Study of hydrocarbons focuses on:
General types of reactions
Alkanes and Cycloalkanes (substitution reactions)
Alkenes and Cycloalkenes (addition reactions)
Alkynes (addition reactions)
Uses of alkanes and alkenes
Substitution Reaction:
Reaction: AB + CD → AD + CB
Addition Reaction:
Reaction: A + B → C
Elimination Reaction:
Reaction: A → B + C
Substitution: An atom(s) replaces another.
Addition: Atom(s) are added across double (=) or triple (≡) bonds.
Elimination: Atom(s) are removed from a compound.
Rearrangement: Atom(s) shift resulting in a different molecule.
All hydrocarbons undergo combustion (exothermic reaction):
General equation: Hydrocarbon + Oxygen → Carbon Dioxide + Water + Energy
Example reactions:
CH4(g) + 2O2(g) → CO2(g) + 2H2O(g) + Energy
C3H8(g) + 5O2(g) → 3CO2(g) + 4H2O(g) + Energy
Very weak Van der Waals and dipole-dipole interactions:
C1 – C4: gases
C5 – C17: liquids
C18: solids
Branched alkanes have lower boiling points than straight chain isomers; more branching = less interaction.
Combustion:
Alkanes + Oxygen → Carbon Dioxide + Water + Energy.
Substitution:
Alkanes undergo substitution to produce alkyl halides in the presence of UV light (e.g., chlorination, bromination).
Example: CH4 + Br2 → CH3Br + HBr
Elimination: (Dehydrogenation)
Two σ bonds broken and one π bond formed.
Weakly polar; insoluble in water.
Boiling/melting points increase with size and number of carbon atoms.
Examples:
Ethane: b.p. -89 °C; Bromoethane: b.p. 39 °C
Importance of correctly naming alkyl halides using IUPAC rules.
Similar properties to alkanes; unsaturated compounds.
Increase in boiling/melting points with an increase in carbon number.
Insoluble in water, nonpolar.
Preparation:
Dehydrohalogenation or dehydration of alcohols.
Reactions:
Addition reactions (e.g. hydrohalogenation, halogenation, hydration, halohydrin formation, hydrogenation).
Similar to alkanes and alkenes but higher boiling points.
Prepared via elimination.
Alkanes: Methane as natural fuel, butane in gasoline.
Alkenes: Used in bags, films, and PVC plastics.
Alkyl Halides: Utilized in natural defense mechanisms by organisms and produced in various marine environments.