Structure: Carboxylic acids contain a carboxyl group (COOH) that includes a carbonyl (C=O) and a hydroxyl (-OH) group.
Nomenclature: The IUPAC name ends with the suffix -oic acid. For example, a six-carbon chain with a carboxylic group is named hexanoic acid.
Example: For a compound with substituents:
Identify the longest carbon chain containing the functional group.
For a compound with four bromo and three methyl substituents, it is named 4-bromo-3-methylhexanoic acid.
Esters
Structure: Esters have a carbonyl group (C=O) bonded to an oxygen atom, which is further connected to another alkyl group.
Nomenclature: Esters are named by taking the alcohol and carboxylic acid components:
Replace the -ol in alcohol with -yl and the -oic acid in acid with -ate.
Example: Combining 1-bromo-2-butanol with 4-bromo-3-methylhexanoic acid yields 1-bromo-2-butyl-4-bromo-3-methylhexanoate.
Formation: The reaction that forms an ester is called esterification, a dehydration reaction where water is removed.
Amines
Structure: Amines are organic derivatives of ammonia (NH₃) with hydrogen atoms replaced by alkyl groups.
Classification:
Primary amines have one alkyl group (e.g., RNH₂)
Secondary amines have two alkyl groups (e.g., R₂NH)
Tertiary amines have three alkyl groups (e.g., R₃N)
Nomenclature: Lists of alkyl groups in alphabetical order followed by -amine (e.g., butylethylamine).
Esterification Reaction
Overview: Esterification describes the reaction between a carboxylic acid and an alcohol, producing an ester and water.
Mechanism: Water is removed during the formation of the ester bond. The H of the alcohol and the OH of the carboxylic acid form water, while the remaining parts bond.
Hydrolysis of Esters
Types:
Acid Hydrolysis: Requires an acid, retaining the carboxylic acid structure.
Base Hydrolysis (Saponification): Forms a carboxylate ion without the hydrogen, effectively removing the acid portion.
Outcome: Hydrolysis breaks down the ester back into an alcohol and carboxylic acid (or carboxylate).
Carbohydrates
Definition: Carbohydrates consist of carbon, hydrogen, and oxygen in a 1:2:1 ratio, generally forming sugar units.
Types:
Monosaccharides: Single sugar units (e.g., glucose)
Disaccharides: Composed of two monosaccharides (e.g., sucrose)
Polysaccharides: Long chains of monosaccharide units (e.g., glycogen)
Glycosidic Bonds: Formed by dehydration reactions between monosaccharides, producing disaccharides and polysaccharides.
Chirality
Definition: Chirality indicates a molecule that is non-superimposable on its mirror image.
Example: Human hands are chiral objects, being mirror images that cannot be perfectly aligned.
Lipids
Classification: Major types include fatty acids, waxes, and triacylglycerols (triglycerides).
Fatty Acids: Long-chain carboxylic acids that can be saturated (no double bonds) or unsaturated (one or more double bonds).
Waxes: Long-chain fatty acids esterified with long-chain alcohols.
Triacylglycerols: Glycerol bonded to three fatty acids via ester bonds; important in physical properties like fats and oils.
Reactions Involving Biomolecules
Dehydration of Carbohydrates: Forms glycosidic bonds between monosaccharides, leading to disaccharides and polysaccharides.
Response to Unsaturation: Hydrogenation of unsaturated fatty acids converts them into saturated counterparts by adding hydrogen.
Reduction: Converting carbohydrates into sugar alcohols (identified by the suffix -itol). Examples include ribitol and sorbitol.
Oxidation: Occur only in aldoses, transforming them into sugar acids (with the suffix -onic acid), like gluconic acid.
Esterification: Similar reaction as waxes and other type lipids, forming esters through carboxylic acids and alcohols.
Protein Structures and Classifications
Protein Classes: Understand the basic categories (e.g., contractile proteins like actin and myosin).
Structural Types:
Primary: Linear chains of amino acids.
Secondary: Localized folding into structures like alpha helices or beta sheets.
Tertiary: 3D structures due to interactions among side chains.
Quaternary: Assembly of multiple polypeptide chains into a functional protein.