Functional group of an alcohol: Hydroxyl group -OH
General formula of an alcohol: CnH2n+1OH
Alcohols are named with one prefix and one suffix: Hydroxyl- OR -ol
Alcohols have hydrogen bonding due to the electronegativity difference in the OH bond
Alcohols have higher melting and boiling points compared to other hydrocarbons of similar chain lengths because they have hydrogen bonding, which is stronger than London forces
Solubility of alcohols in water depends on chain length: Soluble when short chain - OH hydrogen bonds to water; Insoluble when long chain - non-polarity of C-H bond takes precedence
Primary alcohol: C bonded to OH is only bonded to one other C atom
Secondary alcohol: C bonded to OH is bonded to two other C atoms
Tertiary alcohol: C bonded to OH is bonded to three other C atoms
Equation for the combustion of ethanol: C2H5OH(l) + 3O2(g) → 2CO2(g) + 3H2O(l)
Partially oxidizing a primary alcohol forms an aldehyde
Conditions for partial oxidation of a primary alcohol: Dilute sulphuric acid, potassium dichromate (VI), distill product as it’s produced, gentle heating
Equation for the partial oxidation of ethanol: CH3CH2OH(l) + [O] → CH3CHO(g) + H2O(l)
Fully oxidizing a primary alcohol forms a carboxylic acid
Conditions for full oxidation of a primary alcohol: Concentrated sulphuric acid, potassium dichromate (VI), reflux, strong heating
Equation for the full oxidation of ethanol: CH3CH2OH(l) + 2[O] → CH3COOH(g) + H2O(l)
Oxidizing a secondary alcohol forms a ketone
Conditions for oxidation of a secondary alcohol: Concentrated sulphuric acid, potassium dichromate (VI), strong heating
Equation for the oxidation of propan-2-ol: CH3CH(OH)CH3(l) + [O] → CH3COCH3(g) + H2O(l)
Tertiary alcohols cannot be oxidized
Dehydration reaction: A reaction where water is lost to form an organic compound
Products of dehydration reaction of alcohol: Alkene and water
Conditions required for dehydration of alcohol: Concentrated sulfuric acid or concentrated phosphoric acid and 170°C
Products of halide substitution reaction with alcohol: Haloalkane and water
Halide used in halide substitution reaction: In the form of hydrogen halide, e.g., HBr
Hydrogen halide is made in situ by reacting a salt with acid to form the hydrogen halide, e.g., sodium bromide reacts with sulfuric acid to form HBr
Haloalkanes are saturated organic compounds that contain carbon atoms and at least one halogen atom
Halogenoalkanes are insoluble in water because C-H bonds are non-polar and not compensated for enough by C-X bond polarity
Halogenoalkanes have a polar bond because halogen has a higher electronegativity than carbon
They have permanent dipole-dipole and London forces of attraction due to C-X bond polarity creating permanent dipoles
Higher boiling points are observed in halogenoalkanes with increased carbon chain length and halogens further down group 7
The mass of a haloalkane is greater than that of an alkane of the same chain length because the mass of halogen is greater than the mass of hydrogen
The strength of the carbon-halogen bond is the most important factor in determining halogen reactivity
F would be the most reactive based on bond polarity, as it is the most polar bond
I would be the most reactive based on bond enthalpies, as it has the lowest bond enthalpy
A primary halogen is when the halogen atom is present at the end of the chain
A nucleophile is an electron pair donor
Examples of nucleophiles include :OH, :CN, and :NH3
Nucleophilic substitution is a reaction where a nucleophile donates a lone pair of electrons to a delta+carbon atom, causing a delta− atom to leave the molecule
Hydrolysis is a reaction where water is a reactant