Organic Chemistry

Master nomenclature, functional groups, reaction types, mechanisms, and stereoisomerism for IB Chemistry.

# Organic Chemistry (IB)

IB Organic Chemistry covers nomenclature, functional groups, types of reactions, and at HL, reaction mechanisms (SN1, SN2, electrophilic addition) and stereoisomerism.


1. Homologous Series and Functional Groups

Series Functional Group General Formula Suffix
Alkanes C−C single bonds CnH2n+2C_nH_{2n+2} -ane
Alkenes C=C double bond CnH2nC_nH_{2n} -ene
Alcohols −OH CnH2n+1OHC_nH_{2n+1}OH -ol
Aldehydes −CHO -al
Ketones −CO− -one
Carboxylic acids −COOH -oic acid
Esters −COO− -oate
Amines −NH₂ -amine
Halogenoalkanes −X (Cl, Br, I) prefix: chloro-, bromo-

2. Types of Reactions

Type Description Example
Combustion Burning in O₂ CH₄ + 2O₂ → CO₂ + 2H₂O
Substitution One atom/group replaces another CH₃Br + NaOH → CH₃OH + NaBr
Addition Atoms add across C=C C₂H₄ + HBr → C₂H₅Br
Elimination Small molecule lost, C=C formed C₂H₅OH → C₂H₄ + H₂O
Condensation Two molecules join, losing H₂O Acid + alcohol → ester + H₂O
Oxidation Gain O or lose H Primary alcohol → aldehyde
Reduction Lose O or gain H Aldehyde → primary alcohol

3. Key Reactions

Alkenes: electrophilic addition (HBr, Br₂, H₂O), polymerisation Alcohols: oxidation (1° → aldehyde → acid; 2° → ketone), dehydration, esterification Halogenoalkanes: nucleophilic substitution (NaOH, KCN, NH₃), elimination


4. Mechanisms (HL)

SN1 (Tertiary)

  1. C−X breaks heterolytically → carbocation + X⁻
  2. Nucleophile attacks carbocation Rate = k[RX]

SN2 (Primary)

  1. Nucleophile attacks C simultaneously as X leaves Rate = k[RX][Nu⁻]

Electrophilic Addition (Alkenes)

  1. Electrophile attracted to C=C π bond
  2. Carbocation intermediate forms
  3. Nucleophile attacks carbocation

5. Stereoisomerism

E/Z (geometric) isomerism: restricted rotation around C=C; different groups on each C

Optical isomerism: chiral centre (4 different groups on C); enantiomers are non-superimposable mirror images; rotate plane-polarised light in opposite directions


6. Practice Questions

    1. Name and draw the structural formula of 2-methylpropan-1-ol.
    1. Write equations for the oxidation of butan-1-ol to (a) butanal and (b) butanoic acid.
    1. Draw the mechanism for electrophilic addition of HBr to propene.
    1. Identify the chiral centre in 2-bromobutane.
    1. What type of reaction occurs between ethanoic acid and methanol? Write the equation.

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Summary

  • Functional groups determine chemical properties
  • Key reactions: addition, substitution, elimination, condensation, oxidation
  • HL mechanisms: SN1, SN2, electrophilic addition
  • Stereoisomerism: E/Z (geometric) and optical (chiral centre)

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