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.
![**Exercise 3: Stability Comparison**
*Instructions:* In each pair of molecular species below, determine and circle which compound is more stable.
**Pair 1:**
- Structure A: Cyclohexanone with a protonated oxygen (O-H with a positive charge on oxygen).
- Structure B: Cyclohexanone with a protonated oxygen and a positive charge on the adjacent carbon (H-O with a positive charge on carbon).
**Pair 2:**
- Structure A: Propane with a difluorinated carbon and a protonated adjacent carbon (two fluorines bonded to carbon, OH2 with a positive charge).
- Structure B: Propane with a protonated carbon (OH2 with a positive charge).
**Pair 3:**
- Structure A: Alpha-benzoyl carbanion (benzene ring with an adjacent carbonyl group and a negative charge on the alpha carbon).
- Structure B: Benzaldehyde anion (benzene ring with a carbonyl group, negative charge on the oxygen).
**Pair 4:**
- Structure A: Cyclopentyl thioether with a chloride substituent (chlorine bonded to cyclopentane, negative charge on sulfur).
- Structure B: Cyclopentanone with a chloride substituent (chlorine bonded to cyclopentane, negative charge on oxygen).
*Note:* This task involves evaluating resonance, inductive effects, and the nature of the substituents to determine stability.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F5cd32185-e3a9-442c-b80f-f1be3191880e%2F66b9ad57-53e5-4787-888c-c6046fd78270%2F0m4ootf_processed.png&w=3840&q=75)
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