Download Taylor`s Organic Reactions Summary Sheet

Organic Chemistry Reactions
Alkanes
Undergo substitution reactions, and combustion reactions (clean)
Substitution Reaction: A reaction in which a hydrogen atom is replaced by
another atom or group of atoms; reaction of alkanes or aromatics with
halogens to produce organic halides and hydrogen halides.

Combustion Reaction: The reaction of a substance with oxygen, producing
oxides and energy.

Alkenes and Alkynes
Primarily undergo addition reactions.
Addition Reaction: A reaction of alkenes and alkynes in which a molecule,
such as hydrogen or a halogen, is added to a double or triple bond.
With H2: Hydrogenation

With halogens or hydrogen halides: Halogenation

With water: Hydration

Aromatic Hydrocarbons
Undergo substitution reactions like alkanes do, and do not undergo addition
reactions like one would usually predict.
With X2: Halogenation

With HNO3: Nitration

With RX: Alkylation

Organic Halides
Alkyl halides are produced in halogenation reactions with hydrocarbons. Recall
Markovnikov’s rule “the rich get richer” applies when hydrogen halides are
reactants, and must be considered in designing the synthesis of specific alkyl
halides. These alkyl halides can then be transformed into other organic compounds.
Preparing Organic Halides: Halogenation

Preparing Alkenes from Alkyl Halides: Elimination Reactions
Elimination Reaction: A type of organic reaction that results in the loss of a
small molecule from a larger molecule. Ex: the removal of H2 from an alkane.

Alcohols
Alcohols are formed by addition reactions between an Alkene/Alkyne and water
this is called a hydration reaction. The hydrogen attaches to the carbon atom that
already has more hydrogen atoms; the –OH group attaches to the other carbon atom
in the double bond.
Hydration Reaction: A reaction that results in the addition of a water
molecule.
Preparing Alcohols: Hydration Reactions

The combustion of alcohols: Like Hydrocarbons, alcohols undergo complete
combustion to produce only carbon dioxide and water.

From Alcohols to Alkenes: Elimination Reactions (resulting in the removal of water
therefore also called a dehydration reaction)
Dehydration Reaction: A reaction that results in the removal of water.

Ethers
Ethers are formed when two alcohol molecules react. A molecule of water is
eliminated and the remaining portions of the two alcohol molecules combine to
form an ether. This involves a condensation reaction.
Condensation Reaction: A reaction in which two molecules combine to form a
larger product, with the elimination of a small molecule such as water or an
alcohol.

Aldehydes
Prepared by oxidizing a primary alcohol.
Oxidation Reaction: A chemical transformation involving a loss of electrons;
historically used in organic chemistry to describe any reaction involving the
addition of oxygen atoms or the loss of hydrogen atoms.
When a primary alcohol is oxidized, an H atom remains on the C atom.

From Aldehyde to Alcohol: Hydrogenation Reactions

Ketones
Prepared by oxidizing a secondary alcohol.
When a secondary alcohol is similarly oxidized, the carbonyl group formed is
necessarily attached to two alkyl groups, forming a ketone.

From Ketone to Alcohol: Hydrogenation Reaction

Carboxylic Acids
When an alcohol is mildly oxidized, an aldehyde is produced. Further Controlled
oxidation of the aldehyde results in the formation of a carboxylic acid, containing a
carboxyl group.
Preparing a carboxylic acid: oxidation reactions

Esters
Esters are organic “salts” formed from the reaction of a carboxylic acid and an
alcohol.
Esterification: A condensation reaction in which a carboxylic acid and an
alcohol combine to produce an ester and Water.
From Carboxylic Acids to Organic “Salts”: Esterification

Reversal of Esterificaion, the products include a carboxylic acid and the alcohol.
Hydrolysis Reaction: A reaction in which a bond is broken by the addition of
the components of water, with the formation of two or more products.

Amines
Amines can be prepared by the reaction of ammonia (a weak base) and an alkyle
halide.
Primary Amine

Secondary Amine

Tertiary Amine

The final product is a mixture of primary, secondary, and tertiary amines.
Amides
Carboxylic acids react with ammonia or with 1° and 2° amines to produce amides
which are another type of organic salt.
Carboxylic acid and ammonia: Condensation Reaction

Carboxylic acid and an amine: Condensation Reaction

Amides can be hydrolyzed in acidic or basic conditions to produce a carboxylic acid
and an amine. Basically it is the reverse of the above reaction.
