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Practice  Problems  -­‐  Answers  

 
1.  Draw  the  structure  of  the  conjugate  acid  of  each  of  the  following  ions  or  compounds.  
 
H 3C
C
CH
H 3C
C
C
HNO3
NO3  
 
 
O
O
OH
O
 
 
O
OH
 
quite unstable
 
 
O
OH
 
H 3C
NH 2
 
H 3C
NH 3
 
 
2.  Draw  the  structure  of  the  conjugate  base  of  each  of  the  following  ions  or  compounds.  
 
 
NH 3
NH 2
 
H 2C
C
N
H 3C
C
N
 
 
 
OH
 
OH
O
 
 
 
C
C
N
 
N
 
O
O
 
 
H 3C
SH
H 3C
S
OH
 
O
 
3.  Classify  each  compound  as  a  Lewis  acid  or  Lewis  base  in  the  reactants.  
 
H
 
 
 
H
C
C
N
 
+
N
 
 
Lewis base
Lewis acid
 
 
Cl
BF3Cl  
+
+
BF3
 
Lewis base
Lewis acid
 
 
 
NH 3
NH 2
 
+ H 3C
NH
+ H 3C
NH 2
 
Lewis acid

Lewis base

O

75                                      pKa  =  6.98 pKa = _____ pKa = _____     The inductive (polarity) effect is responsible for the pKa difference.       CH3(CH2)14COO-­‐Na+      +    HCOOH        CH3(CH2)14COOH    +    HCOO-­‐Na+                pKa  =  3.     4. product favored.  When  sodium  metal  reacts  with  methanol  hydrogen  gas  evolves  from  the  solution  and  sodium   methoxide  is  formed  according  to  the  following  reaction:         2  CH3OH(l)    +    2  Na(s)    à    2  CH3O-­‐  Na+(sol)      +    H2(g)     Write  a  similar  chemical  reaction  with  NH3.76     The stronger acid is on the reactant side of the chemical reaction.98  and  2.         2  NH3(l)    +    2  Na(s)    à    2  NH!! Na! (!"#)      +    H!(!)           6.   5.     HCOOH       pKa  =  3. The Gibbs free energy (ΔG°) value for the written reaction is negative. All systems favor the formation of the weaker acid.     O O     Cl OH OH     Cl   B A     2.76            Will  a  chemical  reaction  occur  if  CH3(CH2)14COO-­‐Na+  is  added  to  a  solution  of  HCOOH?    Explain.     Prepared  by  José  Laboy   . that is.  Assign  the  pKas  to  the  structures.  The  pKas  of  two  acids  are  shown  below.  pKa  =  3.75     CH3(CH2)14COOH   pKa  =  6.83 3.83.