CHM 1240 MT3A - CHM1240,Winter2012,MWFClass...

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CHM 1240, Winter 2012, MWF Class 3rd Midterm exam, Monday March 26, 2012 Write all of the following clearly on the front of your answer book: i) your name and access ID number ii) your TA’s name iii) the day and time of your discussion session Attempt all questions. Partial Credit will be given You may use model kits. All cell phones, calculators, PDA’s, etc, must be put under the desk 1. Sodium cyanide (Na + N C - ) reacts with the toluenesulfonate ester of ( R )-1-phenylethanol ( 1 ) in dimethyl formamide as solvent, to give 2-phenylpropionitrile ( 2 ). The reaction occurs with clean inversion of configuration. a) Using the Cahn-Ingold-Prelog rules, assign priorities to the ligands and then absolute configuration to the product 2 –you must show your workings to get credit for this question. b) Which mechanism is operating? c) Write a rate equation for this reaction. d) Write a mechanism for this reaction paying particular attention to the nature of any transition state or intermediates involved.
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  • Summer '14
  • Campanali
  • Organic chemistry, Chemical reaction, Access ID number, secondary halides, questions.  Partial Credit

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