7. Consider the reaction below हन Ph Ø и сиз cus HI H3C E, prosect A. The trans product shown is the only observed product of the reaction. Provide a mechanistic explanation as to why none of the cis product is formed. (You do not need to show transition states) ри H- Br и PhDr си Br си, CH3 EtONa ethanol IT Ez product B. Predict the major product if the conditions of the reaction are changed to potassium tert-butoxide in tert-butyl alcohol solvent.
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.
![7. Consider the reaction belowbron
и спо
Eg
Ph
HI
DY
си,
H3C
E₁ product
A. The trans product shown is the only observed product of the reaction. Provide a mechanistic
explanation as to why none of the cis product is formed. (You do not need to show transition states)
ри
M- Br
ph
Pho
и
Cn₂
Dr
Br
си
CH3
EtONa
ethanol
10]
Ez product
E
B. Predict the major product if the conditions of the reaction are changed to potassium tert-butoxide in
tert-butyl alcohol solvent.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fbefba8bf-7f0e-40cd-adc4-144bb2c0614f%2Fce6c1de5-a3cf-4b74-b87e-8d90d4418f2f%2Fyd6g2rp_processed.jpeg&w=3840&q=75)
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