Class 10 › Science › Chapter 4
Carbon and its Compounds
Covalent bonding, versatile nature of carbon, hydrocarbons, functional groups, homologous series, nomenclature, chemical properties, ethanol, ethanoic acid, and soaps and detergents.
- Carbon makes up only ~0.02% of the earth's crust (minerals, coal, petroleum) and 0.03% of the atmosphere (as CO2), yet all living things, food, clothes and medicines are carbon-based.
- Why not ionic? Carbon (atomic number 6, configuration 2,4) has 4 valence electrons. Gaining 4 would make C4− (6 protons holding 10 electrons is hard); losing 4 would make C4+ (needs a large energy). So carbon shares electrons.
| Molecule | Electrons needed | Bond type |
|---|---|---|
| H2 (H–H) | 1 each (K shell needs 2) | Single bond (1 shared pair) |
| Cl2 (Cl–Cl) | 1 each (valence 7) | Single |
| O2 (O=O) | 2 each (valence 6) | Double bond (2 pairs) |
| N2 (N≡N) | 3 each (valence 5) | Triple bond (3 pairs) |
| H2O, NH3, CH4 | O, N, C share with 2, 3, 4 hydrogens | All single bonds |
Properties
Strong bonds within molecules but weak intermolecular forces, so low melting and boiling points. No ions form, so they are generally poor conductors of electricity.
Data (K)
Methane CH4: m.p. 90, b.p. 111
Ethanol: 156, 351
Chloroform: 209, 334
Acetic acid: 290, 391. All low compared with ionic compounds.
- Methane is a major component of bio-gas and CNG.
3-D rigid structure
Each carbon bonded to 4 others. Hardest known substance. Can be made synthetically at very high pressure and temperature.
Hexagonal layers
Each carbon bonded to 3 others in a plane (one double bond), layers stacked. Smooth, slippery and a good conductor of electricity.
C-60 football shape
First fullerene found, C-60 (Buckminsterfullerene), named after architect Buckminster Fuller's geodesic dome.
- Diamond and graphite differ in physical properties (different bonding arrangement) but have the same chemical properties.
Carbon-carbon bonding
The unique ability to form bonds with other carbon atoms, giving long chains, branched chains and rings with single, double or triple bonds. The C–C bond is very strong. Silicon hydrides form chains of only 7 to 8 atoms and are very reactive.
Valency of 4
Carbon bonds with four other atoms (C, H, O, N, S, Cl, etc.). Its small size lets the nucleus hold shared electrons tightly, so bonds with most elements are strong and compounds stable.
- Millions of carbon compounds are known, far more than those of all other elements combined.
- Organic compounds: once thought to need a "vital force". Wöhler (1828) disproved this by making urea from ammonium cyanate. Carbides, oxides of carbon, carbonates and hydrogencarbonates are not studied under organic chemistry.
Only single C–C bonds
Alkanes: general formula CnH2n+2. Not very reactive. Example: ethane C2H6.
Double bond: Alkenes
General formula CnH2n. Ethene C2H4 (H2C=CH2). More reactive.
Triple bond: Alkynes
General formula CnH2n−2. Ethyne C2H2 (HC≡CH). More reactive.
- Hydrocarbons: compounds of only carbon and hydrogen.
- Ethane has 7 covalent bonds (1 C–C + 6 C–H).
| C atoms | Name | Formula |
|---|---|---|
| 1 | Methane | CH4 |
| 2 | Ethane | C2H6 |
| 3 | Propane | C3H8 |
| 4 | Butane | C4H10 |
| 5 | Pentane | C5H12 |
| 6 | Hexane | C6H14 |
- Structural isomers: compounds with the same molecular formula but different structures. Butane (C4H10) has 2: straight chain (n-butane, C–C–C–C) and branched (a C–C–C chain with a CH3 on the middle carbon). Pentane has 3.
- Rings: cyclohexane C6H12 (saturated ring); benzene C6H6 (unsaturated ring with alternate double bonds). Cyclopentane is C5H10.
- Straight, branched and cyclic compounds may all be saturated or unsaturated.
| Class | Functional group | Example |
|---|---|---|
| Haloalkane | −Cl, −Br (replaces H) | CH3CH2Cl |
| Alcohol | −OH | CH3CH2OH |
| Aldehyde | −CHO (C=O with one H) | CH3CHO |
| Ketone | >C=O (inside the chain) | CH3COCH3 |
| Carboxylic acid | −COOH | CH3COOH |
- Successive members differ by a −CH2− unit (14 u in mass: 12 + 2).
- Alcohols: CH3OH, C2H5OH, C3H7OH, C4H9OH. Alkenes: C2H4, C3H6, C4H8, C5H10.
- Physical properties (m.p., b.p., solubility) show a gradation as molecular mass increases.
- Chemical properties stay similar, since they depend on the functional group.
| Class | Prefix / suffix | Example (3 C) |
|---|---|---|
| Haloalkane | Prefix chloro-, bromo- | Chloropropane, bromopropane |
| Alcohol | Suffix -ol | Propanol |
| Aldehyde | Suffix -al | Propanal |
| Ketone | Suffix -one | Propanone |
| Carboxylic acid | Suffix -oic acid | Propanoic acid |
| Alkene | Suffix -ene | Propene |
| Alkyne | Suffix -yne | Propyne |
- CH3CH2Br is bromoethane; HCHO is methanal.
Burns to CO2 + H2O + heat and light
C + O2 → CO2 + heat + light
CH4 + 2O2 → CO2 + 2H2O
CH3CH2OH + 3O2 → 2CO2 + 3H2O
Alcohol to carboxylic acid
CH3CH2OH → CH3COOH using alkaline KMnO4 + heat, or acidified K2Cr2O7 + heat. These are oxidising agents (they add oxygen).
Unsaturated + H2
Alkene + H2 → alkane, with a Ni or Pd catalyst. Used in hydrogenation of vegetable oils (unsaturated) to make saturated fats.
Cl replaces H
CH4 + Cl2 → CH3Cl + HCl (in sunlight). Saturated hydrocarbons are otherwise unreactive.
- Test for unsaturation: unsaturated compounds burn with a sooty yellow flame and add H2 (hydrogenation); saturated compounds burn with a clean flame.
- Catalyst: a substance that makes a reaction occur or change its rate without being affected itself.
- A liquid at room temperature, soluble in water in all proportions; a good solvent (tincture iodine, cough syrups, tonics); the active ingredient of alcoholic drinks.
- Pure ethanol is called absolute alcohol.
Harm
Large quantities depress the central nervous system (loss of coordination, confusion, stupor). Long-term use causes health problems. Methanol is oxidised to methanal in the liver; even a small amount can cause death and blindness (optic nerve).
Industrial ethanol
Made unfit to drink by adding poisonous substances such as methanol, and coloured blue with a dye.
Alcohol as fuel
Ethanol is made by fermenting sugarcane molasses; used as a petrol additive. It burns cleanly to CO2 and H2O in sufficient air.
- A carboxylic acid. 5 to 8% solution in water is vinegar (preservative in pickles). Pure acid freezes at 290 K in winter, hence glacial acetic acid.
- A weak acid: unlike HCl it is not completely ionised, so it shows a higher pH than HCl of equal concentration (Act. 4.7).
| Test | Ethanol | Ethanoic acid |
|---|---|---|
| Litmus | No change (neutral) | Blue litmus turns red |
| NaHCO3 | No reaction | Brisk effervescence (CO2) |
| State, m.p. | Liquid; m.p. 156 K | Freezes easily; m.p. 290 K |
Soap
Reacts with Ca2+ and Mg2+ salts to form insoluble scum (curdy white precipitate) and little foam, so more soap is needed.
Work in hard water
Sodium salts of sulphonic acids or ammonium salts with chloride or bromide ions; long hydrocarbon chain. Their charged ends do not form insoluble precipitates with Ca2+/Mg2+. Used in shampoos and clothes cleaners.
- Soap is basic: it turns red litmus blue and leaves blue litmus unchanged.
| Concept | Remember |
|---|---|
| Covalent bond | Sharing of electron pairs; single, double, triple |
| Carbon's versatility | Tetravalency + catenation (+ small size) |
| General formulas | Alkane CnH2n+2; alkene CnH2n; alkyne CnH2n−2 |
| Homologous series | Same functional group; differ by −CH2− |
| Addition reaction | Unsaturated + H2 (Ni/Pd) → saturated |
| Substitution | Alkane + Cl2 (sunlight) → chloroalkane + HCl |
| Esterification / saponification | Acid + alcohol → ester; ester + NaOH → alcohol + soap salt |
• Calling covalent compounds good conductors or high-melting; they are poor conductors with low m.p.
• Forgetting to drop the final 'e' (propan + one) when the suffix starts with a vowel.
• Mixing up aldehyde (−CHO at chain end) and ketone (C=O inside the chain).
• Saying ethanoic acid is a strong acid; it is weak.
• Saying diamond and graphite differ chemically; they differ only physically.
• Writing an unbalanced combustion equation: CH3CH2OH + 3O2 → 2CO2 + 3H2O.
• Thinking soap works in hard water; it forms scum, detergents do not.