Complete the following synthetic transformation by selecting from the list of reagents below. Each reagent is labeled with a letter. In the drop down menus, select the order of reagents using capital letters. If no additional steps are required select "no additional steps". For example, if your synthesis involves using reagent A followed by B, and then C, you would select Step 1: A; Step 2: B, Step 3: C, step 4: no additional steps.
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.
![BH3
A
Step 1:
Br₂, light
E
HBr, peroxide
I
+
H₂O₂, NaOH
B
Step 2:
HBr
F
Hg(OAc)2, H₂O
J
NaBH4, NaOH
с
CrO3, pyridine
G
+, Step 3
Br₂, H₂O
K
(CH3)3ONa
D
CH₂ONa
H
H₂O, H₂SO4
L](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fb4360dbb-8ab6-4d74-b01a-5b8a344a6541%2Faeb628af-c34b-42b1-877d-6d9fb2347ffe%2Fywaqr8b_processed.jpeg&w=3840&q=75)
![Complete the following synthetic transformation by selecting from the list of reagents below. Each reagent is labeled with a letter. In the
drop down menus, select the order of reagents using capital letters. If no additional steps are required select "no additional steps". For
example, if your synthesis involves using reagent A followed by B, and then C, you would select Step 1: A; Step 2: B, Step 3: C, step 4: no
additional steps.
27
BH3
A
Br₂, light
E
HBr, peroxide
I
H₂O₂, NaOH
B
HBr
F
?
Hg(OAc)2, H₂O
J
NaBH4, NaOH
C
CrO3, pyridine
G
Br₂, H₂O
K
(CH3)3ONa
D
CH₂ONal
H
H₂O, H₂SO4
L](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fb4360dbb-8ab6-4d74-b01a-5b8a344a6541%2Faeb628af-c34b-42b1-877d-6d9fb2347ffe%2F9veqhoj_processed.jpeg&w=3840&q=75)
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