aciditity.......

13 Answers

19
Debotosh.. ·

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 ·

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 ·

And -I of F does exceed +M by a large margin, or so I read somewhere.

19
Debotosh.. ·

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 ·

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.. ·

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 ·

yeah halogens are deactivating but u should know that F is activatiing.....

19
Debotosh.. ·

how do you explain that??

1
gaurav ·

it was actually asked on IIT and d ans. given is 2nd one.....
but i do doubt it!!!!

19
Debotosh.. ·

no doubts.....its crystal clear !

1
gaurav ·

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 ·

if its crystal clear den do explain y -I of F exceed s its +M ????

1
kartick sharma ·

in all halides -I is more dominating than +M

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