SHARING TAKES PLACE AT SUCH A  FAST PACE THAT THEY ARE NOT IDENTIFIED......THERE IS DOUBLE BOND CHARACTER AND NO REACTION CAN TAKE PLACE !!




 


 

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tarinbansal (3937)

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Confirmed it from my sir, the answer is- No reaction.


Sorry for the wrong answer above.


 


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