A reaction between an amide and LiAlH4 causes LiAlH4 to act as a __.

In the reaction between an amide and lithium aluminum hydride (LiAlH4), the critical role of LiAlH4 is that of a reducing agent. LiAlH4 is known for its strong reducing properties, particularly in the reduction of carbonyl compounds. An amide features a carbonyl group (C=O) directly bonded to a nitrogen, making it a suitable candidate for reduction.

During the reaction, LiAlH4 donates hydride ions (H-) to the carbonyl carbon of the amide. This process results in the conversion of the amide into an amine, indicating that the carbonyl group is reduced to a primary amine. This transformation exemplifies the reducing character of LiAlH4, as it reduces the oxidation state of the carbon atom in the amide.

While LiAlH4 can act as a base in other contexts due to its ability to deprotonate certain compounds, its primary role in the reaction with amides is that of a reducing agent. This highlights the importance of understanding the context of the reaction and the specific chemical behavior of the reagents involved.