C NMR: How to Make Crabby Patties
Carbon H has the highest chemical shift because it is directly double bonded to the oxygen atom from Carbon H making it deshielded. Carbon R was assigned the second highest chemical shift because even though it was bonded to a ketone, just like .Carbon O was assigned the next highest chemical shift because it is bonded to two Oxygen atoms but there is a major resonance structure resulting in higher electron density around Carbon O resulting in a lower chemical shift. Carbon B was assigned the next highest chemical shift because there is a minor resonance structure where the electron density shifts to carbon S. Carbon S was assigned a lower ppm than Carbon B because it has a resonance structure where the electrons from the double bond move to it since it is less substituted than B. The next highest chemical shift of 78.1 was assigned to Carbon M because it is directly bonded to an oxygen which is electronegative so it will pull electron density away from Carbon M making it more deshielded. Carbon F was assigned a slightly higher chemical shift because it is more substituted and carbons are less electron donating than hydrogens. Carbon I was assigned a slightly lower chemical shift than the previous carbons because it located next to the electron donating ketone while also being less substituted than the other carbons. Carbon K is more substituted than carbon C so it was assigned a higher chemical shift and carbon N is tertiary substituted and located in the center of a ring system it was assigned a lower chemical shift. Carbon A was assigned a lower chemical shift because it was a single methyl group that could be shielded by a weak resonance structure. Carbon D was assigned a lower chemical shift because it is a secondary substituted carbon that is not located near any electronegative atoms or electron withdrawing groups. Carbon L is actually 2 carbons and was the only value where there were two of the same chemical shift values present so it was assigned 20.7. Finally Carbon G was assigned the lowest chemical shift because it is a methyl group that is also located in close proximity to the electron donating carbonyl group which would lower its chemical shift.