First Examination Chemistry 118B April 27, 2011

1) This exam consists of 5 pages (including this page) and 8 questions. 2) Do not turn the pages until 3:10 p.m. 3) Turn in your paper to one of the teaching staff by 4:00 p.m. 4) Put the last 4 digits of your ID in the upper right corner of each of the next 4 pages. Be sure you have pages 2-5. 5) Please answer clearly in the spaces provided. The back of the pages are only for scratch work. 6) Any request for regrading should be done according to the TA’s instructions. 1 H 2 3 4 Li Be 3 11 12 Na Mg 4 19 20 K Ca 5 37 38 Rb Sr 2 Page Score He 2 /24 5 6 7 8 9 10 B C N O F Ne 3 /40 13 14 15 16 17 18 4 /26 Al Si P S Cl Ar 5 /10 31 32 33 34 35 35 Ga Ge As Se Br Kr Total /100 49 50 51 52 53 53 In Sn Sb Te I Xe Spring 2011 1. (12 Pts) Name the following: 118B Exam 1 Page 2 of 5 Last 4 digits of ID_______ a. b. Br OH 2 pts 1 pt 1 pt (Z)-5-methylhept-4-en-1-ol (Z)-5-methyl-4-hepten-1-ol 1 pt 1 pt 1 pt 1 pt (R)-5-bromo-1-propylcyclohexene c. 1 pt 1 pt 1 pt 1 pt 3-(1-methylpropyl)-1-heptyne 3-sec-butyl-1-heptyne 1 pt 1 pt 1 pt 1 pt 2. (4 pts.) Rank the following molecules in order of increasing polarity. (1 = least polar.) Br Br F Br F 4 1 3 2 3. (4 pts.) Rank the molecules in order of increasing acidity (1 = least acidic.) Br Br NH2 1 3 2 3 4. (4 pts.) Rank the following in order of increasing the rate of reaction with MCPBA. (1= least reactive)