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in this experiment, two equivalents of benzaldehyde were used, and the desired product was dibenzylideneacetone. how can you use the attached proton nmr of the product to show that you did not isolate the product of a single aldol condensation (that is, benzylideneacetone).

Sagot :

Aldol condensation results from the reaction of two moles of benzaldehyde with one mole of acetone.

The preparation of benzylideneacetone from benzaldehyde and acetone proceeds by the procedure of Claisen-Schmidt reaction which is a condensation reaction between aromatic aldehydes or aldehyde with ketone in the presence of an alkali.

Aromatic aldehyde, in the presence of an alkali, undergoes a condensation reaction with an aldehyde or ketone containing alpha hydrogen atoms. This reaction is named as Claisen-Schmidt reaction. In the presence of sodium hydroxide,  aldehydes can condense with another aldehyde or ketone by eliminating a water molecule. Thus, with one mole of acetone, moles of benzaldehyde condense to give Dibenzal acetone.

Hence, benzaldehyde with acetone with ketone forms aldol product.

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