organic chemistry lab The progress of a chemical reaction may often be followed
ID: 962906 • Letter: O
Question
organic chemistry lab The progress of a chemical reaction may often be followed spectroscopically by removing a small aliquot of the reaction mixture at periodic intervals and running its spectrum. Describe how you could follow the progress of the elimination of the dibromo acid (below) using 1R and 1^H NMR spectroscopy. Specifically, fill in the following table to identify the peak(s) in the spectrum you would expect to appear, disappear, or change position as the organic reactant is converted into product. Give approximate positions of peaks in cm-1 (IR) and ppm (1^H NMR).Explanation / Answer
The progress of the above shown dehydrohalogenation reaction by IR and 1H NMR can be done easily.
Significant IR peaks for reactant Significant 1H NMR peaks for reactant
Bond type Wavenumber (cm-1) H-environment Chemical shift (ppm)
=C-H 3030 CH between Br and C=O 5.2
C=C 1500-1620 CH at benzylic position 4.7
O-H 2500-3200
C=O 1740
Significant IR peaks for reactant Significant 1H NMR peaks for reactant
Bond type Wavenumber (cm-1) H-environment Chemical shift (ppm)
=C-H 3030 peaks for reactant will disappear
C=C 1500-1620
CCalkyne 2240
O-H 2500-3200
C=O 1740
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