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WHY IS CCL3(-) MORE STABLE THAN CF3(-). ON THE BASIS OF REVERSE HYPERCONJUGATION ANSWER MUST BE OTHERWISEAND EVEN IDUCTIVE EFFECT STABLISES CF3(-) MORE. PLEASE EXPLAIN!!

WHY IS CCL3(-) MORE STABLE THAN CF3(-). ON THE BASIS OF REVERSE HYPERCONJUGATION ANSWER MUST BE OTHERWISEAND EVEN IDUCTIVE EFFECT STABLISES CF3(-) MORE. PLEASE EXPLAIN!!

Grade:12

8 Answers

ashish kumar
17 Points
13 years ago

Dear Nikhil,

Since Chlorine is more electronagative than Florine, there is more inductive effect on carbon of CCl3(-) than in CF3(-) which stablises its negative charge. The negative charge on the carbon in CCl3(-)  is further stablised in the vacant d-orbital of Chlorine which is not possible in case of CF3(-).

Thank you.

Pallavi Lokanath
33 Points
13 years ago
Dear Nikhil, Since FLOURINE is more electronagative than CHLORINE, there is more inductive effect on carbon of CCl3(-) than in CF3(-) which stablises its negative charge. The negative charge on the carbon in CCl3(-) is further stablised in the vacant d-orbital of Chlorine which is not possible in case of CF3(-).
Pallavi Lokanath
33 Points
13 years ago
HI Nikhil, Since FLOURINE is more electronagative than CHLORINE , there is more inductive effect on carbon of CCl3(-) than in CF3(-) which stablises its negative charge. The negative charge on the carbon in CCl3(-) is further stablised in the vacant d-orbital of Chlorine which is not possible in case of CF3(-). Thank you.
Owais Ahmad Kuchy
24 Points
8 years ago
what the hell are you talking??? who bloody have selected you in iit???
Carrie
33 Points
8 years ago
There should be more -I effect on CF3 rather than CCl3. Isnt it?
Kartik Pandoh
24 Points
5 years ago
Fluorine is more electronegative, however, there is back bonding in CCl3-, which makes it more stable
Jatin
19 Points
4 years ago
If we see according to inductive effect -cf3 should be more stable but due to presence of vacant d-orbital in chlorine there occur p pi d pi bonding .
Shiddham sharma
19 Points
4 years ago
The fact that 2p-2p backbonding is more favourable than 3p-2p backbonding in CF3-and CCl3- makes reduces -I effect of F and thus CCl3- becomes more stable

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