Draw the starting reactant that would produce this alcohol when treated with this reagent. Ignore inorganic byproducts.

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**Title: Organic Chemistry: Designing a Grignard Reaction**

**Objective:**
Identify the starting reactant that would yield a specific alcohol product when treated with a Grignard reagent and an acid, while ignoring inorganic byproducts.

**Instructions:**
Draw the starting reactant that would produce the given alcohol upon treatment with the specified reagents.

**Reagents:**
1. Methylmagnesium bromide (CH₃MgBr)
2. Hydronium ion (H₃O⁺)

**Target Alcohol Product:**
- The product is a primary alcohol with the following structure:
  - A straight carbon chain with the -OH group attached to the first carbon in a secondary position.
  - The molecular structure can be roughly represented as: 
    - CH₃CH(OH)CH₂(CH₂)₄CH₃

**Reaction Overview:**
- The Grignard reagent, CH₃MgBr, will add to the carbonyl carbon of the starting reactant.
- Subsequent treatment with H₃O⁺ will protonate the alkoxide intermediate, forming the alcohol.

**Diagram:**
- **Box labeled "Drawing":** This is where you should sketch the structural formula of the starting reactant, which would be an aldehyde or ketone.
- **Arrow pointing downwards:** Indicates the reaction sequence from the starting reactant to the alcohol product.
  
**Understanding Grignard Reactions:**
Grignard reagents are used in organic synthesis to form carbon-carbon bonds. When added to a carbonyl group, the Grignard reagent forms a new carbon-carbon bond, resulting in an alcohol after hydrolysis.

**Conclusion:**
Use the provided reagents strategically to determine the appropriate starting carbonyl compound that will undergo conversion to the desired alcohol. Focus on considering the additions necessary to achieve the final structure provided.
Transcribed Image Text:**Title: Organic Chemistry: Designing a Grignard Reaction** **Objective:** Identify the starting reactant that would yield a specific alcohol product when treated with a Grignard reagent and an acid, while ignoring inorganic byproducts. **Instructions:** Draw the starting reactant that would produce the given alcohol upon treatment with the specified reagents. **Reagents:** 1. Methylmagnesium bromide (CH₃MgBr) 2. Hydronium ion (H₃O⁺) **Target Alcohol Product:** - The product is a primary alcohol with the following structure: - A straight carbon chain with the -OH group attached to the first carbon in a secondary position. - The molecular structure can be roughly represented as: - CH₃CH(OH)CH₂(CH₂)₄CH₃ **Reaction Overview:** - The Grignard reagent, CH₃MgBr, will add to the carbonyl carbon of the starting reactant. - Subsequent treatment with H₃O⁺ will protonate the alkoxide intermediate, forming the alcohol. **Diagram:** - **Box labeled "Drawing":** This is where you should sketch the structural formula of the starting reactant, which would be an aldehyde or ketone. - **Arrow pointing downwards:** Indicates the reaction sequence from the starting reactant to the alcohol product. **Understanding Grignard Reactions:** Grignard reagents are used in organic synthesis to form carbon-carbon bonds. When added to a carbonyl group, the Grignard reagent forms a new carbon-carbon bond, resulting in an alcohol after hydrolysis. **Conclusion:** Use the provided reagents strategically to determine the appropriate starting carbonyl compound that will undergo conversion to the desired alcohol. Focus on considering the additions necessary to achieve the final structure provided.
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