Consider the following multistep synthesis. KO Bu Br What is the identity of 1? CH3OH CH3CH₂OH 1 NaOCH 3 HBr ROOR 2 3 More than one of these can accomplish this transformation. None of these can accomplish this transformation. Br₂ 4

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**Multistep Synthesis Problem**

Consider the following multistep synthesis:

1. A starting molecule has a bromine atom attached to a cyclohexane ring.
2. The first transformation (Step 1) involves converting this molecule into a cyclohexene.
3. In the second step, the cyclohexene is reacted with HBr in the presence of a peroxide (ROOR), resulting in a new intermediate.
4. This intermediate is then further reacted in step 3 with Br₂ to produce the final product.

**Question:**
What is the identity of reagent 1?

**Options:**

- ○ KOtBu
- ○ CH₃OH
- ○ CH₃CH₂OH
- ○ NaOCH₃
- ○ More than one of these can accomplish this transformation.
- ○ None of these can accomplish this transformation.

**Discussion/Explanation:**
The reagents provided in the options are potential bases or solvents that might facilitate the elimination or substitution reactions necessary for transformations. The identity of reagent 1 will determine the successful conversion of the starting bromocyclohexane into cyclohexene via an elimination reaction.
Transcribed Image Text:**Multistep Synthesis Problem** Consider the following multistep synthesis: 1. A starting molecule has a bromine atom attached to a cyclohexane ring. 2. The first transformation (Step 1) involves converting this molecule into a cyclohexene. 3. In the second step, the cyclohexene is reacted with HBr in the presence of a peroxide (ROOR), resulting in a new intermediate. 4. This intermediate is then further reacted in step 3 with Br₂ to produce the final product. **Question:** What is the identity of reagent 1? **Options:** - ○ KOtBu - ○ CH₃OH - ○ CH₃CH₂OH - ○ NaOCH₃ - ○ More than one of these can accomplish this transformation. - ○ None of these can accomplish this transformation. **Discussion/Explanation:** The reagents provided in the options are potential bases or solvents that might facilitate the elimination or substitution reactions necessary for transformations. The identity of reagent 1 will determine the successful conversion of the starting bromocyclohexane into cyclohexene via an elimination reaction.
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