2. Alcohol Substitution - Predict the product(s) OR starting material of the following reactions. Remember, Hydride shifts are possible if/when a more stable carbocation can exist (depending on reaction mechanism)! Put your answers in the indicated boxes (only organic molecules HBr + H20 HO MAJOR product Minor product HCI H20 + A

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Predict the product(s) OR starting material of the following reactions. Remember hydride shifts are possible if/when a more stable carbocation can exist (depending on reaction mechanism)! Put only the organic molecules in the boxes.

### Alcohol Substitution Reactions

**Problem 2: Predict the Product(s) or Starting Material of the Following Reactions**

**Instructions:** Remember, hydride shifts are possible if/when a more stable carbocation can exist (depending on the reaction mechanism). Place your answers in the indicated boxes (only organic molecules).

#### Reaction 1:

- **Starting Material:** Cyclohexanol with a methyl group attached at one position (2-methylcyclohexanol).
- **Reagent:** HBr (Hydrobromic acid), with heat (indicated by the delta symbol, Δ).
- **Products:** 
  - **Major Product Box:** This is the primary product expected from the reaction, where a substitution occurs due to the hydride shift possibility.
  - **Minor Product Box:** The secondary product of the reaction, less favored without significant hydride shifts.

The reaction involves the substitution of the hydroxyl group (-OH) with a bromide ion (Br⁻).

#### Reaction 2:

- **Unknown Starting Material:** This reaction asks you to deduce the starting material based on the products given.
- **Reagent:** HCl (Hydrochloric acid), with heat (Δ).
- **Products:**
  - The primary product is chlorocyclohexane with an additional methyl group.
  - Water (H₂O) is a by-product of the reaction.

In both reactions, consider the stability of carbocations for predicting the major and minor products. Hydride shifts can increase the stability, thereby influencing the outcome of product formation.
Transcribed Image Text:### Alcohol Substitution Reactions **Problem 2: Predict the Product(s) or Starting Material of the Following Reactions** **Instructions:** Remember, hydride shifts are possible if/when a more stable carbocation can exist (depending on the reaction mechanism). Place your answers in the indicated boxes (only organic molecules). #### Reaction 1: - **Starting Material:** Cyclohexanol with a methyl group attached at one position (2-methylcyclohexanol). - **Reagent:** HBr (Hydrobromic acid), with heat (indicated by the delta symbol, Δ). - **Products:** - **Major Product Box:** This is the primary product expected from the reaction, where a substitution occurs due to the hydride shift possibility. - **Minor Product Box:** The secondary product of the reaction, less favored without significant hydride shifts. The reaction involves the substitution of the hydroxyl group (-OH) with a bromide ion (Br⁻). #### Reaction 2: - **Unknown Starting Material:** This reaction asks you to deduce the starting material based on the products given. - **Reagent:** HCl (Hydrochloric acid), with heat (Δ). - **Products:** - The primary product is chlorocyclohexane with an additional methyl group. - Water (H₂O) is a by-product of the reaction. In both reactions, consider the stability of carbocations for predicting the major and minor products. Hydride shifts can increase the stability, thereby influencing the outcome of product formation.
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