W08 midterm1 key

W08 midterm1 key - Chem 30C, Winter 2008 1St Midterm Exam...

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Unformatted text preview: Chem 30C, Winter 2008 1St Midterm Exam Prof. Ohyun Kwon, UCLA Your Name (Please Print) Question Your points 1 (15 points) 2 (18 points) 3 (16 peints) 4'(12 prints) 5 (18 points) 6 (21 points) Total (100 points) Chem 30C 1sl Midterm, Page 1 l. (15 points) Show how to synthesize the following products from the given starting materials. (a) O Bozo/Y —-———> D < O ~- #2 H ' 2'5 '__-T' "H r firm 1 ‘ l ; ,K ‘ (A 1 l . “1?,1 Chem 30C 1“ Midterm, Page 2 2. (a) (6 points) Draw structural formulas for these compounds. Pyridine 3,4-Dimethoxyaniline Lithium diiospropylamide (LDA) :. (b) (6 points) What are the common names of the molecules below? \NJEN/ : I \\\\“" N DAN N/> I / \ O I O ’ i N _\.ll.‘ (c) (6 points) Name the following molecules and the ion pair. Chem 30C lSl Midterm, Page 3 3. (16 points) Provide starting material(s) or product for each transformation. (a) M 1. NaOEt, EtOH 1. NaOH, H20 EtO OEt —" I 2. HCI, H20 2. HCI, H20 3. heat NaN02 Ni, H2 HCI (c) O 1. NaOH, H20 / H o 2. HCI, H20; and then heat C10H14O Chem 30C 1"l Midterm, Page 4 4. (12 points) Provide structural formulas for the products of each reaction step. (a) i — ' ‘ _ NHz . " ' W 2 equ Mal ‘ heat (b) O 1. NaOEt. EtOH 1. NaOH, H20 OEt ———-—- EtOM 2. H30+ 2, HCI, H20 0 3. heat A .. (c) > 1 equiv LDA, -78 °C Br Chem 30C 1sl Midterm, Page 5 5. (18 points) Show how to facilitate the following conversions. / "' '* i—H to“ Q“ W (b) Show two different ways. Chem 30C 1‘“ Midterm, Page 6 6. (21 points) List the following compounds in order of decreasing acidity. + g: \ H NH ' “"2 O + l/ » 2 C3 +/ JL NH4 N N H H’ ‘H Most acidic Least acidic ' ...
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W08 midterm1 key - Chem 30C, Winter 2008 1St Midterm Exam...

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