Grade 12 Organic Chemistry – Comprehensive Study Notes

BASIC UNDERSTANDING

  • Organic Chemistry – branch of chemistry that studies carbon‐containing compounds.

  • Organic molecules – any molecule that contains at least one C atom.

  • Elements commonly present in Grade 12 organic compounds:

    • Carbon (C), Hydrogen (H), Oxygen (O)

    • Halogens: Bromine (–Br), Chlorine (–Cl), Iodine (–I) → shown collectively as –X

CARBON CLASSIFICATION

  • Primary C (1°) – attached to ONE other carbon.

  • Secondary C (2°) – attached to TWO other carbons.

  • Tertiary C (3°) – attached to THREE other carbons.

  • Rule applies analogously to alcohols when –OH is bonded to these carbons (primary, secondary, tertiary alcohols).

BASIC TERMINOLOGIES

  • Hydrocarbons – compounds containing only C and H.

  • Saturated hydrocarbons – only single C–C bonds.

  • Unsaturated hydrocarbons – at least one C=C or C≡C bond.

  • Homologous series – family with same functional group & general formula; successive members differ by a \text{–CH}_2 unit.

  • Functional group – atom/group/bond that determines chemical & physical properties.

  • Molecular formula – actual number of each atom in a molecule.

  • Condensed structural formula – shows bonding sequence without all bond lines.

  • Structural formula – displays every atom and all bonds.

  • Isomers – same molecular formula, different structural formulae.

ORGANIC MOLECULAR STRUCTURES & HOMOLOGOUS SERIES

  • Table summary (≤ 8 carbons):

    • Alkanes \text{C}n\text{H}{2n+2} suffix –ane FG: None

    • Alkenes \text{C}n\text{H}{2n} suffix –ene FG: C=C

    • Alkynes \text{C}n\text{H}{2n-2} suffix –yne FG: C≡C

    • Haloalkanes \text{C}n\text{H}{2n+1}X prefix: halo- FG: C–X

    • Alcohols \text{C}n\text{H}{2n+1}OH suffix –ol FG: –OH

    • Aldehydes \text{C}n\text{H}{2n}O suffix –al FG: –CHO

    • Ketones \text{C}n\text{H}{2n}O suffix –one FG: –CO– (carbonyl in chain)

    • Carboxylic acids \text{C}n\text{H}{2n}O_2 suffix –oic acid FG: –COOH

    • Esters \text{C}n\text{H}{2n}O_2 suffix –oate FG: –COO–

IUPAC NAMING RULES (≤ 8 C, ≤ 1 FG type, ≤ 3 substituents)

  1. Identify functional group → choose suffix.

  2. Select longest chain containing FG (max 8 C).

  3. Number chain:

    • Begin nearest FG (or nearest substituent for alkanes/haloalkanes).

    • For multiple bonds use smaller locator of bonded C’s.

  4. Root names: \text{1 C meth–, 2 C eth–, 3 C prop–, 4 C but–, 5 C pent–, 6 C hex–, 7 C hept–, 8 C oct–, 9 C non–, 10 C dec–}

  5. Indicate FG position (except carboxylic acid & aldehyde – C1 implicit).

  6. Deal with substituents:

    • Prefix –yl for alkyl groups (methyl, ethyl).

    • Alphabetical order; use multiplicative prefixes di-, tri-, tetra-, etc.

    • Separate numbers with commas, numbers & letters with hyphens.

Examples:

  • 2,4,4-trimethylhexane (alkane)

  • 3,5,5-trimethyl-2-hexene (alkene)

  • 3-methyl-1-butyne (alkyne)

  • 3-ethyl-6-methylheptanoic acid (carboxylic acid)

  • Ethyl butanoate (ester)

  • 3,5-dimethylheptan-2-one (ketone)

  • 3-bromo-3-chloro-2-methylpentane (haloalkane)

  • 2,3,6-trimethyloctan-4-ol (alcohol)

STRUCTURE & PHYSICAL PROPERTIES

Investigated properties: Boiling point, Melting point, Vapour pressure.
Definitions:

  • Boiling point (bp) – T at which P{\text{vapour}} = P{\text{atm}}.

  • Melting point (mp) – T where solid ⇌ liquid.

  • Volatility – ease of vaporisation (high volatility → high vapour pressure, low bp).
    Intermolecular forces (IMF) in increasing strength:

  1. London/dispersion (induced dipole)

  2. Dipole–dipole

  3. Hydrogen bonding (H with N, O, F)
    General trend:

  • Stronger IMF → ↑ bp/mp, ↓ vapour pressure.

Relationships

  1. Functional group (polarity & H-bonding ability):
    Weak IMF (alkanes < alkenes < alkynes) < haloalkanes < esters < ketones ≈ aldehydes < alcohols < carboxylic acids (strongest; dimerise).

  2. Chain length: longer chain → larger surface area → stronger London forces → ↑ bp/mp, ↓ vapour pressure.

  3. Branching: branched chains hinder close packing → weaker London forces → ↓ bp/mp, ↑ vapour pressure compared with straight isomer.

Example MCQ (ordered by increasing bp): pentane < pentan-1-ol < pentanoic acid.

TYPES OF REACTIONS

1 Oxidation / Combustion

  • Reaction with O2; products always CO2 + H_2O + energy.

  • Generic: \text{alkane} + O2 \rightarrow CO2 + H_2O

  • Balancing tips: (i) place 2 before hydrocarbon, (ii) balance C, (iii) balance H, (iv) balance O.

2 Substitution (Saturated: alkanes, haloalkanes)

  • Functional group or H replaced by another FG; need heat/UV.

  • Halogenation: \text{alkane} + X_2 \rightarrow \text{haloalkane} + HX

  • Hydrolysis: \text{haloalkane} + H_2O \rightarrow \text{alcohol} + HX (or NaOH).

3 Addition (Unsaturated: alkenes, alkynes)

  • Break π-bond, form saturated product.

  • Follows Markovnikov’s rule (H adds to C already bearing more H) → major product.

  • Types:

    • Hydrogenation: \text{alkene} + H_2 \xrightarrow{\text{Pt/Ni}} \text{alkane}

    • Halogenation: \text{alkene} + X_2 \rightarrow \text{haloalkane}

    • Hydrohalogenation: \text{alkene} + HX \rightarrow \text{haloalkane}

    • Hydration: \text{alkene} + H2O \xrightarrow{\text{conc. H2SO_4}} \text{alcohol}

4 Elimination (Saturated to unsaturated)

  • Remove atoms/groups from adjacent C’s; often reverse of addition.

  • Zaitsev’s rule – most substituted alkene favoured.

  • Dehydrohalogenation: \text{haloalkane} \xrightarrow{\text{base}} \text{alkene} + HX

  • Dehydration of alcohols: \text{alcohol} \xrightarrow{\text{conc. H2SO4}} \text{alkene} + H_2O

  • Dehydrogenation: \text{alkane} \xrightarrow{\text{Pt/Ni}} \text{alkene} + H_2

  • Cracking: large alkane → shorter alkane + alkene.

5 Esterification

  • Alcohol + carboxylic acid \xrightarrow{\text{conc. H2SO4, \Delta}} ester + H_2O.

  • Ester named alkyl alkanoate (alkyl from alcohol, alkanoate from acid).

  • Example: butanol + propanoic acid → butyl propanoate + H_2O.

PLASTICS & POLYMERS

  • Macromolecule – very large molecule (many atoms).

  • Monomer – small molecule that can link repetitively.

  • Polymer – large molecule of covalently bonded repeating monomer units.

  • Polymerisation – reaction forming a polymer.

Addition polymerisation

  • Monomers must contain C=C/C≡C (same monomer usually).

  • No side product; polymer name = poly(monomer). Example: n(CH2=CH2) \rightarrow (CH2–CH2)_n (polyethene).

Condensation polymerisation

  • Two different monomers with functional groups (–COOH, –OH, –NH_2 …).

  • Small molecule (often H_2O) eliminated each linkage.

  • Example: formation of polyesters via esterification between diacid & diol.

Distinguishing features
  • Addition: double bond → single product.

  • Condensation: FG’s react → polymer + small molecule.

Industrial uses of polyethene (polythene)
  1. Sandwich & freezer bags

  2. Cling wrap

  3. Liners for ponds/tanks

  4. Car covers & moisture barriers in construction

  5. Squeeze bottles & water pipes

  6. Wire/cable insulation, extrusion coating, etc.

EXAM-STYLE ACTIVITIES (selected answers)

  • \text{C}2H4O_2 isomers: ethanoic acid (strong H-bond, low vapour pressure, higher bp) vs methyl methanoate (ester).

  • Complete combustion of octane: C8H{18} + \tfrac{25}{2}O2 \rightarrow 8CO2 + 9H_2O (or doubled).

  • Reaction identification: hydration vs hydrogenation, substitution vs hydrolysis, etc.

ETHICAL & PRACTICAL NOTES

  • Combustion releases energy but also CO_2 → greenhouse implications.

  • Plastic pollution arises from persistence of addition polymers like polyethene; motivates bio-degradable condensation polymers.

  • Industrial cracking provides economically valuable smaller olefins for polymer production.

QUICK REFERENCE EQUATIONS (all balanced)

  • Combustion: CH4 + 2O2 \rightarrow CO2 + 2H2O

  • Halogenation: C2H6 + Br2 \xrightarrow{hv} C2H_5Br + HBr

  • Hydrolysis: C2H5Br + H2O \rightarrow C2H_5OH + HBr

  • Hydrogenation: CH2=CH2 + H2 \xrightarrow{Ni} CH3CH_3

  • Dehydration: C2H5OH \xrightarrow{H2SO4,\Delta} CH2=CH2 + H_2O

  • Esterification: C3H7OH + CH3COOH \xrightarrow{H2SO4,\Delta} C3H7OOCCH3 + H_2O


These bullet-point notes cover every term, rule, trend, reaction, polymer concept, example and numerical reference presented in the transcript, providing a full study replacement for the original slides.