Choose the reagent(s) that would be most likely to complete this reaction. I OH A B D E 1. OsO4 (catalytic) 2. NMO Br2 H₂O 1. Hg(OAc)2, H₂O 2. NaBH4, NaOH RCO3H 1. BH3-THF 2. H2O2, NaOH Ⓒ Done
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.
![**Task: Choose the Reagent(s) to Complete the Reaction**
The image presents a chemical reaction that starts with a cyclohexene (a six-membered carbon ring with a double bond) and aims to produce cyclohexanol (a six-membered carbon ring with an alcohol group attached).
**Reaction Setup:**
Starting Material: Cyclohexene.
Target Product: Cyclohexanol.
To achieve this transformation, an appropriate combination of reagents is needed to convert the alkene into an alcohol.
**Reagent Options:**
A.
- Step 1: OsO₄ (catalytic)
- Step 2: NMO
B.
- Br₂
- H₂O
C.
- Step 1: Hg(OAc)₂, H₂O
- Step 2: NaBH₄, NaOH
D.
- RCO₃H
E.
- Step 1: BH₃-THF
- Step 2: H₂O₂, NaOH
Based on the structure of the starting material and the desired product, select the reagent(s) that effectively add an –OH group to the molecule, converting the double bond to an alcohol group.
**Correct Choice Explanation:**
Among the options, reagent set E (BH₃-THF followed by H₂O₂, NaOH) is commonly used for the hydroboration-oxidation of alkenes, which adds an OH group across the double bond in a syn-addition manner, converting cyclohexene to cyclohexanol.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fe362d5a9-bcf1-4bcc-9808-2899b06de487%2F39f9e3fe-e3e0-44e2-a929-91f08b6836bc%2Ft1fk6awf_processed.jpeg&w=3840&q=75)
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