Alkanes
Definition and Structure of Alkanes
- Alkanes are saturated hydrocarbons — they contain only hydrogen and carbon atoms and all carbon–carbon bonds are single covalent bonds (σ bonds).
- Saturated means that each carbon atom is bonded to the maximum possible number of hydrogen atoms; there are no double or triple bonds.
- General formula: CₙH₂ₙ₊₂, where n is the number of carbon atoms.
- Examples:
- Methane: CH₄
- Ethane: C₂H₆
- Propane: C₃H₈
- Butane: C₄H₁₀
Bonding in Alkanes
- Type of bonding: Single covalent bonds between atoms (C–C and C–H) formed by the overlap of atomic orbitals to create σ bonds.
- All bond angles are approximately 109.5° (tetrahedral geometry around carbon).
- These bonds are non-polar because the electronegativity difference between C and H is very small.
Properties of Alkanes
- Chemical Reactivity
- Alkanes are generally unreactive due to:
- Strong C–C and C–H σ bonds.
- Non-polar nature, meaning they don’t react easily with polar reagents.
- They mainly undergo combustion and substitution reactions.
- Alkanes are generally unreactive due to:
- Physical Properties
- Boiling point increases as the number of carbon atoms increases (due to stronger London dispersion forces).
- State at room temperature:
- C₁–C₄: gases
- C₅–C₁₇: liquids
- C₁₈ and above: solids
- Solubility: Insoluble in water (non-polar), soluble in non-polar solvents.
Combustion of Alkanes
- Alkanes burn in oxygen to produce carbon dioxide and water.
- Complete combustion (sufficient oxygen):CH₄ + 2O₂ → CO₂ + 2H₂O
- Incomplete combustion (limited oxygen):
- Produces carbon monoxide (CO), a toxic gas:2CH₄ + 3O₂ → 2CO + 4H₂O
- Or produces carbon (soot):CH₄ + O₂ → C + 2H₂O
Substitution Reactions
- In a substitution reaction, one atom or group in a molecule is replaced by another atom or group.
- For alkanes, hydrogen atoms can be replaced by halogen atoms (e.g., chlorine) under certain conditions.
Substitution of Alkanes with Chlorine
- Type of reaction: Photochemical reaction — requires ultraviolet (UV) light to provide the activation energy (Eₐ) needed to break the strong bonds.
- General equation (monosubstitution example):CH₄ + Cl₂ → CH₃Cl + HCl
(methane + chlorine → chloromethane + hydrogen chloride) - Conditions:
- UV light (from sunlight or a UV lamp).
- Presence of gaseous chlorine and an alkane.
- Mechanism (radical substitution, simplified for syllabus):
- Initiation:
- UV light breaks the Cl–Cl bond into two chlorine radicals:Cl₂ → 2Cl•
- Propagation:
- Cl• attacks CH₄, forming HCl and a methyl radical (CH₃•):CH₄ + Cl• → CH₃• + HCl
- The CH₃• reacts with Cl₂ to form CH₃Cl and another Cl•:CH₃• + Cl₂ → CH₃Cl + Cl•
- Termination:
- Radicals combine to form stable molecules.
- Initiation:
- Limitation for syllabus: Focus only on monosubstitution (one hydrogen atom replaced by one chlorine atom).
- Products for monosubstitution:
- Structural formula: CH₃–Cl
- Displayed formula:
Key Points to Remember
- Alkanes: saturated hydrocarbons, general formula CₙH₂ₙ₊₂.
- Bonding: only single covalent σ bonds.
- Unreactive except for combustion and halogen substitution.
- Substitution with halogens requires UV light (photochemical).
- Only one hydrogen replaced in monosubstitution for syllabus purposes
