Draw the product(s) of (S)-2-bromobutane with the reagents listed. Clearly show stereochemistry by drawing a wedge and dashed bond on each chiral carbon. If a racemic mixture is produced, draw both enantiomers. Scroll down to see both reactions.
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.
![**Title: Stereochemistry in Organic Reactions**
**Instruction:**
Draw the product(s) of (S)-2-bromobutane with the reagents listed. Clearly show stereochemistry by drawing a wedge and dashed bond on each chiral carbon. If a racemic mixture is produced, draw both enantiomers. Scroll down to see both reactions.
**Exercise:**
a. Draw the major organic product(s) of (S)-2-bromobutane with HCO₂H.
**Drawing Toolbar:**
- **Select Tools:** A toolbar with options to draw single, double, and triple bonds, as well as wedge and dashed bonds.
- **Atoms Available:** Carbon (C), Hydrogen (H), Oxygen (O).
- **Additional Tools:** Buttons for undo, redo, zoom, and erasing parts of the drawing.
**Note:**
Use the drawing tools provided to accurately depict the stereochemistry in the reaction. Be precise with the arrangement of bonds to reflect the correct spatial orientation of the molecules.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F9c736d07-d75d-4ba3-b07b-66393d09ab70%2F11659fcf-87c7-4c27-8452-f311d97206ca%2Flj39p8h_processed.png&w=3840&q=75)
![The image shows an online chemistry drawing tool prompting the user to draw the major organic product(s) of the reaction between (S)-2-bromobutane and a reagent composed of HCO₂⁻Na⁺ in DMSO (dimethyl sulfoxide).
### Interface Breakdown:
1. **Toolbar Options**:
- *Draw Tools*: Options to draw single, double, and triple bonds, wedges, and dashed bonds for depicting stereochemistry.
- *Elements*: Buttons labeled "C", "H", and "O" for selecting carbon, hydrogen, and oxygen atoms to add to the structure.
- *Erase and Modify*: Options to modify or erase parts of the drawn molecule.
2. **Drawing Area**: A blank workspace for constructing the chemical structure.
3. **Additional Tools**:
- Options for undo and redo actions.
- Tools for zooming or adjusting the view.
### Reaction Context:
The reaction is expected to proceed through an Sₙ2 mechanism, given the polar aprotic solvent (DMSO) and the use of a nucleophile like HCO₂⁻. The reaction will likely yield (R)-2-formyloxybutane as the major product, where the configuration at the stereocenter inverts from (S) to (R) due to backside attack.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F9c736d07-d75d-4ba3-b07b-66393d09ab70%2F11659fcf-87c7-4c27-8452-f311d97206ca%2Fcylph8s_processed.png&w=3840&q=75)
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