sign up I login
 advanced
refer a friend - earn nickels!!

Ask & Discuss Questions with Community & Experts

Moderation Team
 90 chars left    advanced
Ask iit jee aieee pet cbse icse state board community Community Discussion Question: What will be the product of.........?.........plzz explain the mechanism..........
Forum Index -> Organic Chemistry like the article? email it to a friend.  
Author Message
jasbir (27)

Hot goIITian

Olaaa!! Perrrfect answer. 5  [6 rates]

jasbir's Avatar

total posts: 110    
offline Offline

What will be the product of.........?.........



the answer is......



can anybody explain the mechanism plzzzzzzz.............

    
smarsh (194)

Scorching goIITian

Olaaa!! Perrrfect answer. 26  [58 rates]

smarsh's Avatar

total posts: 297    
offline Offline

 


NBS IS USED TO RELEASE BROMINE FREE RADICAL.........


AND THEN THE ADDITION OF FREE RADICAL TO ALKANES GIVES THE DESIRED BRODUCT.


1.BROMINE FREE CRADICAL IS RELEASED

2. THEN THE FREE RADICAL(DOUBLE BOND KE UPPAR ADJACENT CARBON PAR) IS GENERATED.


3.THEN FOR THE STABLE INTERMEDIATE,DOUBLE BOND SHIFTS UPPER AND METHYL GRP KE SAATH KE NICHE WALA RADICAL BAN JATA HAI.....


4 THEN THE BROMINE FREE RADICAL REACTS AND U GET THE ANSWER.........


HOPE U GOT IT.............IF NOT .....THEN TELL ME HOW TO MAKE PICT........I WOULD EXPLAIN BY THAT..... 

 this reply: 4 points  (with Olaaa!! Perrrfect answer.   in 2 votes )   [?]
 
You have to be logged on to rate
  
svj29 (2037)

Blazing goIITian

Olaaa!! Perrrfect answer. 355  [486 rates]

svj29's Avatar

total posts: 741    
offline Offline

 


NBS does substitution raeaction, because of its low concentration, it diverts the path of reaction from Addition to substitution..




 


ANSWER:




 


The carbon with 2 methyl grps is '1'




 


going in clockwise direction i've numbered the carbons as '2' and  '3' and '4' respectively.




 


Actually what happens is that, as the Br radical is released, it attacks on carbon '4' because its an allylic carbon, and the intermediate radical formed will be resonance stabilized.




 


Now if you see which Carbon will be stable with a free radical on it, the answer will be Carbon no '2'




 


it will be slightly more stable than free radical on '4'



because of more number of hyperconjugation and more inductive effect.




 


Therefore, atom no. '2' will be the free radical and now it will attack on the Br molecule and the desired product will be formed, hope its clear now :)


PROGRESS ISN'T MADE BY EARLY RISERS OR HARD WORKERS, BUT BY LAZY PEOPLE TRYING TO FIND EASIER WAY TO DO THE SAME.....SO BE LAZZZZYY!!!!
 this reply: 0 points  (with Olaaa!! Perrrfect answer.   in 0 votes )   [?]
 
You have to be logged on to rate
  
smarsh (194)

Scorching goIITian

Olaaa!! Perrrfect answer. 26  [58 rates]

smarsh's Avatar

total posts: 297    
offline Offline

@svj29......




 


DON T BE PROUDY!......







HEY MAN DONT U HAVE THE EYES....................UR ANSWER IS CORRECT BUT I THINK I HAVE ALREADY GIVEN THE RIGHT STEPS (AGREED BY TARIN) ........READ IT PROPERLY AND COMPLETELY  AND THEN LEARN HOW TO COMMENT........






 




 


 ADDITION OF BROMINE FREE RADICAL TO ALKANES.............IS ENOUGH TO CLARIFY THE SUBSTITUTION PROCESS.....BECAUSE ALKANES DONT UNDERGO ADDITION REACTIONS.....(THIS IS GENERALLY THE FOURTH STEP IN MY FIRST REPLY.....)


@JASBIR......I AM NOT ABLE TO DRAW IMAGES....,BUT THE STEPS ARE ENOUGH TO MAKE U CLEAR IF U KNOW THE GOC.........ELSE TELL ME HOW TO MAKE IMAGES.

 this reply: 0 points  (with Olaaa!! Perrrfect answer.   in 0 votes )   [?]
 
You have to be logged on to rate
  
vikkycoolboy (231)

Scorching goIITian

Olaaa!! Perrrfect answer. 31  [69 rates]

vikkycoolboy's Avatar

total posts: 264    
offline Offline

NBS is useful in making BROMINATION at ALLYLIC position.


B.TECH MECH NIT ALLAHABAD
 this reply: 0 points  (with Olaaa!! Perrrfect answer.   in 0 votes )   [?]
 
You have to be logged on to rate
  
svj29 (2037)

Blazing goIITian

Olaaa!! Perrrfect answer. 355  [486 rates]

svj29's Avatar

total posts: 741    
offline Offline
@smarsh

i didn't mean to be proudy, i'm sorry if i hurt ya by any means

but ya for sure...its NOT AN ADDITION REACTION, ITS TERMED AS AN SUBSTITUION REACTION. (and thats what i said was wrong)

and Here there is no addition by any means....

and dude, i just TRIED to explain it more clearly.

PROGRESS ISN'T MADE BY EARLY RISERS OR HARD WORKERS, BUT BY LAZY PEOPLE TRYING TO FIND EASIER WAY TO DO THE SAME.....SO BE LAZZZZYY!!!!
 this reply: 0 points  (with Olaaa!! Perrrfect answer.   in 0 votes )   [?]
 
You have to be logged on to rate
  
 
Forum Index -> Organic Chemistry
Go to:   

Top Offers for goIITians
Correspondence Courses
Brilliant Tutorials
Narayana Institute
Aakash Institute
Classroom/Crash Courses
Narayana - Kota , Delhi , Others
Brilliant Tutorials - Class , Crash
Aakash Institute - Medical , Engg
Online Test Series
Brilliant Tutorials
Narayana Institute
Aakash Institute
Mahesh Tutorials
AMITY      Sri Chaitanya