Which is more stable phenyl carbanion or vinyl carbanion?

The sp2 hybridized orbital in benzene has more s-character than the sp2.2 hybridized orbital in ethylene. This would lead us to suspect that the phenyl carbanion is more stable than the vinyl carbanion.

Why is benzyl carbanion more stable?

Benzyl carbanions are more stable than ethyl carbanions because benzyl carbanion is resonance stabilized. Stability ∝ No. of resonating structures. More the number of resonating structures, more is the stability.

Why is benzyl carbanion more stable than propyl carbanion?

Stability of Carbanions: Benzyl carbanion is much more stable than propyl carbanion since it can be stabilised by resonance. Electron attracting groups like -NO2 and -Br will stabilise carbanion by partial removal of negative charge on carbon.

Which is more stable benzyl carbanion or allyl carbanion?

However, allyl and benzyl carbanions are as usual more stable due to resonance. Thus, Carbanion is more stable than due to electron withdrawing -I effect of the chloro group.

Which carbanion is more stable?

Note: Remember primary carbanion and methyl carbanion are the most stable carbanions. If electron-withdrawing groups are present in the molecule then, carbanion stability increases due to more stabilization of negative charge in the molecule.

Which one of the carbanion is most stable?

By releasing electron density towards the negatively charged C atom of carbanion, they intensify its negative charge and destabilize the carbanion. Thus, the stability of carbanions decreases with the increase in the number of alkyl groups.As a result, methyl anion, CH3:- having no alkyl group is the most stable.

Which is most stable benzyl carbanion?

Propyl carbanion (either on the CH2 or CH carbon) is not more stable than benzyl carbanion. Benzyl carbanion is more stable and is so because the charge can be delocalized into the aromatic ring.

Is Vinylic anion stable?

The configurational stability of a vinyl anion can be understood from the relative instability of intermediate (7) in its inversion process, whereas the corresponding intermediate in the inversion of a vinyl radical (10) is relatively more stable leading to a lower energy barrier to inversion.

Why benzyl carbonium ion is more stable than propyl carbonium ion?

For example the allyl and benzyl carbonium ions are much more stable than propyl carbonium ions. Both allyl and benzyl carbonium ions can be stabilised by resonance, but propyl carbonium ion has no resonance forms. Electron attracting groups (electrophiles) like 2 NO – ,-Br will make a carbonium ion less stable.

Which of the following is more stable benzyl carbanion?

Which carbanion is most stable?

methyl carbanion
Note: Remember primary carbanion and methyl carbanion are the most stable carbanions. If electron-withdrawing groups are present in the molecule then, carbanion stability increases due to more stabilization of negative charge in the molecule.

Which carbanion is more stable methyl?

In methyl carbanion, H has not any appreciable inductive effect, so it is most stable.

What is the difference between relaxed and relaxed phenyl and vinyl carbanions?

It seems like a reasonable first approximation that they would both rehybridize similar amounts and the “relaxed” phenyl carbanion would remain more stable than the “relaxed” vinyl carbanion.

Why are benzyl carbanions more stable than ethyl carbinions?

Benzyl carbanions are more stable than ethyl carbanions because benzyl carbanion is resonance stabilized. Stability ∝ No. of resonating structures.

What is the hybridization of variablevinylic carbon?

Vinylic carbon is SP2 hybridized. As A character is higher compared to SP3 hybridized carbon, the carbocation is relatively unstable. Moreover, higher S character also makes SP2 hybridized carbanion more stable then SP3 hybridized carbon.

How do you stabilize benzylic carbanion?

As such, as benzylic carbanion is stabilized by resonance, but the -ve charge on a C atom is not v. stable (as it has weak electronegativity). If there are any of the above -M groups in ortho/para position, then the benzylic carbanion can stabilize even further – due to extended conjugation.