For the following IR and NMR for dicinnamalacetone provide the data for the anal
ID: 1035596 • Letter: F
Question
For the following IR and NMR for dicinnamalacetone provide the data for the analysis in the tables that is required.
For the reaction of cinnamaldehyde and acetone to form dicinnamalacetone calculate and identify the limiting reagent and calculate the theoretical yield of dicinnamalacetone. Fill in any possible data needed in the table The product of the reaction is 0 2 mol cinnamaldehyde 1 mol acetone H20) density mmol Molar mass Mass Volume Theoretical use ield use cinnamaldehyde 1.05 g/ml 2.0 mmol 132.16 0.2625 g0.25 ml mol 0.791 g/ml 1.0 mmol 58.08 g/mol0.05537 g 0.07 ml 286.374 mol acetone dicinnamalacetone 1.075 g/mlExplanation / Answer
2Cinnamaldehyde + 1acetone ---> dicinnamalacetone
From the data in the table
2 mmoles of cinnamaldehyde is reacting wth 1 mmoles of acetone
limiting reagent : none as both are consumed fully
Theoretical yield of product = 1.0 mmol x 286.374 g/mol/1000 = 0.2864 g
Dicinnamalacetone IR spectrum analysis
3080, 3060, 3026 cm-1 for sp2 =C-H stretch
1656, 1645, 1640 cm-1 for C=O stretching
1H NMR
Chemical shift peak shape functional group proton connectivity integration
(ppm)
7.47 doublet aromatic C-H ortho-H 2H
7.47 triplet alkene alpha-H's 1H
7.355 triplet aromatic C-H ortho-H's 2H
7.312 triplet aromatic C-H ortho-H's 1H
6.96 doublet alkene alpha-H 1H
6.94 doublet alkene alpha-H 1H
6.559 triplet alkene alpha-H's 1H