Dianisalacetone Lab Report

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The experiment is conducted to synthesis dianisalacetone from p-anisaldehyde and acetone, which produces an aldol condensation reaction. The end product was determined to be dianisacalacetone as a melting point of 128-130 of was similar to that of the literature value 128-129 for dianisacalacetone, the 1H NMR also displayed peaks that would be also produced from the dianisacalacetone structure. An aldol reaction is of aldehydes and ketones with an α hydrogen atom that undergo a base- catalyzed carbonyl condensation reaction. Treatment of an aldehyde with a base such as sodium hydroxide, in a protic solvent will form a rapid and reversible formation of an aldol (aldehyde + alcohol). The general mechanism: 1. A carbonyl partner with an alpha hydrogen atom is converted by base into its enolate ion.…show more content…
The enolate ion acts as a nucleophilic carbonyl group of the acceptor partner. 3. Protonation of the tetrahedral alkoxide ion intermediate gives the neutral condensation product. Aldol condensation reactions are excellent ways of forming carbon-carbon bonds and are very important in organic synthesis. We recorded a melting point of 128- 130℃ for our product. According to our references dianisalacetone has a melting point of 128-129℃, although ours was a degree more than the literature value, which may have been due to an impurity, it is considerable close to the value and therefore can be determined, our product was in fact dianisalacetone. Using the 1H NMR, we can also identify if our product is dianisalacetone. 0 equivalent hydrogen neighbors =1 peak on the NMR and is known as a singlet. 1 equivalent hydrogen neighbors = 2 peaks on the NMR and is known as a doublet. 2 equivalent hydrogen neighbors = 3 peaks on the NMR and is known as a triplet. 3 equivalent hydrogen neighbors = 4 peaks on the NMR is known as a quartet. All hydrogens labeled 1 (6.9ppm) ,2 (7.5ppm) and 3(7.6ppm) appear as doublets on the 1H NMR as they only have 1 equivalent hydrogen

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