CH223 001 HW 33

CH223 001 HW 33 - CH223 001 HW 33

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CH223 001 HW 33 (Daily) SHAW ROBERT H CH 223, section 001, Fall 2008 Instructor: Kay Sandberg Web Assign Current Score: 11 out of 12 Due: Friday, November 14, 2008 07:00 AM EST Description This assignment corresponds mainly to Lecture 33 and the DE presentation(s) which accompany it. Instructions The due date for this assignment is past. Your work can be viewed below, but no changes can be made. 1. 2.25/2.25 points Amine preparation strategies. (a) There are several synthetic schemes that can be used to synthesize the amine below. Use the information given to determine the reactants used. The solution is slightly acidic. organic reactant A has the following spectral data: IR peaks: sharp 1730 cm -1 , weak 2720 cm -1 , weak 2820 cm -1 1 H NMR: 9.0 ppm (1 proton, splitting not resolved), 2.2 ppm (3 protons, splitting not resolved) Draw its skeletal structure CH223 001 HW 33 http://www.webassign.net/v4cgirhshaw@ncsu/student.pl?m=200812071. .. 1 of 10 12/7/2008 2:07 PM
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CC=O Draw the organic reactant B which you should be able to deduce knowing what the other organic reactant is. Cc2ccc(CNC1CCCCC1)cc2 (b) This same amine can be synthesized from a single molecule by reduction with LAH. Use the spectral information below to determine the starting material and then draw its skeletal structure. 1 H NMR: 1.2 ppm (4 protons, triplet of triplets), 1.23 ppm (2 protons, quintet), 2.02 ppm (3 protons, singlet), 2.4 ppm (3 protons, singlet), 2.99 ppm (4
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CH223 001 HW 33 - CH223 001 HW 33

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