The resonance-stabilized carbocation formed in step 1 has two electrophilic centers. Draw the final step of the mechanism, using both provided resonance structures. Resonance structure 1: H₂C CH₂ Resonance structure 2: H₂C + CH3 :CIE Edit Drawing Edit Drawing H₂C H₂C :CI: :CI: CH3 CH3
Reactive Intermediates
In chemistry, reactive intermediates are termed as short-lived, highly reactive atoms with high energy. They rapidly transform into stable particles during a chemical reaction. In specific cases, by means of matrix isolation and at low-temperature reactive intermediates can be isolated.
Hydride Shift
A hydride shift is a rearrangement of a hydrogen atom in a carbocation that occurs to make the molecule more stable. In organic chemistry, rearrangement of the carbocation is very easily seen. This rearrangement can be because of the movement of a carbocation to attain stability in the compound. Such structural reorganization movement is called a shift within molecules. After the shifting of carbocation over the different carbon then they form structural isomers of the previous existing molecule.
Vinylic Carbocation
A carbocation where the positive charge is on the alkene carbon is known as the vinyl carbocation or vinyl cation. The empirical formula for vinyl cation is C2H3+. In the vinyl carbocation, the positive charge is on the carbon atom with the double bond therefore it is sp hybridized. It is known to be a part of various reactions, for example, electrophilic addition of alkynes and solvolysis as well. It plays the role of a reactive intermediate in these reactions.
Cycloheptatrienyl Cation
It is an aromatic carbocation having a general formula, [C7 H7]+. It is also known as the aromatic tropylium ion. Its name is derived from the molecule tropine, which is a seven membered carbon atom ring. Cycloheptatriene or tropylidene was first synthesized from tropine.
Stability of Vinyl Carbocation
Carbocations are positively charged carbon atoms. It is also known as a carbonium ion.
![Practice The Skill 16.06a -- Step 6.
The resonance-stabilized carbocation formed in step 1 has two electrophilic centers. Draw the final step of the mechanism, using
both provided resonance structures.
Resonance structure 1:
H₂C
+
H₂C
CH₁
Resonance structure 2:
+
CH3
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CIE
Edit Drawing
Edit Drawing
H₂C
H₂C
:CI:
:CI:
CH3
CH3
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