☰ Contents · Chemistry (Organic chemistry)

Chemical properties and uses of alkanes

Lessons 8 · 1 lessons · A. Mutalibov, E. Murodov, S. Masharipov, H. Islomova. Organic Chemistry, Grade 10, 1st edition. G‘afur G‘ulom Publishing House, Tashkent, 2017
8

Chemical properties and uses of alkanes

Textbook: pp. 33–35
GoalWrite the chemical properties of alkanes (substitution, combustion, cracking, dehydrogenation) as equations and state their uses.
New words
halogenation · galogenlashcracking · krekingdehydrogenation · degidrogenlashsubstitution reaction · o‘rin olish reaksiyasi
Explanation

Because their σ-bonds are strong, alkanes do not react with strong acids, alkalis or KMnO₄ under ordinary conditions. Light or heat makes them halogenate: CH₄ + Cl₂ → CH₃Cl + HCl; with excess chlorine hydrogens are replaced one by one to give CH₂Cl₂, CHCl₃ (chloroform) and CCl₄. In branched alkanes hydrogen is replaced first at the tertiary carbon, then the secondary, and last the primary. Alkanes burn in oxygen to CO₂ and H₂O: CₙH₂ₙ₊₂ + (1.5n + 0.5)O₂ → nCO₂ + (n + 1)H₂O. At 1500 °C methane turns into acetylene: 2CH₄ → C₂H₂ + 3H₂. Breaking C–C bonds of an alkane at high temperature is cracking: C₆H₁₄ → C₂H₆ + C₄H₈ or CH₄ + C₅H₁₀; with a catalyst (catalytic cracking) more branched alkanes result. Dehydrogenation releases H₂: C₂H₆ → C₂H₄ + H₂. Methane is the main component of natural gas, a fuel and a chemical feedstock.

Worked examples
Combustion of propane: C₃H₈ + 5O₂ → 3CO₂ + 4H₂O. 88 g of propane (2 mol) gives 6 mol CO₂: 6·44 = 264 g.
Heating 64 g of methane (4 mol) at 1500 °C gives, by 2CH₄ → C₂H₂ + 3H₂, 2 mol of acetylene, i.e. 2·26 = 52 g.
Class activity

Discuss household gas (stove, water heater): where the smell comes from and what to do if you smell gas (no flame, no switches, open windows, call the emergency gas service). No experiments are done.

Practice
1
Write the first-step reaction of methane with chlorine in light.
2
How many grams of CO₂ form when 88 g of propane burn (M(C₃H₈) = 44, M(CO₂) = 44)?
3
How many grams of Cl₂ (M = 71) are needed for the first chlorination step CH₄ + Cl₂ → CH₃Cl + HCl of 32 g of methane?
4
Why do alkanes usually not decolourize KMnO₄ solution?