A Multistep Synthesis

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One of the most challenging aspects of learning organic chemistry is devising sequences of reactions that will lead from a designated starting compound to a desired product. This problem concerns the execution of a multistep synthesis.
The synthesis shown below requires six steps, and as depicted proceeds in three stages through two stable intermediate compounds A & B. You should draw a structural formula for A or B in the Drawing Window on the left. The reagents required for each step should be entered in the text boxes above and below the arrow for each stage. Subscripted numbers are not possible, so acetic acid is written CH3CO2H (no spaces). Alternatively you may enter names for the reagents (be careful to spell them correctly). Solvents or heat should not be entered. Once the reagents and the intermediate (A or B) structure for a given stage are entered, your answers may be checked by pressing the appropriate button (found under each stage). Stage 3 does not have an intermediate.



To see the molecular formula of an intermediate or for a hint press a button:      


Stage One Stage TwoStage Three
CH3CH=CH2  1)  
    A
 2)  
 1)  
    B
 2)  
 1) 
   
 2) 

This script written by William Reusch, Dept. of Chemistry, Michigan State University. Please send comments and corrections to whreusch@pilot.msu.edu..
Java Molecular Editor v99.03 by: peter.ertl@cp.novartis.com