CHMB42H3 Study Guide - Final Guide: Proton Nuclear Magnetic Resonance, European Route E40, Dihydroxyacetone

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21 Apr 2012
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ORGANIC CHEMISTRY II
FINAL EXAM
AUGUST 13th, 2011
TIME ALLOWED: 180 min
NO MODELS OR CALCULATORS ALLOWED.
NO PAGERS OR MOBILE PHONES ALLOWED.
WRITE YOUR NAME AND STUDENT NUMBER ON EVERY PAGE OF THE
EXAM.
ONLY THE ANSWERS PROVIDED ON THE ANSWER SHEET WILL BE
MARKED.
ROUGH WORK SHOULD BE DONE ON THE QUESTION PAGES.
NO OTHER PAPER MAY BE USED IN THIS EXAM.
Read through the test before you begin.
Section I.
MCQ_______ (20)
2.___________(10)
Section II.
1.___________(36)
2.___________(5)
3.___________(8)
4.___________(8)
5.___________(29)
6.___________(40)
Total Marks___________/156
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MULTIPLE CHOICE. Choose the one alternative that best completes the statement
or answers the question. (20 marks, 2 marks each)
1. Which is the base peak?
A) 100 B) 29 C) 45 D) 15 E) 44
2. A prominent (M+-18) peak suggests that the compound might be a(n):
A) Ether B) Ketone C) Alkane D) Alcohol E) Primary amine
3. Which one of the following best represents the predicted approximate chemical
shift and coupling for the hydrogen(s) indicated with the arrow?
A) 1.00 ppm, quartet
B) 2.40 ppm, singlet
C) 1.00 ppm, triplet
D) 2.40 ppm, quartet
E) 3.00 ppm, quartet
2
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4. The 1H NMR spectrum of which of the compounds below, all of formula C7H12O2,
would consist of two singlets only?
A) III B) IV C) II D) V E) I
5. Select the structure that is consistent with the formula and spectral data below.
A) B) C)
D) E)
6. How many signals are in the 13C NMR spectrum of the following compound?
A) 4 B) 8 C) 5 D) 6 E) 3
3
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