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ochem chapter 10 homework prof k
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Chapter 10 HW Problem Set Assigned Chapter 10 Textbook Problems (very important for problem practice): 7th edition: 33 - 37, 38a, 39 8th edition: 34 - 38, 39a, 40 Use all the assigned textbook problems above for practice. On this HW, show your work for five individual problems that you consider representative from the assigned textbook problems. (e.g. 36 b counts as one problem). Insert a blank page if more space is needed.
Complete the following problems: Q1 : Order the following compounds from most upfield to most downfield: Q 2 : For the compounds below, a) Predict how many distinct H peaks would be observed on 1 H NMR. b) Predict the splitting pattern of each distinct H peak. c) Predict how many distinct C peaks would be observed on 1 H-decoupled 13 C NMR. Q3 : An unlabeled sample has the 13 C NMR data: δ 219.6, 38.0, 23.1 ppm. Circle the structure that best fits the data: O N O Br Br O Br Br O Cl Cl O N O OH NH 2 OH O O H O
f) C 6 H 14 g) C 4 H 8 Cl 2
h) C 4 H 8 Cl 2
i) C 4 H 8 Cl 2
j) C 5 H 10 O
δ = 1.53 (m, 4 H) δ = 2.34 (m, 1 H) δ = 9.72 (d, 1 H)
(^13) C NMR: δ 13.5, δ 41.2, δ 177. (^1) H NMR: δ 1.13 (6 H, d, J = 7 Hz) δ 2.65 (2 H, quartet, J = 7 Hz) δ 9.9 (2 H, broad s, disappears after D 2 O shake)