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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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, Li+ AlH4), 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
IO
H-AI-H + EtOH
|
H
H
TO.
H-AI-H + H₂
OEt
Transcribed Image Text: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, Li+ AlH4), 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 IO H-AI-H + EtOH | H H TO. H-AI-H + H₂ OEt
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