Topics
5Chapter Overview
Overview
Hydrocarbons are organic compounds made only of carbon and hydrogen. NCERT classifies them mainly as aliphatic hydrocarbons, which include alkanes, alkenes and alkynes, and aromatic hydrocarbons, mainly benzene and its derivatives. Alkanes are saturated and generally undergo substitution, alkenes and alkynes are unsaturated and mainly undergo addition, while benzene is resonance-stabilized and prefers electrophilic substitution. This chapter connects structure, hybridisation, nomenclature, preparation, physical properties, reactions, mechanisms, industrial uses and environmental effects. For NEET, the most important ideas are homologous series, IUPAC naming, Markovnikov rule, peroxide effect, acidity of alkynes, benzene resonance, electrophilic substitution, directive influence, combustion and pollution.
- 1The type of C-C bond decides hybridisation, geometry and reactivity.
- 2Unsaturation is tested by decolourisation of bromine water or alkaline KMnO4.
- 3Alkanes are less reactive because C-C and C-H sigma bonds are strong and non-polar.
- 4Alkenes and alkynes react with electrophiles because π electrons are loosely held.
- 5Benzene is unusually stable due to resonance and delocalisation.
- 6Reaction mechanism questions often test carbocation stability and directive effects.
- 7Hydrocarbon combustion has direct links with air pollution, global warming and health hazards.
Reaction Personality Trick
Single bond is shy, double and triple bonds are friendly, benzene is royal. So alkanes react slowly, alkenes/alkynes add easily, and benzene protects aromaticity by substitution.
Formula Ladder
Alkane has maximum H: CnH2n+2. Remove 2 H for one double bond: alkene CnH2n. Remove 4 H for one triple bond: alkyne CnH2n−2.
Daily-Life Hydrocarbons
LPG contains propane and butane; natural gas is mainly methane; petrol and diesel are mixtures of hydrocarbons; acetylene is used in oxy-acetylene welding.
NEET Concept Example
If a compound decolourises bromine water, it is likely unsaturated. Ethene and ethyne do this, but ethane does not under ordinary conditions.
Confusing Aromatic with Fragrant
In organic chemistry, aromatic means cyclic, planar, conjugated and Huckel-stabilised. It does not simply mean pleasant smell.
Assuming Benzene Gives Addition Easily
Benzene generally prefers substitution because addition would destroy aromatic resonance energy.
Used for open-chain saturated hydrocarbons containing only single bonds.
Variables
n=Number of carbon atoms
Used for open-chain hydrocarbons containing one carbon-carbon double bond.
Variables
n=Number of carbon atoms
Alkanes
Overview
Alkanes are saturated hydrocarbons containing only carbon-carbon and carbon-hydrogen single sigma bonds. Their general formula is CnH2n+2 for open-chain members, and every carbon is sp3 hybridised with tetrahedral geometry. They form a homologous series in which successive members differ by -CH2-. Alkanes are relatively unreactive because their sigma bonds are strong and nearly non-polar, so they are also called paraffins. NCERT expects students to know classification, IUPAC nomenclature, preparation by hydrogenation, reduction, Wurtz reaction, decarboxylation and Kolbe electrolysis, physical properties, conformations of ethane, and reactions such as halogenation, combustion and pyrolysis. NEET often asks stability of conformers, selectivity in halogenation and product prediction.
- 1Classification of hydrocarbons begins with saturated alkanes and unsaturated alkenes/alkynes.
- 2A homologous series has same functional group/general formula and similar chemical properties.
- 3IUPAC naming requires longest chain, lowest locants and alphabetical order of substituents.
- 4Alkanes are non-polar, insoluble in water and soluble in non-polar solvents.
- 5Free radical halogenation has initiation, propagation and termination steps.
- 6Chlorination is less selective while bromination is more selective.
- 7Pyrolysis or cracking is industrially important for petrol and alkene production.
Alkane Name Trick
Meth, eth, prop, but, pent, hex, hept, oct, non, dec can be remembered as: 'Monkey Eats Proper Bananas; People Hate Old Nasty Dates'.
Conformation Trick
Staggered is stable because groups stay away; eclipsed is energetic because groups cover each other like an eclipse.
LPG Example
LPG mainly contains propane and butane, both alkanes. Their easy combustion makes them useful domestic fuels.
Solved Concept
Sodium acetate on heating with soda lime gives methane because decarboxylation removes the carboxyl carbon: CH3COONa + NaOH → CH4 + Na2CO3.
Wrong Longest Chain
In IUPAC naming, always select the longest continuous carbon chain first, not the chain that appears straight on paper.
Wurtz with Two Different Halides
Using two different alkyl halides in Wurtz reaction gives a mixture, so it is not a good method for unsymmetrical alkanes.
Ignoring Radical Stability
Major halogenation product often comes from the more stable radical: tertiary > secondary > primary > methyl.
Formula for acyclic saturated hydrocarbons.
Variables
n=Number of carbon atoms in the alkane
Balanced general combustion equation for alkanes.
Variables
n=Number of carbon atoms
Alkenes
Overview
Alkenes are unsaturated hydrocarbons containing at least one carbon-carbon double bond. For open-chain monoalkenes, the formula is CnH2n. Each double-bonded carbon is sp2 hybridised, trigonal planar and has one sigma and one pi bond. The pi bond is electron-rich and weaker than a sigma bond, making alkenes more reactive than alkanes. NCERT focuses on IUPAC naming, geometrical isomerism, preparation by dehydration of alcohols and dehydrohalogenation of alkyl halides, physical properties, electrophilic addition, Markovnikov's rule, peroxide effect, oxidation and polymerisation. For NEET, the key is to predict major products using carbocation stability, understand anti-Markovnikov addition only for HBr with peroxide, and remember oxidation products.
- 1The π bond is the reactive site because it is exposed above and below the molecular plane.
- 2Geometrical isomerism arises due to restricted rotation around C=C.
- 3Dehydration of alcohols follows Saytzeff rule in many cases: more substituted alkene is major.
- 4Electrophilic addition often proceeds through carbocation intermediate.
- 5Carbocation stability controls regioselectivity and rearrangements.
- 6Bromine water and Baeyer's reagent are tests for unsaturation.
- 7Polymerisation converts many small alkene molecules into useful polymers.
Markovnikov Memory
Rich get richer: the carbon already having more H gets another H during normal HX addition.
Peroxide Effect Memory
Only HBr says 'BRO' to peroxide. HCl and HI do not show peroxide effect in NCERT/NEET.
Polymer Example
Ethene polymerises to polythene, used in plastic bags, bottles and insulation materials.
Solved Concept
Propene plus HBr without peroxide gives 2-bromopropane by Markovnikov addition. With peroxide, it gives 1-bromopropane.
Applying Peroxide Effect to HCl or HI
Anti-Markovnikov addition with peroxide is important only for HBr, not for HCl or HI.
Forgetting Carbocation Rearrangement
If a more stable carbocation can form by hydride or methyl shift, rearranged products may appear.
Confusing Addition and Substitution
Alkenes usually undergo addition across C=C, not substitution like alkanes or benzene.
Formula for open-chain hydrocarbons with one double bond.
Variables
n=Number of carbon atoms
Alkene adds hydrogen in presence of Ni, Pt or Pd to give alkane.
Variables
R, R'=Hydrogen or alkyl groups attached to double-bonded carbons
Alkynes
Overview
Alkynes are unsaturated hydrocarbons containing at least one carbon-carbon triple bond. Open-chain monoalkynes have the formula CnH2n−2. Each triply bonded carbon is sp hybridised and linear with a bond angle of 180°. The triple bond has one sigma and two pi bonds, so alkynes undergo addition reactions like alkenes, but often in two steps. A unique NCERT feature is the acidic nature of terminal alkynes because sp carbon has 50% s-character and holds electrons more tightly, stabilising the acetylide ion. Alkynes are prepared by double dehydrohalogenation of dihalides and from calcium carbide. NEET commonly tests acidity order, metal acetylide formation, addition reactions, oxidation and conversion of ethyne to benzene.
- 1The carbon-carbon triple bond is shorter and stronger than double and single bonds.
- 2Terminal alkynes form acetylides with sodium, ammoniacal AgNO3 and ammoniacal Cu2Cl2.
- 3Hydration of ethyne gives acetaldehyde through unstable enol intermediate.
- 4Partial hydrogenation with Lindlar catalyst gives cis-alkene.
- 5Reduction with sodium in liquid ammonia gives trans-alkene.
- 6Alkynes can decolourise bromine water and alkaline KMnO4.
- 7Ethyne is industrially important in welding and organic synthesis.
Acidity Trick
More s means more acidic: sp has 50% s-character, so terminal alkynes are the most acidic among simple hydrocarbons.
Triple Bond Addition Trick
Triple bond has two π bonds, so think 'two tickets available' for addition reactions.
Welding Example
Ethyne burns with oxygen to produce a very hot oxy-acetylene flame used for welding and cutting metals.
Solved Concept
Propyne reacts with ammoniacal AgNO3 to give a precipitate, but 2-butyne does not because 2-butyne has no terminal acidic hydrogen.
Calling All Alkynes Acidic
Only terminal alkynes with -C≡C-H show acidic hydrogen and form metal acetylides.
Forgetting Hydration Tautomerism
Hydration first gives an enol, which rearranges to aldehyde or ketone. Ethyne gives acetaldehyde.
Wrong Stereochemistry in Reduction
Lindlar catalyst gives cis-alkene, while Na/liquid NH3 gives trans-alkene.
Formula for open-chain hydrocarbons with one triple bond.
Variables
n=Number of carbon atoms
Laboratory and industrial method for preparing ethyne.
Variables
CaC2=Calcium carbide
C2H2=Ethyne or acetylene
Aromatic Hydrocarbons
Overview
Aromatic hydrocarbons contain benzene-like cyclic, planar and conjugated π systems with special stability. Benzene, C6H6, has six sp2 carbons in a hexagonal ring; all C-C bonds are equal because π electrons are delocalised. It obeys Huckel's 4n+2 rule with six π electrons, making it aromatic. Because addition reactions would destroy aromaticity, benzene mainly undergoes electrophilic substitution reactions such as nitration, halogenation, sulphonation, Friedel-Crafts alkylation and Friedel-Crafts acylation. The mechanism involves generation of electrophile, attack on benzene to form sigma complex, and loss of proton to restore aromaticity. NEET also tests directive influence: activating groups usually direct ortho/para, while deactivating groups usually direct meta, with halogens as exceptions.
- 1Benzene resonance explains equal bond lengths and extra stability.
- 2Electrophilic aromatic substitution restores aromaticity in the final step.
- 3The sigma complex or arenium ion is resonance-stabilised but non-aromatic.
- 4Activating groups increase ring reactivity by donating electron density.
- 5Deactivating groups reduce ring reactivity by withdrawing electron density.
- 6Ortho/para directors stabilise sigma complex at ortho and para positions.
- 7Meta directors make ortho/para sigma complexes highly unstable.
- 8Friedel-Crafts reactions fail with strongly deactivated rings and aniline-like Lewis base complexes.
Aromaticity Checklist
Remember PPC-H: Planar, cyclic, conjugated, Huckel 4n+2.
Meta Directors
Most groups with multiple bonds to electronegative atoms are meta directors: -NO2, -CN, -CHO, -COOH, -SO3H.
Halogen Exception
Halogens are 'slow but guiding': they deactivate the ring but guide incoming electrophile to ortho and para positions.
Nitration Example
Benzene treated with concentrated HNO3 and concentrated H2SO4 forms nitrobenzene through electrophile NO2+.
Directive Influence Example
Toluene gives mainly ortho- and para-nitrotoluene on nitration because the methyl group is activating and ortho/para directing.
Treating Benzene Like Cyclohexatriene
Benzene does not have alternating short and long bonds; all C-C bonds are equal due to resonance.
Forgetting Catalyst in Halogenation
Benzene needs Lewis acid catalyst like FeCl3 or FeBr3 for halogenation.
Wrong Directive Effect of Halogens
Halogens are deactivating but ortho/para directing due to resonance donation.
Assuming Friedel-Crafts Always Works
Friedel-Crafts reactions do not work well with strongly deactivated rings and may fail with groups that complex with AlCl3.
Molecular formula of benzene, the parent aromatic hydrocarbon.
Variables
C=Carbon atom
H=Hydrogen atom
Criterion for aromaticity in cyclic, planar, fully conjugated systems.
Variables
n=0, 1, 2, 3... integer
Reactions & Applications
Overview
Hydrocarbons are not only reaction types in organic chemistry but also major fuels and industrial raw materials. Their important reactions include combustion, substitution, addition, oxidation, cracking, reforming, polymerisation and electrophilic aromatic substitution. Complete combustion produces carbon dioxide, water and heat, making hydrocarbons useful fuels; incomplete combustion produces carbon monoxide and soot, which are harmful. Petroleum and natural gas are natural mixtures of hydrocarbons separated and processed for petrol, diesel, kerosene, LPG, CNG and petrochemicals. Alkenes are key monomers for plastics, alkynes are useful in welding and synthesis, and aromatic hydrocarbons are used in dyes, drugs and polymers. NEET also asks environmental effects: greenhouse gases, photochemical smog, carcinogenic polynuclear aromatic hydrocarbons and toxicity.
- 1Reaction choice depends on saturation and aromaticity.
- 2Alkanes: combustion, halogenation and pyrolysis are most important.
- 3Alkenes/alkynes: addition, oxidation and polymerisation dominate.
- 4Benzene: electrophilic substitution dominates to preserve aromaticity.
- 5Petroleum refining includes fractional distillation, cracking and reforming.
- 6Incomplete combustion is dangerous because carbon monoxide binds haemoglobin strongly.
- 7Hydrocarbon pollution contributes to smog, global warming and respiratory illness.
Combustion Products
Complete combustion is clean in equation: hydrocarbon + enough oxygen gives only CO2, H2O and heat.
Petroleum Column Trick
Light fractions fly higher; heavy fractions stay lower. So gases exit top, bitumen remains bottom.
Reaction Family Shortcut
Alkane substitutes, alkene adds, alkyne adds twice, benzene substitutes to save aromaticity.
CNG Example
Compressed natural gas is mainly methane. It burns more cleanly than petrol or diesel and is used as vehicle fuel.
Plastic Example
Ethene and propene form polythene and polypropylene, which are common packaging and household plastic materials.
Health Example
Carbon monoxide from incomplete combustion is dangerous because it forms carboxyhaemoglobin and reduces oxygen transport in blood.
Ignoring Oxygen Supply
Combustion products depend on oxygen. Limited oxygen produces CO or carbon soot, not only CO2.
Confusing Cracking with Combustion
Cracking breaks large hydrocarbons into smaller hydrocarbons; combustion oxidises hydrocarbons to CO2/H2O.
Calling All Aromatics Safe
Many aromatic hydrocarbons, especially polynuclear aromatic hydrocarbons, are toxic or carcinogenic.
Forgetting Industrial Role of Alkenes
Alkenes are not mainly fuels in NEET questions; they are especially important as polymer monomers and synthetic intermediates.
Complete combustion of methane, the main component of natural gas.
Variables
CH4=Methane
O2=Oxygen
Limited oxygen supply can form poisonous carbon monoxide.
Variables
CO=Carbon monoxide, a toxic gas
Formula Sheet
10Used for open-chain saturated hydrocarbons containing only single bonds.
Variables
n=Number of carbon atoms
Used for open-chain hydrocarbons containing one carbon-carbon double bond.
Variables
n=Number of carbon atoms
Used for open-chain hydrocarbons containing one carbon-carbon triple bond.
Variables
n=Number of carbon atoms
A planar, cyclic, fully conjugated system is aromatic if it has 4n + 2 π electrons.
Variables
n=Non-negative integer: 0, 1, 2, 3...
Formula for acyclic saturated hydrocarbons.
Variables
n=Number of carbon atoms in the alkane
5 more formulas locked
Sign up free to access all formulas with variables and explanations.
Quick Revision
12 Sign up to accessUnlock 12 Quick Revision Points
Sign up free to access all content, practice PYQs, and get AI explanations.
NEET PYQs — Hydrocarbons
60 Sign up to accessShowing 3 of 60 questions. Sign up to practice all with answers, explanations, and AI help.
The number of chlorine atoms present in the organic products X and Y of the following reactions, respectively, are:
Which one of the following compounds does not decolourize bromine water?
How many products (including stereoisomers) are expected from monochlorination of the following compound?
Unlock the full Hydrocarbons experience
All diagrams, videos, quick revision, PYQ practice with AI explanations — plus mock tests, flashcards, and a personalised study plan.