All Organic Chemistry Resources
Example Questions
Example Question #3 : Finding Oxidation Number
In the compound , what is the oxidation number of ?
Generally, oxygen has an oxidation number of , and hydrogen has an oxidation number of . If we multiply by the number of oxygen atoms in the compound (), we get an overall charge of on the oxygen. If we multiply by the number of hydrogen atoms in the compound (), we get an overall charge of on the hydrogen. The sum of and is . We can see that is a neutral molecule, so the charge on would have to balance out the charge on the rest of the molecule. To obtain a charge of , the oxidation number on must then be .
Example Question #3 : Oxidation Reduction Reactions
Which of the following is NOT an oxidizing agent?
Potassium permanganate
Chromic acid
Osmium tetroxide
Ozone
The answer is .
Lindlar's catalyst enables catalytic hydrogenation, specifically for an alkyne to reduce to a cis-alkene (though the reaction does not continue to produce an alkane). The rest of the answer options are oxidizing agents.
Example Question #4 : Oxidation Reduction Reactions
A water molecule is converted to hydrogen peroxide through a series of reactions. What can you conclude about the oxygen molecule?
Oxygen is oxidized because it loses an electron
Oxygen is reduced because it gains an electron
Oxygen is oxidized because it gains an electron
Oxygen is reduced because it loses an electron
Oxygen is oxidized because it loses an electron
Water, , has an oxygen atom with an oxidation number of whereas hydrogen peroxide, , has an oxygen atom with an oxidation number of . A less negative oxidation number suggests that the oxygen lost an electron. Recall that oxidation is the loss of electrons whereas reduction is the gain of electrons; therefore, the oxygen atom lost an electron and was oxidized when water was converted to hydrogen peroxide.
Example Question #4 : Oxidation Reduction Reactions
Which of the following is true regarding oxidation?
I. Oxidation increases the oxidation number
II. Oxidizing agent is always reduced
III. Oxidation of an atom is always spontaneous
I and II
II and III
III only
I and III
I and II
Oxidation is the process of removing electrons from an atom. This increases the oxidation number (makes oxidation number more positive). An atom undergoes oxidation by losing electrons and donating them to another atom. Since it is facilitating reduction (gain of electrons) of another atom, an atom that is oxidized is also called a reducing agent. Oxidizing agents, on the other hand, are reduced (gain electrons) and facilitate the oxidation of other atoms (removal of electrons from other atoms). Oxidation of an atom does not depend on the Gibbs free energy; therefore, oxidation can be spontaneous or nonspontaneous.
Example Question #41 : Redox Chemistry
In general, the reduction of a ketone to an alcohol can be accomplished by all of the following except one. Which one will not reduce a ketone?
Hydride nucleophile
is the only option that will not reduce a ketone to an alcohol, simply because it is not a reducing agent like the other four—it is an oxidizing agent. The addition of oxygens to a ketone will not yield an alcohol (oxidation). The addition of hydrogen to a ketone will yield an alcohol (reduction). The other answer options are reducing agents that would facilitate this reaction.
Example Question #42 : Redox Chemistry
In which of the following reactions is sodium reduced?
Conversion sodium chloride to sodium sulfide
None of these reduce sodium
Conversion of sodium chloride to sodium bromide
Both of these reduce sodium
None of these reduce sodium
Reduction involves gain of electrons whereas oxidation involves loss of electrons. In reduction, the oxidation number becomes more negative (due to gain of electrons) whereas in oxidation, the oxidation number becomes more positive. Sodium is an alkali metal, found on the first column of the periodic table. Every atom in this column has one valence electron; therefore, to complete its octet every alkali metal will lose an electron and will have an oxidation number of . It is very hard to oxidize and reduce these metals because of its desire to maintain octet; therefore, sodium can never be reduced or oxidized (it will always have an oxidation number of ).
Example Question #492 : Organic Chemistry
A molecule undergoing oxidation __________ protons and a molecule undergoing reduction __________ protons.
does not lose . . . does not lose
loses . . . does not lose
loses . . . gains
gains . . . loses
does not lose . . . does not lose
Oxidation and reduction involve loss and gain of electrons, respectively. It does not involve loss or gain of protons. Recall that the identity of an atom is changed when the amount of protons change; therefore, it is very hard to change the amount of protons. Only few reactions (such as nuclear decay reactions) can change the number of protons and alter the identity of an atom.