a. Draw the structure of both products B and C of these following transformations. 1) O3, CH₂Cl2, -78 °C CrO3, H₂SO4 2) (CH3)2S H₂O:Acetone B с b. Draw a detailed mechanism of the 2nd reaction that converts product B to C under the indicated reaction conditions.
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.
![practice q
6.
a. Draw the structure of both products B and C of these following transformations.
1) 03, CH₂Cl2, -78 °C
CrO3, H₂SO4
2) (CH3)2S
H₂O:Acetone
A
B
C
b. Draw a detailed mechanism of the 2nd reaction that converts product B to C under the
indicated reaction conditions.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Faadbdb51-d424-4b17-8563-c05872c45548%2F6be06b45-a688-4d05-85cf-5778d1810a3e%2Fytkok5i_processed.png&w=3840&q=75)
![c. Using both spectroscopic methods (IR and '¹H NMR), how could you confirm that the
ozonolysis step took place and led to the formation of product B from A?
For each method of analysis, present one element of difference observed in their spectra
with approximate values.
IR:
¹H NMR:](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Faadbdb51-d424-4b17-8563-c05872c45548%2F6be06b45-a688-4d05-85cf-5778d1810a3e%2Ft6ysn4_processed.png&w=3840&q=75)
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