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Klein, Organic Chemistry 1e

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Presentation on theme: "Klein, Organic Chemistry 1e"— Presentation transcript:

1 Klein, Organic Chemistry 1e
Day 2 quiz questions Explain the differences between hyperconjugation, resonance, and induction. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

2 Klein, Organic Chemistry 1e
Day 2 quiz questions Show all significant resonance contributors and a resonance hybrid for the following molecule. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

3 Klein, Organic Chemistry 1e
Day 2 quiz questions Explain what is incorrect about each of the mechanistic steps shown below. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

4 Klein, Organic Chemistry 1e
Day 2 quiz questions Give the major product(s) for the reaction below. Carefully consider regiochemistry and stereochemistry. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

5 Klein, Organic Chemistry 1e
Day 2 quiz questions Predict the major product for the reaction below and explain why NBS is preferred over Br2. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

6 Klein, Organic Chemistry 1e
Day 3 quiz questions Draw the monomer necessary to synthesize the given polymer using a free radical mechanism. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

7 Klein, Organic Chemistry 1e
Day 3 quiz questions Give necessary reagents for the transformation below. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

8 Klein, Organic Chemistry 1e
Day 4 quiz questions Give necessary reagents for the transformation below. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

9 Klein, Organic Chemistry 1e
Day 4 quiz questions Name the following molecule Draw (1R,2R)-1-(3,3-dimethylbutyl)-3,5-cyclohexadien-1,2-diol Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

10 Klein, Organic Chemistry 1e
Day 5 quiz questions Use ARIO and solvation to rank the following molecules in order of increasing pKa Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

11 Klein, Organic Chemistry 1e
Day 5 quiz questions Predict the products for the following processes Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

12 Klein, Organic Chemistry 1e
Day 6 quiz questions Design a synthesis for the following molecule starting from an alkyl halide and a carbonyl, each having 5 carbons or less Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

13 Klein, Organic Chemistry 1e
Day 6 quiz questions Give necessary reagents for the multi-step synthesis below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

14 Klein, Organic Chemistry 1e
Day 8 quiz questions Name the following molecule Draw the structure for (4-methylcyclohexyl)phenylether Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

15 Klein, Organic Chemistry 1e
Day 8 quiz questions Fill in the missing intermediates and reagents in the scheme below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

16 Klein, Organic Chemistry 1e
Day 9 quiz questions Fill in the missing intermediates and reagents in the scheme below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

17 Klein, Organic Chemistry 1e
Day 9 quiz questions Give necessary reagents to complete the synthesis below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

18 Klein, Organic Chemistry 1e
Day 10 quiz questions Explain the relationship between heat of hydrogenation and stability of a pi system. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

19 Klein, Organic Chemistry 1e
Day 10 quiz questions Explain why the instability of electrons in a pi MO directly relates to the number of nodes the orbital posses. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

20 Klein, Organic Chemistry 1e
Day 10 quiz questions Give a complete mechanism and predict the major product for the addition reaction below. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

21 Klein, Organic Chemistry 1e
Day 11 quiz questions Predict the products and give necessary conditions for the compound below to undergo a retro Diels-Alder Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

22 Klein, Organic Chemistry 1e
Day 11 quiz questions Predict the products for the electrocyclic ring-opening below with proper stereochemical configuration. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

23 Klein, Organic Chemistry 1e
Day 12 quiz questions Give the names for the structures below. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

24 Klein, Organic Chemistry 1e
Day 12 quiz questions Explain how we know that aromaticity is stabilizing experimentally and how MO theory rationalizes that stabilization. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

25 Klein, Organic Chemistry 1e
Day 13 quiz questions Label each molecule below as aromatic, antiaromatic, or nonaromatic Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

26 Klein, Organic Chemistry 1e
Day 13 quiz questions Predict the major product(s) for the reaction below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

27 Klein, Organic Chemistry 1e
Day 13 quiz questions Given NMR data, predict the structure of an aromatic compound 1H NMR: a) triplet at 1.1 ppm integrates to 3 b) singlet at 2.0 integrates to 3 c) quartet at 2.3 integrates to 2 d) overlapping signals between ppm integrating to 8 13C NMR: signals at 12, 23, and 26 ppm and 8 signals between 100 and 150 ppm Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

28 Klein, Organic Chemistry 1e
Day 15 quiz questions Give the products for the reaction below and a complete mechanism Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

29 Klein, Organic Chemistry 1e
Day 16 quiz questions Predict the major product for each reaction below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

30 Klein, Organic Chemistry 1e
Day 16 quiz questions Give necessary reagents for the synthesis below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

31 Klein, Organic Chemistry 1e
Day 17 quiz questions Fill in the blanks below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

32 Day 17 quiz questions Give a reasonable name for the molecule below.
Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

33 Day 17 quiz questions Give necessary reagents to make the carbonyl below from an alkyl halide without altering the number of carbons Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

34 Day 17 quiz questions Give necessary reagents to make the carbonyl below from an alkyne without altering the number of carbons Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

35 Day 18 quiz questions Predict the major product and give a complete mechanism. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

36 Day 18 quiz questions Predict the structure of the enamine product in the reaction below and show the last step of the mechanism. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

37 Day 19 quiz questions Give necessary Wittig reagents and conditions to synthesize the molecule below and show a complete mechanism. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

38 Day 19 quiz questions Give reagents necessary for the synthesis below
Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

39 Klein, Organic Chemistry 1e
Day 19 quiz questions Give an appropriate name for the compound below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

40 Klein, Organic Chemistry 1e
Day 19 quiz questions Rank the following molecules by increasing pKa values. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

41 Klein, Organic Chemistry 1e
Day 19 quiz questions Predict the products for the reactions below. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

42 Klein, Organic Chemistry 1e
Day 20 quiz questions Using induction, sterics, and resonance, explain why acid halides are especially electrophilic from a kinetic persepective. Using the quality of the leaving group, explain why acid halides are especially reactive from a thermodynamic perspective. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

43 Klein, Organic Chemistry 1e
Day 22 quiz questions Give reagents necessary for the synthesis below where all carbon atoms in the product come from a molecule of the reactant Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

44 Klein, Organic Chemistry 1e
Day 23 quiz questions Explain why an enolate is more likely to produce products resulting from attack by the alpha carbon than direct attack by the oxygen. Is the argument kinetic or thermodynamic or both? Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

45 Klein, Organic Chemistry 1e
Day 24 quiz questions Give the major products for the reaction below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

46 Klein, Organic Chemistry 1e
Day 24 quiz questions Using both kinetic and thermodynamic arguments, explain why aldol reactions involving a ketone are less product favored than those involving aldehydes Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

47 Klein, Organic Chemistry 1e
Day 24 quiz questions Give reagents necessary to produce the product below using aldol chemistry. Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

48 Klein, Organic Chemistry 1e
Day 25 quiz questions Give reagents necessary for the synthesis below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

49 Klein, Organic Chemistry 1e
Day 25 quiz questions Give reagents necessary for the synthesis below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

50 Klein, Organic Chemistry 1e
Day 26 quiz questions Give an appropriate name for the following molecule Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

51 Klein, Organic Chemistry 1e
Day 26 quiz questions Predict the major product for the following reaction Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

52 Klein, Organic Chemistry 1e
Day 27 quiz questions Give necessary reagents to make the secondary amine below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e

53 Klein, Organic Chemistry 1e
Day 27 quiz questions Give necessary reagents for the synthesis below Copyright 2012 John Wiley & Sons, Inc. Klein, Organic Chemistry 1e


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