Grade 12Organic Chemistry

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!!

NIKHIL SOMANI

17 Years agoGrade 12

8 Answers

ashish kumar

17 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

17 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

17 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

12 Years ago

what the hell are you talking??? who bloody have selected you in iit???

Carrie

12 Years ago

There should be more -I effect on CF3 rather than CCl3. Isnt it?

Kartik Pandoh

9 Years ago

Fluorine is more electronegative, however, there is back bonding in CCl3-, which makes it more stable

Jatin

8 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

8 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