For each of the following reactions, predict the major product. Nao 1. Li (s) 2. `Ph Br 3. HСI, Н2О НО Он B' Pd(PPH3)4 Br NaOH

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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.
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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