REARRANGEMENT IN CARBOANIONS...

why cant we have rearrangement in carboanions like we have in carocations???

is it due to the face dat -I effect increses.........so the species become more destablised???

n why doesnt rearrangement occur in free radicals????

plz reply in detail n fast

23 Answers

1
greatvishal swami ·

ok sri i thought a bit today , yes carbanions do undergo rearrangement

1
gagar.iitk ·

thanks and i will assure u i will try all ur questions in chemistry section for rest i am little weak

1
voldy ·

:P . Well nice suggestion bro . lekin mere sabhi Q's koi bhi nahi , try karta . I used to give q's now I've stopped. a bit disheartened. never mind. Ill post it as a new topic. :)

1
gagar.iitk ·

hey srinath it is my humble request to make it as another as ther is a lack of good questions in chemistry section and let other people doing it and i am assuring u that if no- body does the problem i will do it for u

i am not doing it because it is not a doubt of yours but still i will do it for u take some time and let others trying it

1
voldy ·

it's one da. try answering. why anew topic let's start a sub topic. problme kya ahi ?? uttar nahi badlega na?

1
gagar.iitk ·

plz post this as a question and i will definately try

1
voldy ·

I'd love to look at the probable mechanism for this . guys , esp by . gagar.iitk

2-bromopentanone to cyclobutanecarboxylic acid.

please try.

1
gagar.iitk ·

NON PLANAR SPECIES DON'T UNDERGO REARRANGEMENT
i am not including sigmatropic rxn as they have a very strong effect otherwise they dont

11
Anirudh Narayanan ·

Any reason it shouldn't occur?

1
RAY ·

dude...even i got logics sayin it can occur.....but as far as i knw..it doesnt...yy?????????

11
Anirudh Narayanan ·

Arey yaar. They are giving examples for carbanions showing rearrangement and u r still saying that Carbanions don't rearrange!

1
RAY ·

yep guys...even i feel so....but CARBOANIONS DONE REARRANGE>..............reaons anyone???

1
greatvishal swami ·

in 1st Q carboanion become more destabilised due to inc in +I effect

for 2nd free radicals do rearrange

1
voldy ·

there is Favorski and stevens I think which are only to name a few , as far as my memory goes. there are many more I believe but I know only few , so I'm not the right person to be asked :P . But I'm sure of one thing . all Reaction intermediates undergo rearrangement dunno about carbenes , might not be possible , but others like radicals and cationic and anionic carbons do undergo rearrangement.

1
greatvishal swami ·

i think u hav some very gud reasons to support urself

1
voldy ·

Who said rearrangement is not possible in carbanions????

1
RAY ·

guys ........u cannt sat abt -I effect in carboanions...just try moving a H from C2to 23.........and the +1 effect decreses........

so can we explain that by herconjugation effect!!

11
Anirudh Narayanan ·

Why? [7]

1
greatvishal swami ·

even a small amount of -I effect can destabilize free radical

11
Anirudh Narayanan ·

Explaination?

1
greatvishal swami ·

I AM Not too sure about it but its kinda my conclusion :|

1
greatvishal swami ·

the q asked by aragorn is very controvertial but i will giv my order

*************a small editing**************

(C6H5)3C.>(C6H5)2CH.>(CH3)3C.>C6H5-CH2.>(CH3)2CH. = CH2=CH-CH2.>CH3-CH2.>CH3.

11
Anirudh Narayanan ·

Can u also explain the order of stability of free radicals?

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