Reactant

Reagents

  H2
      Pt or Pd catalyst		   (i) O3
       (ii) Zn dust  		   HOBr aqueous
 		   (i) OsO4 in pyridine
        (ii) H2O    
  (i) Hg(OAc)2 in water
        (ii) NaBH4 		  N2H4
        KOH, heat  		   Br2 in CCl4
          10° C		   C6H5CO3H  
          (perbenzoic acid)

Select a reagent by clicking the associated button.

Using the drawing window opened by the Draw Formulas button below, draw a formula for the product expected from reaction of the selected reagent with the reactant in the colored box. If no reaction is expected, draw the starting structure. When you are finished, Submit your formula and then check it by pressing the Check Molecule button.
The reagents in the blue shaded cells react stereoselectively. Use the wedge bond drawing tool to designate the diastereomeric configuration of the product (one click is up and two clicks is down). Do not use the wedge bond tool for drawing the other structures.

The window above is used to respond to your answers.

This script written by William Reusch, Dept. of Chemistry, Michigan State University. Please send comments and corrections to whreusch@pilot.msu.edu.