5. Organic chemists often utilize aluminum hydride reagents in the synthesis of complex molecules. In order to diminish the reactivity of a very powerful reducing agent, lithium aluminum hydride (LAH, Lit AIH4¯), one can react the compound with an alcohol, such as ethanol. This reaction occurs in two steps. In the first step, ethanol is deprotonated by a hydride ion. In the following step, the two resultant molecules react to form a Lewis acid-base adduct. This can occur up to three more times. Draw a complete mechanism for the transformation shown below using curved arrow notation. H Ie H-AI-H + EtOH I H H Le H-AI-H OEt + H₂
5. Organic chemists often utilize aluminum hydride reagents in the synthesis of complex molecules. In order to diminish the reactivity of a very powerful reducing agent, lithium aluminum hydride (LAH, Lit AIH4¯), one can react the compound with an alcohol, such as ethanol. This reaction occurs in two steps. In the first step, ethanol is deprotonated by a hydride ion. In the following step, the two resultant molecules react to form a Lewis acid-base adduct. This can occur up to three more times. Draw a complete mechanism for the transformation shown below using curved arrow notation. H Ie H-AI-H + EtOH I H H Le H-AI-H OEt + H₂
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Transcribed Image Text:**Organic Chemistry Reaction Mechanism: Aluminum Hydride Reagents**
Organic chemists often utilize aluminum hydride reagents in the synthesis of complex molecules. To reduce the reactivity of a highly potent reducing agent, lithium aluminum hydride (LAH, Li⁺ AlH₄⁻), the compound can be reacted with an alcohol such as ethanol. This reaction occurs in two steps:
1. **Step One**: Ethanol is deprotonated by a hydride ion.
2. **Step Two**: The two resultant molecules combine to form a Lewis acid-base adduct. This process can occur up to three additional times.
**Reaction Overview:**
- **Reactants**: Aluminum hydride (H-Al⁻H) and ethanol (EtOH).
- **Products**: A complex with an alkoxy group (H-Al-(OEt)H) and hydrogen gas (H₂).
For educational purposes, you are instructed to draw a complete mechanism for the transformation using curved arrow notation. This visual depiction should clearly illustrate the electron movement during the reaction and the formation of the products.
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LiAlH4 reacts with ethanol to form Lewis acid-base adduct and hydrogen gas.
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