(e) 1 2 (f) (g) (h) Br (e) H predict the starting compound Cl₂ heat CH3CH₂O + Na K+1 (f) CH₂OH CH3 H + KBr

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### Organic Chemistry Reaction Mechanisms: Problem Set

**Instructions:** Predict the major product or the necessary reagent or reactant to complete each of the following reactions. In the box before each reaction, indicate the mechanism followed by the reaction. (Free radical (FR), SN2, SN1).

#### Problems:

**(e)**
Predict the outcome of the following reaction:
```
              Cl₂
               heat
```
Chemical structure:

A cyclohexane ring with a tert-butyl group para to the location of chlorine addition.
```
                           1
  
  
                           2
```

**(f)**
Predict the outcome of the following reaction:
```
            CH₃OH
```
Chemical structure:

A cyclohexane ring with a tert-butyl group or similar substituent.
```
                           1
                           2
```

**(g)**
Predict the outcome of the following reaction:
```
         CH₃CH₂O⁻ + Na⁺
```
Chemical structure for initial reactant:

A cyclohexane ring with an ethyl group and a bromine (Br) substituent on the same carbon.
```
          Br
          H
```

**(h)**
Predict the starting compound required for the following reaction to occur:
```
              K⁺  I⁻
              -------->
```
Chemical structure of the product:

This produces a cyclohexane ring with a methyl group and iodine (I) on adjacent carbons.
```
        CH₃
        H   H
               + KBr
```

Each problem presents a particular molecular structure and condition under which a reaction is to be predicted. The task is to foresee the resulting products or necessary reactants, and to classify the reaction mechanism as Free Radical (FR), SN2, or SN1.

For accurate comprehension:
1. Pay attention to the substitution pattern and possible intermediates.
2. Consider the stereochemical outcome if applicable.
3. Account for stability factors of carbocations or radicals.
4. Understand the conditions for nucleophilic substitution and elimination.

Focus on how changes in structure affect the reactivity and final product, using clear mechanistic reasoning.
Transcribed Image Text:### Organic Chemistry Reaction Mechanisms: Problem Set **Instructions:** Predict the major product or the necessary reagent or reactant to complete each of the following reactions. In the box before each reaction, indicate the mechanism followed by the reaction. (Free radical (FR), SN2, SN1). #### Problems: **(e)** Predict the outcome of the following reaction: ``` Cl₂ heat ``` Chemical structure: A cyclohexane ring with a tert-butyl group para to the location of chlorine addition. ``` 1 2 ``` **(f)** Predict the outcome of the following reaction: ``` CH₃OH ``` Chemical structure: A cyclohexane ring with a tert-butyl group or similar substituent. ``` 1 2 ``` **(g)** Predict the outcome of the following reaction: ``` CH₃CH₂O⁻ + Na⁺ ``` Chemical structure for initial reactant: A cyclohexane ring with an ethyl group and a bromine (Br) substituent on the same carbon. ``` Br H ``` **(h)** Predict the starting compound required for the following reaction to occur: ``` K⁺ I⁻ --------> ``` Chemical structure of the product: This produces a cyclohexane ring with a methyl group and iodine (I) on adjacent carbons. ``` CH₃ H H + KBr ``` Each problem presents a particular molecular structure and condition under which a reaction is to be predicted. The task is to foresee the resulting products or necessary reactants, and to classify the reaction mechanism as Free Radical (FR), SN2, or SN1. For accurate comprehension: 1. Pay attention to the substitution pattern and possible intermediates. 2. Consider the stereochemical outcome if applicable. 3. Account for stability factors of carbocations or radicals. 4. Understand the conditions for nucleophilic substitution and elimination. Focus on how changes in structure affect the reactivity and final product, using clear mechanistic reasoning.
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