4. For each of the following proposed sequences (I-III): (a) determine if the synthetic route is valid or an invalid [synthetic trap], (b) if the route is invalid, explain your decision. I. CH3 CI Cl₂ O II. III. OH PC13 CI f 1. (C5H11)2BH 2. H₂O₂, NaOH CH3 CI
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.
![4. For each of the following proposed sequences (I-III): (a) determine if the synthetic route is
valid or an invalid [synthetic trap], (b) if the route is invalid, explain your decision.
1.
CH3
Cl₂
o
CI
CH3
"CI
II.
III.
OH
PC13
CI
f
1. (C5H11)2BH
2. H₂O₂, NaOH](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F61cdf54b-d018-4e7a-a9ae-13d90fb36fd7%2F2cd229b4-6eaf-48c4-928a-40a2df56d17b%2Fc56yqgr_processed.jpeg&w=3840&q=75)
Trending now
This is a popular solution!
Step by step
Solved in 4 steps with 3 images
