Draw the major organic product of the bimolecular substitution and use curved-arrow notation to draw the mechanism. Be sure to draw any non-bonding electrons. Step 1: Draw curved arrows. Step 2: Draw the product. Select Draw Rings More Erase Select Draw Rings More Erase Br Na H
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.
![**Title**: Drawing the Major Organic Product of a Bimolecular Substitution Reaction
**Instructions**: Draw the major organic product of the bimolecular substitution and use curved-arrow notation to illustrate the mechanism. Ensure all non-bonding electrons are depicted.
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### Step 1: Draw Curved Arrows
**Toolbox**:
- **Select**: Choose elements to interact with on the canvas.
- **Draw**: Pen tool and line tools for drawing.
- **Rings**: Predefined ring structures.
- **More**: Additional elements or functions.
- **Erase**: Remove undesired components.
**Elements Available**:
- C (Carbon)
- Br (Bromine)
- I (Iodine)
- Na (Sodium)
**Diagram Explanation**:
- A central carbon is bonded to a bromine atom (Br).
- Non-bonding electrons are shown as dots around Bromine.
- A sodium ion (Na⁺) is drawn near an iodide ion (I⁻) with its own non-bonding electrons.
- Curved arrows indicate electron movement: from the iodide ion to the carbon-bromine bond and from the bond to the bromine atom.
### Step 2: Draw the Product
- **Product Formation**: The initial carbon-bromine bond is broken, and a new carbon-iodine bond is formed.
**Reaction Context**:
- **Solvent**: Acetone facilitates the reaction.
- **Byproduct**: Sodium bromide (NaBr) is formed.
The steps illustrate the SN2 bimolecular substitution mechanism. This involves a nucleophilic attack by iodide on the carbon, leading to the expulsion of bromide and formation of the carbon-iodine bond.
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This guide walks you through visualizing and drawing the SN2 reaction mechanism on an educational platform.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fb35fb7dd-68df-4d1d-8b67-4ee32796d12d%2F2b004d9d-ac17-40b1-ae69-c5e7acdb37a7%2Felzbs76_processed.png&w=3840&q=75)
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