Organic Chemical Reactions

Oxidation reactions are reactions in which a carbon atom forms more bonds with oxygen, or less bonds with hydrogen. They can also be classified as an elimination reaction.

Oxidation reaction of a Primary Alcohol and an Oxidizing Agent producing an Aldehyde AND WATER

Oxidation reaction of a Propanol and an Oxidizing Agent producing Propanal AND WATER

Oxidation reaction of a Secondary Alcohol and an Oxidizing Agent producing a Ketone AND WATER

Oxidation reaction of a Butan-2-ol and an Oxidizing Agent producing Butan-2-one AND WATER

Oxidation reaction of an Aldehyde and an Oxidizing Agent producing a Carboxylic Acid

Oxidation reaction of a Propanal and an Oxidizing Agent producing Propanoate

Substitution reactions are reactions in which hydrogen atoms or a functional group is replaced by a different functional group.

Substitution reaction of an alkane and a small molecule producing an alkane and another small molecule with the atoms swapped.

Substitution reaction of an alkane and a small molecule producing an alkane and another small molecule with the atoms swapped.

Substitution reaction of an alkane and a halogen producing an alkane with the halogen and a binary acid.

Substitution reaction of Butane and Chlorine gas producing Chlorobutane and Hydrochloric Acid.

Substitution reaction of an alkane and a hydroxide ion producing an alcohol and a halogen ion.

Substitution reaction of Chlorobutane and a Hydroxide ion producing Butanol and Hydrochloric Acid.

Substitution reaction of an alcohol and a binary acid producing an alkane with the halogen and water.

Substitution reaction of Butanol and Hydrochloric Acid producing Chlorobutane and water.

Benzenes and Cycloalkenes behave similarly to alkanes and will substitute their hydrogen atoms for other halogens.

Substitution reaction of Benzene and a Halogen Gas Producing a Benzene with the halogen attached and a Binary Acid.THE HALOGEN MUST EITHER BE CHLORINE OR BROMINE AND NEEDS A STRONG CATALYST, FeCl3 AND FeBr3 RESPECTIVLY.

Substitution reaction of Benzene and Chlorine Gas, producing Chlorobenzene and Hydrochloric Acid.This reaction needs a strong catalyst, FeCl3

Substitution reaction of a cycloalkane and halogen gas producing a cycloalkane with the halogen attached and a binary acid.

Substitution reaction of Cyclohexane and Chlorine Gas producing Chlorocyclohexane and Hydrochloric Acid

A substitution reaction can repeat many times until there are no available hydrogens to be swapped

Substitution reaction of an Alkane and Halogen producing an Alkane with the Halogen attached and a Binary AcidAfter repeating again, the product in the first reaction reacts with the Halogen and creates a new alkane, with two of the halogen atoms attached

Elimination reactions are reaction in which atoms are removed from a molecule to form a double bond

An elimination reaction of a molecule losing two atoms and producing a molecule that contains double bonds and another small molecule

DEHALOGENATION:Elimination reaction in which a Haloalkane and Sodium Ethoxide Produces an Alkene, Ethanol, and a Sodium-Halogen molecule.

Dehalogenation elimination reaction of 2-Chlorobutane and Sodium Ethoxide producing But-2-ene, Ethanol, and Sodium Chloride

DEHYDRATION:Elimination reaction in which a Secondary Alcohol produces an Alkene and WaterThis reaction contains a catalyst, H2SO4Rectangle = -->

Dehydration elimination of Butan-2-ol producing But-2-ene and Water.This reaction contains a catalyst, H2SO4

When an asymmetric alkane undergoes an elimination reaction, they may create multiple isomers.

Dehalogenation elimination reaction of 2-Chlorobutane and Sodium Ethoxide producing [But-2-ene AND But-1-ene], Ethanol, and Sodium Chloride

A Polymer is a long chain of repeating small molecules called monomers.

Polymer reaction in which Alkene Monomers combine to form Alkene Polymers through a series of addition reactions.

An addition polymerization reaction of Styrene producing Polystyrene

Polymer reaction in which two Monomers (One must contain a hydroxyl group) combine to form Polymers and Water through a series of condensation reactions.

An addition polymerization reaction of Terephthalic Acid and Ethane-1,2-diol producing Polyethylene Terephthalate and Water

Hydrolysis reactions are reactions in which one larger molecule and one small molecule combine to form two large molecules The small molecule is usually water.

Hydrolysis reaction of a larger molecule and water producing a large molecule and another large molecule.One of the large molecules must contain a hydroxyl group to create water!R can be any of the carbon derivatives.

Hydrolysis of an ester:Reaction of an ester and water to produce a carboxylic acid and alcohol.The reaction is catalyzed by a strong acid.

Hydrolysis reaction of Butyl Butanoate and water produces Butanoic Acid and Butanol.The reaction is catalyzed by a strong acid.

Reduction reactions are reactions in which a carbon atom forms less bonds with oxygen, or more bonds with hydrogen. They can also be classified as an addition reaction.

Reduction reaction with a molecule that has a double bond and a reducing agent produces a molecule with a single bond, with more total hydrogen bonds

Reduction reaction of an Aldehyde and a Reducing Agent producing a Primary Alcohol.

Reduction reaction of Propanal and a Reducing Agent producing Propanol

Reduction reaction of a Ketone and a Reducing Agent producing a Secondary Alcohol.

Reduction reaction of Butan-2-one and a Reducing Agent producing Butan-2-ol

Reduction reactions also apply to triple bonded carbon.

Reduction reaction of an Alkyne and a Reducing Agent producing an alkane.Can also be done with an alkene instead of alkyne

Addition reactions are reactions in which atoms are added to the double bonds of alkenes or the triple bonds of alkynes. If the carbon in the product is attached to more atoms then the reaction is an addition reaction.

An addition reaction with an alkene and a small molecule will produce an alkane with the small molecule attached. The small molecule is generally H2O (l), H2, HX, or X2 (where X = F, Br, Cl, or I).

HYDROGENATION:Addition of an Alkene and Hydrogen gas to produce an Alkane.There is generally a catalyst in this reaction and the reactants are under heat and pressure.General formula:CnH(2n) + H2 --> CnH(2n+2)

Hydrogenation reaction of But-2-ene and Hydrogen gas producing Butane.C4H8 + H2 --> C4H10

HYDRATION:Addition of an Alkene and Water to produce an Alcohol.

Hydration Reaction of But-2-ene and Water producing Butan-2-ol.

HYDROHALOGENATION:Addition of an Alkene and Binary Acid or Hydrogen Halide to produce a HaloAlkane. (where X = F, Br, Cl, or I).

Hydrohalogenation reaction of But-2-ene and Hydrochloric Acid producing 2-Chlorobutane

HALOGENATION:Addition of an Alkene and Halogen Gas to produce a DiHaloAlkane. (where X = F, Br, Cl, or I).

Halogenation reaction of But-2-ene and Bromine Gas producing 2,3-dibromobutane

An addition reaction with an alkyne and a small molecule will produce an alkene with the small molecule attached. The small molecule is generally H2O (l), H2, HX, or X2 (where X = F, Br, Cl, or I). MOST OF THE TIME THE ALKENE WILL IMMEDIATELY TURN INTO AN ALKANE UNLESS THERE IS A LIMITED AMOUNT OF THE SMALL MOLECULE.The subtypes for Alkenes also apply similarly to Alkynes (Halogenation, Hydration, etc.)

When the small molecule is limited the Alkyne will turn into an Alkene.

Halogenation reaction of But-2-yne and limited Bromine Gas produces 2,3-dibromobut-2-ene

When the small molecule is in excess the Alkyne will turn into an Alkene and then into a Alkane.

Halogenation reaction of But-2-yne and excess Bromine Gas produces 2,3-dibromobutane

Some things to note are the Markovnikov rule and the isomers that may form.

Markovnikov's Rule states that when a small molecule is added to an asymmetric alkene, the hydrogen atom of the small molecule will attach to the double carbon bond that already has the most hydrogen bonds. This is also known as the 'rich gets richer'.

Hydrohalogenation reaction of Propene and Hydrochloric Acid produces 2-chloropropane.The Hydrogen from the Hydrochloric Acid will attach to the middle carbon as it only has 1 carbon-hydrogen bond

When a small molecule with different atoms is added to an asymmetric alkene, isomers can form depending on which atom gets bonded to which carbon.

Reaction of Pent-2-ene and Hydrochloric Acid produces produces 2-chloropentane or 3-chloropentane

3-chloropentane is produced because the chlorine atom bonded to the third carbon

2-chloropentane is produced because the chlorine atom bonded to the second carbon

Combustion reactions are reactions in which a compound reacts with oxygen to produce the oxides of the elements that produce that compound.In the case for organic compounds it is generally hydrocarbons that react with oxygen.

In an incomplete combustion reaction, a Hydrocarbon reacts with oxygen Gas to produce Carbon Dioxide, Water, and releases energy.

Complete combustion of Pentane and Oxygen Gas producing Carbon Dioxide, Water, and releases energy.

In an incomplete combustion reaction, a Hydrocarbon reacts with oxygen Gas to produce Carbon Dioxide, Carbon Monoxide, Soot (unburned carbon), Water, and releases energy.

Incomplete combustion of Pentane and Oxygen Gas producing Carbon(soot), Water, and releases energy.

Condensation reactions are reactions in which two large molecules combine to form one larger molecule and one small molecule. The small molecule is usually water.

Condensation reaction of a large molecule and another large molecule producing a larger molecule and water. One of the large molecules must contain a hydroxyl group to create water!R can be any of the carbon derivatives.

Condensation reaction where a hydrogen bonds to a hydroxyl group and produces a large molecule and water

Reaction of a carboxylic acid and ammonia or amine to produce an amide and water.

Condensation reaction of Butanoic Acid and N-methylethanamine produces N-ethyl-N-methylbutanamide and water

Condensation reaction where two hydroxyl groups bond and produces a large molecule and water. The oxygen from one of the hydroxyl groups stays on the larger molecule.

ESTERIFICATION:Reaction of a carboxylic acid and alcohol to produce an ester and water.The reaction is catalyzed by a strong acid.

Esterification (condensation) reaction of Butanoic Acid and Butanol produces Butyl Butanoate and water.The reaction is catalyzed by a strong acid.