| Author |
Message |
![[Post New]](/templates/default/images/icon_minipost_new.gif) 13 Feb 2008 20:17:28 IST
|
|
|
Q. Explain The Answer With detailed Mechanism
Here (Me) indicates methyl group..
you may download the image for clarity
|
|
|
|
13 Feb 2008 20:30:17 IST
|
|
|
is there nobody to reply................
|
this reply: 0 points
(with 0 
in 0 votes ) [?]
|
|
You have to be logged on to rate
|
|
|
13 Feb 2008 20:55:10 IST
|
|
|
is there nobody to give the answer.....
|
this reply: 0 points
(with 0
in 0 votes ) [?]
|
|
You have to be logged on to rate
|
|
|
13 Feb 2008 21:22:26 IST
|
|
|
AlCl3 takes awy the Cl-.....carbocation formed at the position where Cl leaves....then hydride shift occurs......+ve charge shifts to the next carbon on the left....hydride shift occurs for two more times... then methyl shift occurs.....3 degree carbocation is formed in this way which attacks the benzene ring to form a four memebered ring
|
" The difficult we do immediately, impossible takes a little longer "
--- U.S. Army
"It's better to have a gun and not need it than to need a gun and
not have it."
--- The Sniper
"You can get more with a kind word and a gun than you can with a
kind word. "
--- The Sniper
"Join the Army: travel to exotic distant lands; meet exciting,
unusual people and kill them. "
--- The Sniper
"The victor will never be asked if he told the truth."
--- Adolf Hitler
"Stop talking, start doing"
--- IBM
|
this reply: 5 points
(with 1
in 1 votes ) [?]
|
|
You have to be logged on to rate
|
|
|
13 Feb 2008 21:34:52 IST
|
|
|
but the answer given in my book is as follows:
|
this reply: 0 points
(with 0
in 0 votes ) [?]
|
|
You have to be logged on to rate
|
|
|
|
|
|
|
THE ANS GIVEN IN THE BOOK IS CORRECT
ACCORDING TO ME YOU CAN APPLY HYDRIDE, METHYL OR PHENYL SHIFT IN A REACTION ONLY ONCE.
WHAT HAPPENS IS THAT AlCl3 TAKES OUT Cl CREATING A SECONDARY CARBOCATION WHICH STRAIGHT AWAY ATTACKS THE BENZENE RING AT ORTHO POSITION TWO FORM A NEW HIGHLY STABALIZED SIX MEMBERED RING AS IN THE ANS GIVEN IN YOUR BOOK
RING EXPANSION AND SPECIALLY A SIX MEMBERED RING IS ALLWAYS PREFFERD OVER ANY KINDS OF SHIFTS
PLEASE CORRECT ME IF I AM WRONG
|
FAILURE, THE FIRST STEP TO SUCCESS |
this reply: 12 points
(with 2
in 3 votes ) [?]
|
|
You have to be logged on to rate
|
|
|
13 Feb 2008 22:11:34 IST
|
|
|
Note: we can apply hydride shift twice or thrice but methyl shift only once as per my knowledge
|
" The difficult we do immediately, impossible takes a little longer "
--- U.S. Army
"It's better to have a gun and not need it than to need a gun and
not have it."
--- The Sniper
"You can get more with a kind word and a gun than you can with a
kind word. "
--- The Sniper
"Join the Army: travel to exotic distant lands; meet exciting,
unusual people and kill them. "
--- The Sniper
"The victor will never be asked if he told the truth."
--- Adolf Hitler
"Stop talking, start doing"
--- IBM
|
this reply: 0 points
(with 0
in 0 votes ) [?]
|
|
You have to be logged on to rate
|
|
|
13 Feb 2008 22:20:01 IST
|
|
|
I agree with Mudit.
|
Bipin Kumar Dubey
Chemical Dept.
IIT Kharagpur
|
this reply: 0 points
(with 0
in 0 votes ) [?]
|
|
You have to be logged on to rate
|
|
|
13 Feb 2008 22:23:45 IST
|
|
|
oh... sir this has created a confusion in my mind please clear it.... we can apply hydride shift only once ?? but sir i have been applying it twice and thrice and getting correct answers also.....
|
" The difficult we do immediately, impossible takes a little longer "
--- U.S. Army
"It's better to have a gun and not need it than to need a gun and
not have it."
--- The Sniper
"You can get more with a kind word and a gun than you can with a
kind word. "
--- The Sniper
"Join the Army: travel to exotic distant lands; meet exciting,
unusual people and kill them. "
--- The Sniper
"The victor will never be asked if he told the truth."
--- Adolf Hitler
"Stop talking, start doing"
--- IBM
|
this reply: 0 points
(with 0
in 0 votes ) [?]
|
|
You have to be logged on to rate
|
|
|
|
|
Moderation Team
![[Up]](/templates/default/images/icon_up.gif "[Up]"){kind=icon}
![[Thumb - sun.PNG]](/upload/2008/2/13/e72c43ac1602405e053d70878364edd0_26534.PNG_thumb)
![[Thumb - sunipr.PNG]](/upload/2008/2/13/619498edaebcd3bfae7a39fd23df6d75_26534.PNG_thumb)
1
