CHEM253
Experiment 7
DIELS ALDER REACTION
1
Infra Red (IR) spectroscopy is similar to UV-vis spectroscopy in that each molecule has its own
fairly unique “shape” that can be compared to other known and unknown substances. However,
IR is a more powerful technique that UV-vis because the IR spectrum can tell us something
about the functional groups of the molecule being analyzed. Sections 13.8 to 13.16 in Bruice
cover IR spectroscopy.
In this lab we are using IR to determine if we have created a new compound (Diels-Alder
product) or simply re-isolated our starting materials. In order to do this we will compare the
spectra of anthracene and your dienophile with your product. There will likely be both
similarities and differences between these three spectra. The key is to find something in your
product spectrum that is not in either anthracene or your dienophile.
Anthracene
CHEM253
Experiment 7
maleic anhydride
DIELS ALDER REACTION
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CHEM253
Experiment 7
N-phenyl maleimide
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CHEM253
Experiment 7
diethyl malonate
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CHEM253
Experiment 7 DIELS ALDER REACTION
anthracene + maleic anhydride product - student sample
5
CHEM253
Experiment 7 DIELS ALDER REACTION
anthracene + N-phenyl maleimide product - student sample
6
CHEM253
Experiment 7 DIELS ALDER REACTION
anthracene + diethyl malonate product - student sample
7