Reactions of Carboxylic Acids & Derivatives

Create a problem by selecting a reactant and a reagent from the lists on the right below. When the Show Problem button is pressed reactant(s) will be displayed in the drawing window, and important information concerning the reaction will be presented in the information window beneath. Using the drawing window, draw a structural formula for the chief organic product formed in this reaction. Do the single-step reactions first. The first step in the two-step reactions will be one of these, and the second step will be displayed when the Show Problem button is pressed.   If no reaction is expected, draw the starting reactant structure.

You may use the CLR or DEL buttons on the row at the top of the drawing window to modify the formula of the reactant(s) and to remove a + sign. Use the X button to draw hydrogen. In some cases you may have to draw two or more species using the NEW button. Once you have drawn your answer, press the Check Answer button to have it evaluated. Press the Reset button before trying a new problem.

Reactants

CH3(CH2)2CO2H
C6H5CO2H
(CH2)4CHCO2H
(CH3)3CCO2H
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To practice using this drawing program Click Here.

  

Single-Step Reagents

LiAlH4
SOCl2
CH2N2
aq KOH
C2H5OH
CH3NH2
(CH3CO)2O
Br2

Two-Step Reagents

(i) SOCl2        
(ii) 2 (C2H5)2NH
(i) SOCl2        
(ii) LiAl(OtBu)3H
(i) SOCl2        
(ii) (C2H5)2CuLi
(i) SOCl2        
(ii) (CH3)3COH
(i) CH2N2     
(ii) 2 CH3MgI
(i) CH2N2        
(ii) (CH3)2CHNH2
(i) CH2N2      
(ii) DIBAL-H
(i) CH2N2          
(ii) CH3(CH2)3OH

Information Window

      

                     

To review the chemistry of carboxylic acids Click Here.

This script written by William Reusch, Dept. of Chemistry, Michigan State University. Please send comments and corrections to whreusch@pilot.msu.edu.
JME Molecular Editor v2002.05 by: by Peter Ertl