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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
14 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
14 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
14 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
10 years ago
what the hell are you talking??? who bloody have selected you in iit???
Carrie
33 Points
10 years ago
There should be more -I effect on CF3 rather than CCl3. Isnt it?
Kartik Pandoh
24 Points
7 years ago
Fluorine is more electronegative, however, there is back bonding in CCl3-, which makes it more stable
Jatin
19 Points
6 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
6 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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