information below to identify and explain the relationship between the basicity of the two nucleophiles and their nucleophilicities

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Use the information below to identify and explain the relationship between the basicity of the two nucleophiles and their nucleophilicities

### Nucleophilic Substitution Reaction Details

#### Reaction Overview
The reaction shown is a nucleophilic substitution where a nucleophile (denoted as Nuc:⁻) reacts with methyl iodide (CH₃I) to form a methylated nucleophile (Nuc-CH₃) and iodide ion (I⁻). This reaction occurs in methanol (CH₃OH) at 25 °C.

#### Table of Data

| Nucleophile Name | pKₐ of Conjugate Acid | k (Second Order Rate Constant, M⁻¹·s⁻¹) |
|------------------|-----------------------|---------------------------------------|
| CH₃O⁻ (methoxide) | 15.1                  | 2.5 × 10⁻⁴                           |
| PhO⁻ (phenoxide)  | 9.95                  | 7.9 × 10⁻⁵                           |

- **Nucleophile Name**: The species that donates an electron pair to form a chemical bond.
- **pKₐ of Conjugate Acid**: A measure of the acidity of the conjugate acid of the nucleophile; a lower value indicates a stronger acid.
- **k (Second Order Rate Constant)**: The rate constant for the nucleophilic substitution reaction. A higher value indicates a faster reaction rate.
Transcribed Image Text:### Nucleophilic Substitution Reaction Details #### Reaction Overview The reaction shown is a nucleophilic substitution where a nucleophile (denoted as Nuc:⁻) reacts with methyl iodide (CH₃I) to form a methylated nucleophile (Nuc-CH₃) and iodide ion (I⁻). This reaction occurs in methanol (CH₃OH) at 25 °C. #### Table of Data | Nucleophile Name | pKₐ of Conjugate Acid | k (Second Order Rate Constant, M⁻¹·s⁻¹) | |------------------|-----------------------|---------------------------------------| | CH₃O⁻ (methoxide) | 15.1 | 2.5 × 10⁻⁴ | | PhO⁻ (phenoxide) | 9.95 | 7.9 × 10⁻⁵ | - **Nucleophile Name**: The species that donates an electron pair to form a chemical bond. - **pKₐ of Conjugate Acid**: A measure of the acidity of the conjugate acid of the nucleophile; a lower value indicates a stronger acid. - **k (Second Order Rate Constant)**: The rate constant for the nucleophilic substitution reaction. A higher value indicates a faster reaction rate.
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