Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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![For each of the following reactions, predict the major product.
1. **Reaction 1:**
- **Reactants:** A compound with an ester group (ethyl acetate) is reacted with sodium phenoxide (NaO - Ph).
- **Reaction:** This is a nucleophilic acyl substitution reaction where the phenoxide ion acts as the nucleophile attacking the carbonyl carbon of the ester.
2. **Reaction 2:**
- **Reactants:** A cyclopentyl bromide compound reacts with:
1. Lithium metal (Li).
2. Benzophenone (Ph - C=O).
3. HCl and H₂O.
- **Reaction Sequence:**
- The first step forms an organolithium compound.
- The organolithium compound then attacks the carbonyl carbon of benzophenone.
- The hydrolysis step (HCl, H₂O) leads to alcohol formation.
3. **Reaction 3:**
- **Reactants:**
- A vinyl bromide compound.
- Pinacolborane (HO-B(iPr)₂-OH).
- **Catalyst:** Tetrakis(triphenylphosphine)palladium(0) (Pd(PPh₃)₄) with NaOH.
- **Reaction:** This is a Suzuki coupling reaction where the vinyl bromide and boronic ester undergo coupling to form a new carbon-carbon bond.
4. **Reaction 4:**
- **Reactants:**
- A benzoyl chloride compound.
- Reagents: Sodium borohydride (NaBH₄) followed by hydrochloric acid (HCl).
- **Reaction Sequence:**
- NaBH₄ acts as a reducing agent to convert the acyl chloride into an alcohol.
- Acid workup with HCl ensures complete reduction.
These reactions illustrate common mechanisms in organic chemistry, including nucleophilic acyl substitution, organometallic additions, cross-coupling, and reductions.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fa1308c18-827c-41a1-b2ec-8a88ef0ba574%2Ff3fe0043-a6c1-4ad3-b836-9a8c28419cef%2Fb9eeqeo_processed.jpeg&w=3840&q=75)
Transcribed Image Text:For each of the following reactions, predict the major product.
1. **Reaction 1:**
- **Reactants:** A compound with an ester group (ethyl acetate) is reacted with sodium phenoxide (NaO - Ph).
- **Reaction:** This is a nucleophilic acyl substitution reaction where the phenoxide ion acts as the nucleophile attacking the carbonyl carbon of the ester.
2. **Reaction 2:**
- **Reactants:** A cyclopentyl bromide compound reacts with:
1. Lithium metal (Li).
2. Benzophenone (Ph - C=O).
3. HCl and H₂O.
- **Reaction Sequence:**
- The first step forms an organolithium compound.
- The organolithium compound then attacks the carbonyl carbon of benzophenone.
- The hydrolysis step (HCl, H₂O) leads to alcohol formation.
3. **Reaction 3:**
- **Reactants:**
- A vinyl bromide compound.
- Pinacolborane (HO-B(iPr)₂-OH).
- **Catalyst:** Tetrakis(triphenylphosphine)palladium(0) (Pd(PPh₃)₄) with NaOH.
- **Reaction:** This is a Suzuki coupling reaction where the vinyl bromide and boronic ester undergo coupling to form a new carbon-carbon bond.
4. **Reaction 4:**
- **Reactants:**
- A benzoyl chloride compound.
- Reagents: Sodium borohydride (NaBH₄) followed by hydrochloric acid (HCl).
- **Reaction Sequence:**
- NaBH₄ acts as a reducing agent to convert the acyl chloride into an alcohol.
- Acid workup with HCl ensures complete reduction.
These reactions illustrate common mechanisms in organic chemistry, including nucleophilic acyl substitution, organometallic additions, cross-coupling, and reductions.
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