Assignment_6_NMR_IR_Answers

Assignment_6_NMR_IR_Answers - CHM 2120 Assignment 6 ANSWERS...

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CHM 2120 – Assignment 6 – ANSWERS 1. Associate each of the following IR spectra with one of the following compounds and justify your answer. a. Propanoic acid: look for a carbonyl stretch and a broad OH stretch b. 2-Pentanol: look for an OH peak (broad). No carbonyl peak, no sp 2 CH’s. c. Benzyl alcohol; Look for an OH peak and sp 2 CH’s. No carbonyl peak. d. Acetophenone: Look for a carbonyl peak and sp 2 CH’s. No OH peak. Note: the key functional groups must be identified. Identifying the peaks on the spectrum directly is an straightforward way to do this. OH sp 3 CH’s sp 3 CH’s sp 2 CH’s OH
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Assignment 6 – NMR, IR ANSWERS 2 sp 2 CH’s C=O C=O sp 3 CH’s OH
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Assignment 6 – NMR, IR ANSWERS 3 2. Associate each of the following IR spectra with one of the following compounds and justify your answer. a. 2-Propyn-1-ol: Look for an alkyne peak C≡C plus an OH peak (broad) and a ≡CH. b. 1-Pentyne: Look for an alkyne peak C≡C plus ≡CH. No other key groups. c. 4-Methylpentanenitrile: Look for a C≡N. No OH, C=O or ≡CH. d. p-Acetylbenzonitrile: Look for C=O, sp 2 CH’s and C≡N. No ≡CH. Note: the key functional groups must be identified. Identifying the peaks on the spectrum directly is an straightforward way to do this. sp 3 CH’s C ≡N C ≡N C=O
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Assignment 6 – NMR, IR ANSWERS 4 sp 3 CH’s C ≡C C C-H OH C C-H sp 3 CH’s C ≡C
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ANSWERS 5 3. Give the number of peaks expected for the indicated protons in each of the following structures: Note : s = singlet, d = doublet, t = triplet, q = quartet H 3 C C H 2 CH 3 O a) b) c) d) e) f) C H 2 O H 3 C Cl H H CH 3 O H 3 C CH 3 O H H 3 C H 2 C O H CO 2 H H 2 N CH 3 H 2 (d) 2 (d) 3 (t) 3 (t) 5 (quintet) 2 (d) 1 (s) 2 (d) H 4 (q) 1 (s) Note: usually a broad singlet 4 (q) 2 (d) 1 (s) 4. How many signals would be expected in the following molecules?
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Assignment_6_NMR_IR_Answers - CHM 2120 Assignment 6 ANSWERS...

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