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.
![Experiment 12: Fischer Esterification and Green Diels-Alder
Tandem Reaction Pathway:
no heat
{{ = &-
no solvent
+ enantiomer
CO₂H
CH3
proton transfer
CH3
OH
CH3
H
O](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F52db8ee6-33d1-4aac-bbe4-ebc771de1e49%2F0bd9ab77-705c-4151-9278-731874f44eb8%2F62kxmw_processed.jpeg&w=3840&q=75)
![2. A reaction like this is normally performed in refluxing toluene. Why might the
modified procedure that you will perform be considered a "greener, more
sustainable" method? Give at least two reasons.
Experimental Procedure: Using the appropriate pipet, carefully transfer 50 µL of (E,E)-
2,4-hexadien-1-ol into the bottom of a clean, dry, tared small beaker (<100 mL, the
smaller the better!). After the transfer, weigh your beaker. Add an equimolar amount of
finely powdered, solid maleic anhydride (~44 mg) to the same beaker. Use the small end
of a clean, dry metal spatula to vigorously and continuously stir the mixture as it liquefies
and resolidifies (10-15 minutes). After solidification is complete, weigh the beaker and
calculate the mass of product and yield. Analyze your product by IR (solid) and melting
point (lit value reported to be 159-161°C).](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F52db8ee6-33d1-4aac-bbe4-ebc771de1e49%2F0bd9ab77-705c-4151-9278-731874f44eb8%2F8a5m78a_processed.jpeg&w=3840&q=75)
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