19
Debotosh..
·2009-11-09 06:33:10
the second compound is the more acidic
think : we start with the conjugate bases of the two compounds ! if the bases are strong, it means that their protonated species(i.e. the given compounds)are STABLE . The protonated species of the second base is less stable , hence the base for the second compound is the weaker one . the acid form (i.e. the given form) of the second compound is more acidic !
1
gaurav
·2009-11-09 06:39:07
DUDE ON WHAT BASIS CAN U SAY DAT D PROTONATED BASE OF D 2ND COMPOUND IS LESS STABLE..... though F will pull electron by -i but it will give by +M...so actually d protonated base of 2nd compound will be more stable na???
what u r saying will be valid if -I of F exceed its +M.....
39
Pritish Chakraborty
·2009-11-09 06:43:36
And -I of F does exceed +M by a large margin, or so I read somewhere.
19
Debotosh..
·2009-11-09 06:44:55
halogens are weakly deactivating groups , with -I and +M effects but the later being very unimpressive,,,thus this conclusion ! anyways, what is the answer given ?
1
gaurav
·2009-11-09 06:45:07
thanks for informing......can u tell me d reason y this is so????
In general its +m that dominates......
and one more thing I effect is almost negligible after 2 nd carbon so its -I won't affect much....
19
Debotosh..
·2009-11-09 06:48:24
yes, in one way you may be right because the πelectron displacement should be greater than the σ electron displacement,,,but fluorine is the most electronegative element in the periodic table !!!!
1
gaurav
·2009-11-09 06:49:10
yeah halogens are deactivating but u should know that F is activatiing.....
19
Debotosh..
·2009-11-09 06:49:49
how do you explain that??
1
gaurav
·2009-11-09 06:51:04
it was actually asked on IIT and d ans. given is 2nd one.....
but i do doubt it!!!!
19
Debotosh..
·2009-11-09 06:52:01
no doubts.....its crystal clear !
1
gaurav
·2009-11-09 06:52:41
see F is in 2nd period so it does not have d orbital so when its pull its electron by -I its unable to keep it and thus in turn it becomes activating.........
1
gaurav
·2009-11-09 06:53:30
if its crystal clear den do explain y -I of F exceed s its +M ????
1
kartick sharma
·2009-11-09 07:02:44
in all halides -I is more dominating than +M