Draw structures for the alkene (or alkenes) that gives the following reaction product. CH3 CH3 H2/Pd CH3CHCH2CHCH3 You do not have to consider stereochemistry. Submit more than one structure only if the structures are constitutional isomers. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu.
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.
![**Reaction Problem Overview**
**Task:**
Draw structures for the alkene (or alkenes) that gives the following reaction product:
\[ ? \xrightarrow{\text{H}_2/\text{Pd}} \text{CH}_3\text{CH}_2\text{CH}_2\text{CHCH}_3 \]
\[ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \CH_3 \]
### Guidelines:
- You do not have to consider stereochemistry.
- Submit more than one structure only if the structures are constitutional isomers.
- Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner.
- Separate structures with + signs from the drop-down menu.
**Diagram Instructions:**
The diagram is a sketching tool (ChemDoodle) interface. It includes various drawing tools to represent chemical structures. You are expected to use these tools to sketch the required alkenes.
**Tools:**
- Hand tool for selection
- Eraser for removing errors
- Drawing tools for lines, bonds, and various geometric shapes like rings
- Copy and paste options for duplicating structures
- An option to add sketchers for additional structures via a drop-down menu
To solve the problem, use the sketcher to draw potential alkene structures that, upon hydrogenation with H₂/Pd, produce the specified alkane. Keep in mind constitutional isomers, which are compounds with the same molecular formula but different connectivity of their atoms.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F2b692827-5b15-43d8-846f-0463b78873fe%2Fb49744bf-cd37-45e2-8a0d-ec7f02470f04%2F2ppw8lb_processed.png&w=3840&q=75)
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