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CHEM14C_s08_lec02_e02_key

CHEM14C_s08_lec02_e02_key - Chemistry 14C Lecture 2 Spring...

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Chemistry 14C Lecture 2 Spring 2008 Exam 2 Solutions Page 1 Statistics : High score, average and low score will be posted on the course web site after exam grading is complete. The exam is ready to be picked up when these numbers are posted. To see the projected course grade cutoffs, consult the grading scale on the Chemistry 14C course web page. Note: Triolein is one molecule, which contains three esters, and three alkenes. 1. (a) (57 x 12) + (104 x 1) + (16 x 6) = 884 amu (b) (57 x 1.1%) + (104 x 0.015%) + (6 x 0.037%) = 64%. Or, (57 x 1.107%) + (104 x 0.015%) + (6 x 0.037%) = 65%. (c) Cannot determine. M or the peak with relative abundance of 100% is not always the base peak . (d) 883 Any peak with m/z < M is a fragment . 2. 3. H or I A and B are also deshielded by magnetic induction, but not as much as H or I . 4. (a) The 1 H-NMR spectrum of triolein includes zero singlet(s). (b) Three proton(s) of triolein are not equivalent to any other protons in the molecule. Proton R and the vinyl protons of the middle fatty acid chain . (c) The 13 C-NMR spectrum of triolein includes six signal(s) with chemical shifts equal to or greater than 100 ppm. There are two different ester carbonyls, and four different alkene carbons . 5. A B R 1 H-NMR splitting doublet triplet pentet 1 H-NMR integral 4 4 1 1 H-NMR chemical shift 4.3 ppm 2.3 ppm 5.2 ppm 13 C-NMR splitting triplet triplet doublet
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Chemistry 14C Lecture 2 Spring 2008 Exam 2 Solutions Page 2 6. (a) Q Most shielded = lowest chemical shift (b) Triplet CH 2 CH 3 (c) Six
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