151F2007 Pset6

151F2007 Pset6 - a. CH 3 CH 2 CH 3 Br H CH 3 O CH 3 OH CH 3...

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NAME_________________________________ Chem 151 Fall 2007 Problem Set 6 Due at the beginning of your next recitation Instructions: Show work where appropriate. You will be graded based on showing your work (where appropriate), and handing it in at the beginning of recitation. If you will be unable to hand in homework due to an absence at recitation, you must email Meghan ahead of time to let her know and make arrangements. If you turn in a blank homework assignment or fail to turn in an assignment, you will get a 0 for that assignment. You may work together on homework, but if you are caught copying someone else’s answers or work you will get a 0 for that assignment. Repeat copying offenses will result in you being reported to the Academic Integrity Council. 1. Indicate whether the following reactions proceed via an SN1 or SN2 mechanism. If it could go by either mechanism, indicate that and explain why.
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Unformatted text preview: a. CH 3 CH 2 CH 3 Br H CH 3 O CH 3 OH CH 3 CH 2 CH 3 H H 3 CO b. CH 3 Cl H CH 2 CH 3 H OH H H 3 C OH OH H 3 CH 2 C H NaOH c. Br H 3 CH 2 CS CH 3 CH 3 S d. Br OH OH water 2. Given the following starting materials and products indicate the necessary reagents. a. H H H H OH H b. Same reaction as above. Give a second set of reagents that could give the same product. c. OH 1. 2. d. O O e. O O OH OH 3. Predict all possible products of the following reactions. For a-d you need only consider regiochemistry, not stereochemistry. For e-i draw the correct stereochemical products. a. 1. Et 2 BH 2. H 2 O 2 b. H 2 O H 2 SO 4 c. Br 2 d. Br 2 H 2 O e. Cl 2 H 2 O f. 1. iPrBH 2. H 2 O 2 g. I 2 h. Cl OCH 3 NaOH SN1 i. Cl OCH 3 NaOH SN 2 4. Based on what you have learned so far, predict a product and mechanism for the following reaction. O H 3 C H CH 3 OH H 2 SO 4 (catalytic amt.)...
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151F2007 Pset6 - a. CH 3 CH 2 CH 3 Br H CH 3 O CH 3 OH CH 3...

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