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.
![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.
a. Draw the major organic product(s) of (S)-2-bromobutane with HCO₂H.
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C
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Q2 Q](/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)
![b. Draw the major organic product(s) of (S)-2-bromobutane with HCO₂Na+ and DMSO
3
Select
Draw
C
H
Rings
O
More
Erase
Q2 Q](/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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