Propose an efficient synthesis for the following transformation: HO. The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A 1) O3 2) DMS 1) xs NANH2 2) H20 1) BH3-THF 2) H2O2, H2O E dilute H2SÓ4 H2, Lindlar's catalyst Br2
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.
![**Exercise: Efficient Synthesis Proposal**
**Transformation Objective:**
\[ \text{Alkyne} \rightarrow \text{Alcohol} \]
**Instructions:**
Propose an efficient synthesis for the above transformation using the reagents listed. Write the necessary reagents in the correct order, as a string of letters (e.g., "EBF"). Provide only one answer, even if multiple solutions exist.
**Reagent Options:**
- **A**
1. \( \text{O}_3 \)
2. DMS
- **B**
1. xs \( \text{NaNH}_2 \)
2. \( \text{H}_2\text{O} \)
- **C**
1. \( \text{BH}_3 \cdot \text{THF} \)
2. \( \text{H}_2\text{O}_2, \text{H}_2\text{O} \)
- **D**
- Dilute \( \text{H}_2\text{SO}_4 \)
- **E**
- \( \text{H}_2, \text{Lindlar's catalyst} \)
- **F**
- \( \text{Br}_2 \)
**Your Proposal:**
- **Selected Sequence:** BD](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fe2cc25c0-e9ff-48be-a0df-5f141951a1aa%2Fa0eb01ea-11c9-4f0a-b5bc-f12f0accb042%2Fzum3zfs_processed.jpeg&w=3840&q=75)
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