Organic compounds characterized by the presence of a carboxyl group (–COOH) functional group
Carboxyl group
Consists of a carbonyl group (C=O) bonded to a hydroxyl group (–OH), both attached to the same carbon atom (the carboxyl carbon)
Acidity of carboxylic acids
They are weak acids, meaning they can donate a proton (H⁺ ion) when dissolved in water. This is due to the presence of the hydroxyl group, which can easily release a proton.
Naming carboxylic acids
1. Replace the -e ending of the corresponding alkane with -oic acid
2. For example, methane becomes methanoic acid and ethane becomes ethanoic acid
Carboxylic acids
They are polar molecules due to the electronegativity difference between carbon, oxygen, and hydrogen atoms in the functional group
They have higher boiling points compared to hydrocarbons of similar molecular weight due to hydrogen bonding between carboxylic acid molecules
Many have distinctive odors and are responsible for the smell of certain foods and substances
Neutralization reaction of carboxylic acids
Reaction with bases to form salts and water
Esterification reaction of carboxylic acids
Reaction with alcohols to form esters and water
Reduction of carboxylic acids
Using reducing agents like lithium aluminum hydride (LiAlH₄) to form alcohols
Chemical Structure: Ketones are organic compounds characterized by the presence of a carbonyl group (C=O), where the carbon atom is bonded to two other carbon atoms. The carbonyl group is flanked by two alkyl or aryl groups.
Functional Group: The carbonyl group consists of a carbon atom doubly bonded to an oxygen atom. In a ketone, this carbonyl group is bonded to two other carbon atoms.
Naming: Ketones are named by replacing the -e e
Ketones
Polar molecules due to the electronegativity difference between carbon and oxygen atoms in the carbonyl group
Have higher boiling points compared to hydrocarbons of similar molecular weight due to dipole-dipole interactions between ketone molecules
Some exhibit distinctive odors, e.g. acetone has a characteristic fruity smell
Nucleophilic addition reactions at the carbonyl carbon of ketones
Forming products such as alcohols
Reduction of ketones
To secondary alcohols using reducing agents like sodium borohydride (NaBH4) or lithium aluminum hydride (LiAlH4)
Oxidation of ketones
To form carboxylic acids, although this reaction is less common compared to aldehydes
Amines
Organic compounds characterized by the presence of a nitrogen atom (N) bonded to one or more alkyl or aryl groups
Amines
Derivatives of ammonia (NH3), where one or more hydrogen atoms are replaced by alkyl or aryl groups
Amino group
The functional group in amines, consisting of a nitrogen atom bonded to two hydrogen atoms
Types of amines
Primary amines
Secondary amines
Tertiary amines
Primary amines
One alkyl or aryl group and two hydrogen atoms bonded to the nitrogen atom
Secondary amines
Two alkyl or aryl groups and one hydrogen atom bonded to the nitrogen atom
Tertiary amines
Three alkyl or aryl groups bonded to the nitrogen atom
Naming amines
Amines are named by adding the suffix -amine to the name of the alkyl or aryl group(s) attached to the nitrogen atom. In the case of primary and secondary amines, the prefix N- is used to indicate the position of the amino group.
Amines
Polar molecules due to the electronegativity difference between nitrogen and carbon atoms
Soluble in polar solvents like water
Often have a characteristic, unpleasant odor, particularly the lower-molecular-weight ones
Amines act as weak bases
Readily accepting protons (H⁺ ions) to form ammonium ions (NH4⁺) in acidic conditions
Alkylation and acylation reactions of amines
Alkyl or acyl groups are introduced onto the nitrogen atom
Amine salt formation
Amines can form salts with acids, such as ammonium salts, through protonation of the amino group
Condensation reactions of amines
Amines can participate in condensation reactions to form imines or enamines by reacting with carbonyl compounds like aldehydes or ketones
Phenols
Organic compounds characterized by the presence of a hydroxyl group (-OH) attached directly to an aromatic benzene ring
Functional group of phenols
The hydroxyl group is directly bonded to one of the carbon atoms in the benzene ring, making them distinct from alcohols where the hydroxyl group is attached to an aliphatic carbon chain
Phenols
Polar molecules due to the electronegativity difference between the oxygen atom in the hydroxyl group and the carbon atoms in the benzene ring
Acidity of phenols
Weakly acidic due to the presence of the hydroxyl group. The hydroxyl group can donate a proton (H⁺ ion) in solution, making phenols slightly acidic. However, they are generally less acidic than carboxylic acids.
Phenols
Often have distinctive odors
Commonly found in aromatic substances such as essential oils
Phenol substitution reactions
1. Hydroxyl group is replaced by another functional group
2. Common reactions include halogenation, nitration, and sulfonation
Phenol esterification reactions
Reaction with carboxylic acids to form esters
Phenols
Can form hydrogen bonds with other molecules due to the presence of the hydroxyl group, influencing their solubility and boiling points
(LiAlH4) is commonly used to reduce:
Carbonyl compounds (aldehydes, ketones)
Carboxylic acids
Esters
Amides
Acid chlorides
Epoxides
Lithium (Li+): Crimson red
Sodium (Na+): Yellow
Potassium (K+): Lilac
Calcium (Ca2+): Brick red (Orange-red)
Barium (Ba2+): Pale green or apple green
Strontium (Sr2+): Crimson red (similar to lithium but darker)
Copper (Cu2+): Blue or green, depending on the oxidation state
Lead (Pb2+): Bluish-white (may be difficult to see in a normal flame)
Selenium (Se2-): Pale blue (non-metal)
Any half-cell that has a positive value when connected to the SHE undergoes reduction and so contains a species which is an oxidising agent towards H+ ions .
Any half-cell that has a negative value when connected to the SHE undergoes oxidation and so contains a species which is a reducing agent towards H2 molecules.