Experiment 12 Questions

Experiment 12 Questions - Experiment 12 Questions The...

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Experiment 12 Questions: The carbon NMR spectrum for 4-chlorobenzyl alcohol and 4-chlorobenzaldehyde have discernible differences. 4-chlorobenzyl alcohol has three spectra between 125 and 150 ppm. These represent the carbons that are near the electron withdrawing atoms. In this case, this means chlorine and oxygen, with oxygen being the more deshielding agent. There is a triplet that occurs just over 75 ppm. This corresponds to the tertiary carbon to which the alchohol substituent is attached. This is a triplet because it is tertiary and so couples to the other carbon. The most shielded signal occurs around 65 ppm and is the carbon located furthest from both electronegative atoms. When this molecule is oxidized its spectrum changes. There is now a very deshielded signal around 190 ppm. This is the carbon that is connected to the double bonded carbon. The remaining carbons have signals between 130 and 145 ppm, which is not a significant change from the signal of the reactants. However, it is noteworthy that the two shielded signals that occurred below 80 ppm have now become deshielded. This is likely the result of the new aldehyde group. The new group has apparently not affected the carbons that were being deshielded by the chlorine, as their location seems similar. The Magtrieve and 4-chlorobenzaldhyde were mixed together and put in the sand
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This note was uploaded on 02/21/2011 for the course CHEMISTRY 3B taught by Professor Vollhardt during the Fall '10 term at Berkeley.

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Experiment 12 Questions - Experiment 12 Questions The...

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