2.4 Sketch a generic mechanism for a good nucleophile (Nu:) reacting with R₂C=O. A charged intermediate results. The intermediate can be protonated by solvent (H-Solv) or by the conjugate acid form of the nucleophile (H-Nu). The final product will be an alcohol with Nu substituted on the alcohol carbon. Note: all steps in your mechanism may be reversible use equilibrium arrows. ebydabis1938 (0 -
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.
![**Title: Mechanism of Nucleophile Reaction with R₂C=O**
**Description:**
The task involves creating a sketch for a generic mechanism where a good nucleophile (Nu:) reacts with R₂C=O. The process may yield the following results:
1. **Formation of Intermediate:**
- A charged intermediate is formed.
- This intermediate can be protonated by a solvent (H₂SOL) or the conjugate acid form of the nucleophile (HNu).
2. **Final Product:**
- The end product will be an alcohol with the nucleophile substituted on the carbon previously part of the carbonyl group.
**Note:**
- Each step in your mechanism may be reversible. Therefore, use equilibrium arrows to indicate the potential reversibility of each step in the reaction mechanism.
**Educational Insight:**
Understanding the stepwise process within nucleophile reactions helps in comprehending how intermediates influence the direction and type of chemical transformation that occurs, especially in organic synthesis where substitution reactions are prevalent.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fe25ab048-dae6-46db-830a-1de98cbaaebf%2F4fc87217-e4bf-420b-b4dc-482597c3d1af%2F9qa3h9gu_processed.jpeg&w=3840&q=75)
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