Curved arrows are used to illustrate the flow of electrons. Follow the curved arrows and draw the structure of the missing intermediates and products in the following mechanism. Include all lone pairs and charges as appropriate. Use wedges and dashes to indicate any chiral centers. Ignore inorganic byproducts.
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.
![### Mechanism and Analysis of Electrophilic Addition of Bromine
Curved arrows are used to illustrate the flow of electrons. Follow the curved arrows and draw the structure of the missing intermediates and products in the following mechanism.
**Instructions:**
- Include all lone pairs and charges as appropriate.
- Use wedges and dashes to indicate any chiral centers.
- Ignore inorganic byproducts.
#### Diagram Explanation:
1. **Initial Structure and Mechanism:**
- The image shows a cyclohexene reacting with a bromine molecule (\( \text{Br}_2 \)).
- Curved arrows indicate the electron movement:
- The double bond in the cyclohexene attacks one of the bromine atoms, breaking the Br-Br bond.
- A lone pair is transferred to the other bromine atom, generating a bromide ion (\( \text{Br}^- \)).
2. **Intermediate Formation:**
- The intermediate is formed by the attachment of a bromine atom to the cyclohexene through electrophilic addition.
- An empty box marked "Draw Intermediate" signifies where the intermediate should be drawn, highlighting any new chiral centers.
3. **Product Formation:**
- The product, shown on the right, is a cyclic bromonium ion with one bromine atom forming a three-membered ring.
- The bromine atom is indicated with a wedge, marking its stereochemistry in three-dimensional space.
This representation helps understand the mechanism of how bromine adds to cyclohexene, forming a brominated cyclic compound.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F1ba2f8b0-0e44-4073-8850-ce5b48deecdf%2Fdf9472ba-4504-4350-9960-373b1bd16e6b%2Ffmdwfn_processed.jpeg&w=3840&q=75)
![**Transcription and Explanation for Educational Purposes**
**Title: Chemical Reaction Pathway Analysis**
**Diagram Explanation:**
The diagram illustrates a chemical reaction pathway and is divided into several sections.
1. **Initial Reactant:**
- The top right section contains a hexagonal ring structure representing cyclohexane with a bromine atom (Br) attached. The "wedge" and "dash" lines indicate specific spatial orientation, with the wedge showing a bond coming out of the plane towards the viewer.
2. **Intermediate Step:**
- There is a placeholder labeled "Draw Intermediate" surrounded by a dotted line. This suggests users are expected to predict or draw the intermediate product formed during the reaction process between the initial reactant and the final products.
3. **Product Formation:**
- Two sections labeled "Draw Product" suggest a branching pathway where the reaction may yield one of two possible products. Users are encouraged to draw or identify the chemical structure(s) of the possible final products of the reaction.
**Overall Flow:**
- Arrows guide the direction of the chemical process from the initial reactant to the intermediate stage, and then to the final products, indicating the transformation of molecules during the reaction.
**Version Info:**
- The software or platform version is 1.169.1 + production, noted at the bottom.
**Learning Objective:**
- This diagram is designed to engage students in organic chemistry by helping them visualize and understand the sequence of chemical reactions, identify intermediates, and predict final reaction products.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F1ba2f8b0-0e44-4073-8850-ce5b48deecdf%2Fdf9472ba-4504-4350-9960-373b1bd16e6b%2Frqz8tjp_processed.jpeg&w=3840&q=75)
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