Chemistry 14C Winter 2016 Final Exam Part A Page 1 1. (6) In the blank after eac

Question

Chemistry 14C Winter 2016 Final Exam Part A Page 1 1. (6) In the blank after each set of 15C-NMR data write the letter of the molecule that is the closest fit. If none of the molecules fit, write "none of these." Each molecule can be used only once CH3CH2 CH2O Molecule A Molecule B Molecule C CH HuC OCH CH2CH Molecule D Molecule E Molecule F (a) 191.0 ppm (doublet), 155.2 ppm (singlet), 131.9 ppm (doublet), 128.5 ppm (singlet, 114.9 ppm (doublet, 69.3 ppm (triplet), 22.6 ppm (triplet), and 10.4 ppm (quartet). Best fit is molecule (b) 206.8 ppm (singlet), 158.7 ppm (singlet), 130.4 ppm (doublet), 126.4 ppm (singlet, 114.2 ppm (doublet), 55.2 ppm (quartet), 50.1 ppm (triplet), and 29.1 ppm (quartet). Best fit is molecule (c) 153.7 ppm (singlet), 131.6 ppm (doublet), 130.5 ppm (singlet 121.9 ppm (singlet), 60.7 ppm (quartet), 21.9 ppm (quartet), and 16.0 ppm (quartet). Best fit is molecule

Explanation / Answer

If two carbon are equivalent that will appear at the same chemical shift. If molecule have a plane of symmetry there will be equivalent groups. For example take acetone it have a plane of symmetry and both methyl carbon are equal.totally we get 2 signal one from 2 methyl carbon and one from carbonyl carbon. If benzene all carbons are equivalent because they thave symmetry and all carbons have same chemical and magnetical enviornment.

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