How is benzyl carbocation stable?

How is benzyl carbocation stable?

The carbocations are said to be stabilized because of the presence of electron donating groups in them. But out of all these carbocation the benzyl carbocation is considered to be most stable because of the delocalization of charge over the ring due to resonance of $$\pi electrons$$.

Which benzyl carbocation is more stable?

Various authors have different views regarding stability order of the benzyl and t-butyl carbocations. In my opinion, resonance effect dominates, so the benzylic carbocation should be more stable.

Why is secondary carbocation more stable?

Secondary Carbocation has two groups attached showing +I effect by which +ve charge of carbon is reduced. While in case of primary Carbocation, there is only one alkyl group that provides +I effect to reduce +ve charge of Carbocation.

Why is benzyl carbocation unstable?

Benzylic carbocations are so stable because they have not one, not two, but a total of 4 resonance structures. This shares the burden of charge over 4 different atoms, making it the MOST stable carbocation. As you increase substitution, the benzylic carbocation becomes more and more stable.

Which is more stable benzyl carbocation or benzyl Carbanion?

Answer Expert Verified benzylic carbanion, as phenly ring acts as a electron withdrawing group and hence stabilses the second one inductively and destabilises the carbocation one. HOPE U LIKED THE ANSWER :D.

Why are 3 carbocation is most stable?

Tertiary carbocations are more stable than secondary carbocations. Tertiary carbon free radicals are more stable than secondary and primary since the radical is stabilised by electrical effects of the other attached groups because it will effectively be hyperconjugation in this situation.

Why tertiary carbocation is more stable than primary and secondary?

Why the tertiary carbocation is more stable?

So, in tertiary carbocations, three alkyl groups are present which applies the +Ieffect while in secondary carbocation there are only two alkyl groups. Thus, according to the inductive effect, tertiary carbocation is more stable than secondary carbocation.

How do you stabilize carbocation?

3 Factors That Stabilize Carbocations

1. Increasing the number of adjacent carbon atoms: methyl (least stable carbocation) < primary < secondary < tertiary (most stable carbocation)
2. Adjacent pi bonds that allow the carbocation p-orbital to be part of a conjugated pi-system system (“delocalization through resonance”)

Which is more stable vinyl or phenyl carbocation?

Phenyl cation (C6H+5) is a vinyl carbocation and is less stable than cyclohexylcation +C6H11, a 2∘ carbocation in phenyl anion (C6H-5) the electron pair is in an sp2 hybrid orbital.

Why benzyl carbanion is more stable explain?

The carbanions are unstable due to a negative charge on carbon and any factor which increases this negative charge makes them more unstable. 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.

What is the most stable carbocation?

tertiary carbocation
The carbocation bonded to three alkanes (tertiary carbocation) is the most stable, and thus the correct answer. Secondary carbocations will require more energy than tertiary, and primary carbocations will require the most energy.

Which is more stable a benzylic or carbocationic carbon?

Such a carbon is called a “benzylic” carbon. Since there is no such resonance stabilization available when a simple alkyl group is bonded to the carbocationic carbon, the benzylic carbocation is more stable, is formed faster, and the product formed from it is the only one we see.

Why is the Order of stability of carbocation important?

The order of stability of carbocation can also be explained by assuming that alkyl groups bonded to a positively charged carbon release electron density toward that carbon and help delocalize the positive charge on the cation.

How is the number of products dependent on benzylic position?

17.6 The number of products depends on (1) whether all of benzylic or allylic positions are equivalent, and (2) whether the resonance structures of the free-radical intermediate are identical. INSTRUCTOR SUPPLEMENTAL SOLUTIONS TO PROBLEMS • CHAPTER 172

Why are polar solvents used to stabilize carbocations?

The dissociation enthalpies are much lower in solution because polar solvents can stabilize the ions, but the order of carbocations stability remain the same. The stability relationship is fundamental to understanding many aspects of reactivity and especially if it concerns nucleophilic substituents.