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The number of alkenes (including stereoi...

The number of alkenes (including stereoisomers) which can produce 2 - butanol by the successive treatment of (i) `B_(2)H_(6)` in tetrahydrofuran solvent and (ii) alkaline `H_(2)O_(2)` solution is/are

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To solve the problem of finding the number of alkenes (including stereoisomers) that can produce 2-butanol through the specified reactions, we will follow these steps: ### Step 1: Understand the Reaction Mechanism The reaction involves hydroboration followed by oxidation. The hydroboration reaction uses B₂H₆ in tetrahydrofuran (THF) solvent, which adds across the double bond of alkenes according to the anti-Markovnikov rule. This means that the hydroxyl group (OH) will attach to the carbon with fewer hydrogen atoms. **Hint:** Remember that hydroboration leads to the addition of boron and hydrogen across the double bond, favoring the less substituted carbon. ### Step 2: Identify the Structure of 2-Butanol The structure of 2-butanol is CH₃-CH(OH)-CH₂-CH₃. This means that to produce 2-butanol, we need to form a carbon skeleton that can lead to this structure after hydroboration and oxidation. **Hint:** Draw the structure of 2-butanol to visualize the required carbon framework. ### Step 3: Determine Possible Alkenes To produce 2-butanol, we can start with alkenes that can lead to the required carbon skeleton upon hydroboration. The simplest alkene that can yield 2-butanol is 2-butene (CH₃-CH=CH-CH₃). - **Cis-2-butene** (cis-CH₃-CH=CH-CH₃) - **Trans-2-butene** (trans-CH₃-CH=CH-CH₃) Both of these alkenes will undergo hydroboration to yield the same product, 2-butanol. **Hint:** Consider the geometric isomers of alkenes that can lead to the same alcohol product. ### Step 4: Check for Other Possible Alkenes Next, we need to consider if there are any other alkenes that, upon hydroboration and oxidation, could also yield 2-butanol: 1. **1-butene (CH₂=CH-CH₂-CH₃)**: Hydroboration of 1-butene will also lead to 2-butanol. 2. **Cyclobutene**: This cyclic alkene can also be considered, as it can rearrange and yield 2-butanol. **Hint:** Think about the position of the double bond and how it can lead to the formation of the desired alcohol. ### Step 5: Count the Alkenes and Their Stereoisomers Now we summarize the alkenes identified: - **Cis-2-butene** - **Trans-2-butene** - **1-butene** - **Cyclobutene** For 2-butene, we have 2 stereoisomers (cis and trans). For 1-butene and cyclobutene, they do not have stereoisomers that lead to different structures. **Final Count:** - 2-butene (2 stereoisomers) - 1-butene (1 structure) - Cyclobutene (1 structure) Total = 2 (from 2-butene) + 1 (from 1-butene) + 1 (from cyclobutene) = **4 alkenes**. ### Conclusion The total number of alkenes (including stereoisomers) that can produce 2-butanol through the given reactions is **4**. **Final Answer:** 4
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