doubt with mech

Cyclohexanone is taken in D2O containing OD- and resulting mixture is stirred for several hours to form mainly a compound A.wat is A?

wont it may be a rxn like keto enol conversion.if so please clear.

22 Answers

3
msp ·

sir can u give me the reason sir why u agreed the srinaths soln.and wats rong with sky sir.

1
skygirl ·

62
Lokesh Verma ·

yup.. 5 mins guys.. lokesh is fixing this :)

3
msp ·

me too sky i have the same pbm............

1
skygirl ·

1
skygirl ·

wat is happening ?

none of the images are getting replaced....

i got the mechanism !!

but [2] .. .... my post ... i canr see..

can nebody see ?

1
skygirl ·

1
skygirl ·

1
voldy ·

dude. I didn't get by what you meant by this , keto-enol tautomerism can also occur in this condition da. I mean there doesn't seem to be a stabilizing factor for the enol formed.
or may be I'm not understanding what u meant .
please give diag.

3
msp ·

sir keto enol tautomerism can also occur under this condition and so the product given by sky may also be correct.

1
gagar.iitk ·

in the first look it seems ok but it is not resulting in product formation and in case of basic medium the alpha H got abstracted by the base and as suggested by srinath the C-D bond is stronger than C-H bond both thermodynamically and kinematically in the final product all alpha H will got replaced by D

39
Dr.House ·

wats the question??????????/ its unclear

1
gagar.iitk ·

i am totaly agreeing with the soln of of Srinath

3
msp ·

why it shd acts as a base,and why it is not undergoing mechanism given by sky.

1
voldy ·

OD- acts as a base. and then the resulting carbanion will accept a deutron.( deuterium) that's all , the importat part which suggests that all H are replaced is that it's stirred for several hours. as to why CD bond doesn't break is bcoz of the bind strenth . CD > CH.

3
msp ·

ok sky wats ur reply

1
skygirl ·

okie.... lemme rethink....

3
msp ·

ok sky i have done the same thing that was done by u. but the ans

is.

1
Grandmaster ·

sky u said that OD can't attack , i actuaaly oppose this fact as u see the attach of OD will result in

an intermediate which will form a compound when thwe medium is changed take for e.g. in kolbe's process and many more

1
skygirl ·

1
skygirl ·

i think this shud be the thing..

3
msp ·

i think it was alrite now.

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