NaOH, H2O `N(CH3)2 a. Draw the structure of the tetrahedral intermediate INITIALLY-FORMED in the reaction shown. You do not have to consider stereochemistry. • Do not include counter-ions, e.g., Na", I", in your answer. • In cases where there is more than one answer, just draw one. opy aste C
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.

- The molecular formula is shown with a zig-zag carbon chain ending in a dimethylamino group (N(CH₃)₂).
2. **Task:** Draw the structure of the tetrahedral intermediate initially formed in the reaction shown.
3. **Guidelines for Drawing:**
- You do not have to consider stereochemistry.
- Do not include counter-ions, e.g., Na⁺, I⁻, in your answer.
- In cases where there is more than one answer, just draw one.
**Tools Available:**
- **Drawing Toolbar:** Includes basic shapes, bond types, text insertion, and eraser.
- **Structural Templates:** Cyclohexane, benzene, etc.
- **Manipulation Tools:** Hand (for moving), magnification (zoom in/out).
**Navigation:**
- Use the “Previous” or “Next” options to move between exercises.
- “Save and Exit” once you complete your drawing or to return later.
If you have questions, click the help icon or email your instructor for assistance.
**Resources:**
- [Concept Review: Tetrahedral Intermediates](#)
- [Video Tutorial: Drawing Organic Structures](#)
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