а) 1) LİAIH, ОН РСС 2) Н,О, Н' "A" (C,H,O); used below b) 1) Mg 2) Br, FeBr3 3) H* 1) conc. H,SO4 2) HBr 1) Mg 2) "A" from above 3) Н* HO H*

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Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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fill in the missing reagents, intermediates, and products in each of the three following multistep synthesis.

### Organic Chemistry Synthesis Problem

#### Part (a)

1. **Reaction Sequence:**
   - Starting material: a compound with a cyclopropane ring attached to a carboxylic acid (cyclopropane carboxylic acid).
   - Reactants and Conditions:
     1. Lithium aluminum hydride (LiAlH₄)
     2. Water and an acid (H₂O, H⁺)
   - Intermediate Compound: The product formed after these two steps is then treated with PCC (pyridinium chlorochromate).
   - The final product of this sequence is referred to as compound "A" with a molecular formula of C₄H₆O₃.

#### Part (b)

1. **Br₂ and FeBr₃ Reaction:**
   - Reactants: Benzene 
   - Reagents: Bromine (Br₂) in the presence of iron(III) bromide (FeBr₃)
   - Product: Bromobenzene (a bromine atom substitutes one of the hydrogen atoms on the benzene ring).

2. **Grignard Reaction:**
   - Reactants: A compound with a cyclopentane ring and a bromine atom at carbon 1 (1-bromocyclopentane).
   - Reagent: Magnesium (Mg) to form the Grignard reagent.
   - The Grignard reagent then reacts with the aldehyde "A" from part (a).
   - Acidic workup (H⁺) yields the final product for this part of the synthesis.

3. **Sulfuric Acid and Hydrobromic Acid Reaction:**
   - Initial reactant: 2-phenylethanol
   - Reagents:
     1. Concentrated sulfuric acid (H₂SO₄)
     2. Hydrobromic acid (HBr)
   - Mechanism: Acid-catalyzed substitution reaction forming 2-phenylethyl bromide.

#### Connecting Reactions:

- In the final step, the Grignard reagent from the second part reacts with compound "A" (from part a).
- The expected major end product has a molecular formula of C₁₉H₂₆O₂.

### Overall Synthesis Scheme Diagram:

**(a) Reaction Sequence:**
```
Cyclopropane-COOH -> (1. LiAl
Transcribed Image Text:### Organic Chemistry Synthesis Problem #### Part (a) 1. **Reaction Sequence:** - Starting material: a compound with a cyclopropane ring attached to a carboxylic acid (cyclopropane carboxylic acid). - Reactants and Conditions: 1. Lithium aluminum hydride (LiAlH₄) 2. Water and an acid (H₂O, H⁺) - Intermediate Compound: The product formed after these two steps is then treated with PCC (pyridinium chlorochromate). - The final product of this sequence is referred to as compound "A" with a molecular formula of C₄H₆O₃. #### Part (b) 1. **Br₂ and FeBr₃ Reaction:** - Reactants: Benzene - Reagents: Bromine (Br₂) in the presence of iron(III) bromide (FeBr₃) - Product: Bromobenzene (a bromine atom substitutes one of the hydrogen atoms on the benzene ring). 2. **Grignard Reaction:** - Reactants: A compound with a cyclopentane ring and a bromine atom at carbon 1 (1-bromocyclopentane). - Reagent: Magnesium (Mg) to form the Grignard reagent. - The Grignard reagent then reacts with the aldehyde "A" from part (a). - Acidic workup (H⁺) yields the final product for this part of the synthesis. 3. **Sulfuric Acid and Hydrobromic Acid Reaction:** - Initial reactant: 2-phenylethanol - Reagents: 1. Concentrated sulfuric acid (H₂SO₄) 2. Hydrobromic acid (HBr) - Mechanism: Acid-catalyzed substitution reaction forming 2-phenylethyl bromide. #### Connecting Reactions: - In the final step, the Grignard reagent from the second part reacts with compound "A" (from part a). - The expected major end product has a molecular formula of C₁₉H₂₆O₂. ### Overall Synthesis Scheme Diagram: **(a) Reaction Sequence:** ``` Cyclopropane-COOH -> (1. LiAl
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