
Why is phenyl carbocation unstable?
Answer
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Hint: To solve this question we should know about:
A chemical that is stable is unreactive, while an unstable chemical is reactive. The Unequal Distribution of Electrons (UDED) in a chemical species determines reactivity (molecule, atom, and ion). This is how "unreactive" chemical species behave. Like the compressed atmosphere in a sealed cylinder, their electrons are securely confined by their nuclei. To make it explode, you'll probably need a big fire (a lot of energy) in the room (react)
Complete answer:
The creation of a phenyl cation might be thought of as
The benzene bonds are hybridized.
Because the electrons are closer to the nucleus with a high s character, we must use more energy to remove them and break the bond.
Ethane, for example, requires to break the C-H bond, but benzene requires .
Furthermore, the unoccupied orbital is in the ring's plane.
Because it can't overlap with the system's orbitals, it can't be stabilized via resonance.
The phenyl cation is an unstable, high-energy species.
Because of the high bond energy of the aromatic bond, the phenyl carbocation is unstable.
Note:
Because the phenyl cation core has two ligands but no lone pairs, is the most stable hybridization. Of course, it's not genuinely because it can't take on a linear geometry, but it's also not because the bond angle is greater than 120°.
A chemical that is stable is unreactive, while an unstable chemical is reactive. The Unequal Distribution of Electrons (UDED) in a chemical species determines reactivity (molecule, atom, and ion). This is how "unreactive" chemical species behave. Like the compressed atmosphere in a sealed cylinder, their electrons are securely confined by their nuclei. To make it explode, you'll probably need a big fire (a lot of energy) in the room (react)
Complete answer:
The creation of a phenyl cation might be thought of as
The benzene
Because the electrons are closer to the nucleus with a high s character, we must use more energy to remove them and break the bond.
Ethane, for example, requires
Furthermore, the unoccupied
Because it can't overlap with the system's
The phenyl cation is an unstable, high-energy species.

Because of the high bond energy of the aromatic
Note:
Because the phenyl cation core has two ligands but no lone pairs,
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