Curved arrows are used illustrate the flow of electrons. Using the provided resonance structures, draw the curved electron-pushing arrows to show the interconversion between resonance hybrid contributors. Be sure to account for all bond-breaking and bond-making steps. 0:0: :0: Select to Add Arrows Ques
Basics in Organic Reactions Mechanisms
In organic chemistry, the mechanism of an organic reaction is defined as a complete step-by-step explanation of how a reaction of organic compounds happens. A completely detailed mechanism would relate the first structure of the reactants with the last structure of the products and would represent changes in structure and energy all through the reaction step.
Heterolytic Bond Breaking
Heterolytic bond breaking is also known as heterolysis or heterolytic fission or ionic fission. It is defined as breaking of a covalent bond between two different atoms in which one atom gains both of the shared pair of electrons. The atom that gains both electrons is more electronegative than the other atom in covalent bond. The energy needed for heterolytic fission is called as heterolytic bond dissociation energy.
Polar Aprotic Solvent
Solvents that are chemically polar in nature and are not capable of hydrogen bonding (implying that a hydrogen atom directly linked with an electronegative atom is not found) are referred to as polar aprotic solvents. Some commonly used polar aprotic solvents are acetone, DMF, acetonitrile, DMSO, etc.
Oxygen Nucleophiles
Oxygen being an electron rich species with a lone pair electron, can act as a good nucleophile. Typically, oxygen nucleophiles can be found in these compounds- water, hydroxides and alcohols.
Carbon Nucleophiles
We are aware that carbon belongs to group IV and hence does not possess any lone pair of electrons. Implying that neutral carbon is not a nucleophile then how is carbon going to be nucleophilic? The answer to this is that when a carbon atom is attached to a metal (can be seen in the case of organometallic compounds), the metal atom develops a partial positive charge and carbon develops a partial negative charge, hence making carbon nucleophilic.
See image below
![**Resonance and Curved Arrows**
Curved arrows are utilized in organic chemistry to depict the movement of electrons. These diagrams help to illustrate the transformations between different resonance structures. Below, we explain how to draw these arrows to indicate the interconversion between resonance hybrid contributors, ensuring that all bond-breaking and bond-making steps are considered.
**Diagrams**
1. **Top Diagram: Starting Structure**
The diagram displays a six-membered ring (cyclohexene) attached to a carbonyl group (C=O) with a hydrogen atom. This structure is highlighted within a dashed border, with a prompt to select this area to add arrows. The molecular orbitals are left unrepresented at this stage.
2. **Arrow Between Diagrams**
A double-headed arrow between the two diagrams indicates the relationship between the two resonance structures.
3. **Bottom Diagram: Resonance Structure with Curved Arrows**
The second diagram, enclosed by a green dashed border and tick mark (indicating completion or correctness), shows the same molecular framework. However, two curved arrows suggest the movement of electrons:
- One arrow starts from the lone pair on the oxygen atom, pointing towards the C=O double bond, indicating a shift from a lone pair to form a pi bond.
- The other arrow originates from the bond between the carbonyl carbon and the alkene, directing electron flow toward the adjacent carbon-carbon double bond, suggesting the formation of another pi bond while breaking a sigma bond.
**Summary**
These diagrams function as a learning tool for visualizing the electron flow within chemical structures, aiding students in understanding stability and reactivity through resonance. Through practice with these representations, students can enhance their grasp of chemical bonding and transformations.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F97a0b142-fcf0-4b7b-946c-b5d706c6bb8f%2F24b54592-128a-4ab0-9d28-1f81da3d8284%2F9an6pa3_processed.jpeg&w=3840&q=75)
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When a molecule is represented by two or more hybrid structures and that structure are different in the position of electrons not in position of atoms .
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