1. Reactions: Draw the major organic product for the following reactions. When required, indicate the mechanism by which each reaction proceeds in the small box provided below the reaction arrow. a) Br EtOH, A EtOH b) H Br c) OH TsCl pyridine KO'Bu HO'Bu LDA Et₂O H₂O H Br NaOMe HOME NaCN DMF NaOH H₂O, A

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### Organic Chemistry Reactions and Mechanisms

#### 1. Reactions:
**Objective:** Draw the **major** organic product for the following reactions. When required, indicate the mechanism by which each reaction proceeds in the small box provided below the reaction arrow.

---

a)

**Reaction Description:**
- **Reactants:** A bromine-substituted cyclohexene (shown in the middle).
- **Reagents:** Ethanol (EtOH) with heat (Δ) for both forward and reverse reactions.

**Diagram:**
- Box on the left: Major organic product when reacted with EtOH and heat.
- Box on the right: Major organic product when reacted with EtOH.

**Mechanism Box Underneath:** Indicate the reaction mechanism if required.

---

b)

**Reaction Description:**
- **Reactants:** An ethynylbenzene with a bromine substituent.
- **Reagents:** 
  - KOtBu and HOtBu for the reaction in the left box.
  - NaOMe and HOMe for the reaction in the right box.

**Diagram:**
- Box on the left: Major organic product for the first reagents.
- Box on the right: Major organic product for the second reagents.

**Mechanism Box Underneath:** Indicate the reaction mechanism if required.

---

c)

**Reaction Description:**
- **Reactants:** A cyclohexanol with a hydroxyl group and a substituent.
- **Intermediate:** Reaction with TsCl and pyridine.
- **Reagent:** NaCN in DMF.

**Diagram:**
- Box on the left: Major organic product for the first reaction.
- Box on the right: Major organic product for the second reaction.

**Mechanism Box Underneath:** Indicate the reaction mechanism if required.

---

d)

**Reaction Description:**
- **Reactants:** A chloro-substituted cyclohexane.
- **Reagents:** 
  - LDA and Et2O for the reaction to the left box.
  - NaOH for the reaction to the right box.

**Diagram:**
- Box on the left: Major organic product for the first reagents.
- Box on the right: Major organic product for the second reagents.

**Mechanism Box Underneath:** Indicate the reaction mechanism if required.

---

e)

**Reaction Description:**
- **Reactants:** A bromo-substituted, methyl-substituted benzene
Transcribed Image Text:### Organic Chemistry Reactions and Mechanisms #### 1. Reactions: **Objective:** Draw the **major** organic product for the following reactions. When required, indicate the mechanism by which each reaction proceeds in the small box provided below the reaction arrow. --- a) **Reaction Description:** - **Reactants:** A bromine-substituted cyclohexene (shown in the middle). - **Reagents:** Ethanol (EtOH) with heat (Δ) for both forward and reverse reactions. **Diagram:** - Box on the left: Major organic product when reacted with EtOH and heat. - Box on the right: Major organic product when reacted with EtOH. **Mechanism Box Underneath:** Indicate the reaction mechanism if required. --- b) **Reaction Description:** - **Reactants:** An ethynylbenzene with a bromine substituent. - **Reagents:** - KOtBu and HOtBu for the reaction in the left box. - NaOMe and HOMe for the reaction in the right box. **Diagram:** - Box on the left: Major organic product for the first reagents. - Box on the right: Major organic product for the second reagents. **Mechanism Box Underneath:** Indicate the reaction mechanism if required. --- c) **Reaction Description:** - **Reactants:** A cyclohexanol with a hydroxyl group and a substituent. - **Intermediate:** Reaction with TsCl and pyridine. - **Reagent:** NaCN in DMF. **Diagram:** - Box on the left: Major organic product for the first reaction. - Box on the right: Major organic product for the second reaction. **Mechanism Box Underneath:** Indicate the reaction mechanism if required. --- d) **Reaction Description:** - **Reactants:** A chloro-substituted cyclohexane. - **Reagents:** - LDA and Et2O for the reaction to the left box. - NaOH for the reaction to the right box. **Diagram:** - Box on the left: Major organic product for the first reagents. - Box on the right: Major organic product for the second reagents. **Mechanism Box Underneath:** Indicate the reaction mechanism if required. --- e) **Reaction Description:** - **Reactants:** A bromo-substituted, methyl-substituted benzene
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