Carbocations [help!!]

12 Answers

1
yes no ·

ring expansion can occur

carbon in the cyclopropane has sp3 hybridisation(shld have 109.5 degree bond angle)..but actually it is only 60 degree. So ,to relieve angle strain,ring expands to form a 4 carbon ring ,cyclobutane(90 degree bond angle)!!

2)) tert butyl more stable because of 9 hypercojugative structure.An exception where hyperconjugation dominates over resonance stablisation.

9 hyperconjugation > resonance

13
Avik ·

Ring expansion wud occur as Cyclo Butane is stabler than a cyclo propane......

n fr the 2nd Hyperconj. is given preference over allylic Resonance.....

106
Asish Mahapatra ·

1. instead of ring expansion a viable option is there if u consider its hyperconjugative structure which is free of any sort of strain which was posted by mahato in one of my doubts

here's the link:
http://targetiit.com/iit-jee-forum/posts/complete-the-reactions-11185.html

2. tert butyl carbocation has 9 Hyper Hydrogens which overpowers the sole contribution of resonance in allylic as well as benzyllic carbocations

23
qwerty ·

So wat shud i deduce ...ring expansion occurs or not ?? to form a 90degree free of strain secondary C+ OR no ring expansion ???

11
Gone.. ·

NO RING EXPANSION WONT OCCUR..

tHE reactant is more stable than even the following compunds...
&

this is because the positive charge is delocalized in the p-orbitals...draw the p-orbitals of the 4 carbons..ul c how.

11
Gone.. ·

sorry for the space..dont know how to decrease it..

23
qwerty ·

kk tnx ..i expected dat answer....jus wanted to know the reason for it

11
Gone.. ·

ur welcome. :)

39
Pritish Chakraborty ·

The cyclopropane ring is under high angle strain, packing those bonded electrons under 60° angles. Having an electron deficient adjacent carbon helps relieve some of the strain on the ring.

23
qwerty ·

"Having an electron deficient adjacent carbon helps relieve some of the strain on the ring."How???

abhi bataya hai to explain karna hi padega lolz [6]

39
Pritish Chakraborty ·

p orbital delocalisation? the carbocation craves electrons much like you crave pizza :P

23
qwerty ·

are u talking abt hyperconjugation ???? lolz aisa bol na ...itna complex me mat bata ....main tere jaisa organic ka master nahi hai ...lolz [3]

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