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Hydrocarbons Introduction to Organic Molecules Organic Chemistry: (1828) Friedrich Wohler first synthesized an organic compound from an inorganic source leading to the birth of Organic Chemistry. Organic chemistry is the study of carbon containing compounds except elemental carbon (diamond, graphite, coal), CO2, CO, carbonates (CO32- group) and cyanides (CN- group); Which are all considered inorganic molecules. Organic Chemistry • Carbon has the ability to form long chains. • Without this property, large biomolecules such as proteins, lipids, carbohydrates, and nucleic acids could not form. • Carbon easily forms bonds with other non-metal atoms. Alkanes Hydrocarbons • The simplest organic molecules containing only carbon and hydrogen atoms • Four basic types: Alkanes Alkenes Alkynes Aromatic hydrocarbons IUPAC Names for the First Ten ContinuousChain Alkanes. • Saturated hydrocarbons. “Saturated” with hydrogens. Only single bonds. • Also called “Paraffins” • Relatively unreactive; however, highly combustible. IUPAC refers to the standard system of chemical nomenclature set forth by the International Union of Pure and Applied Chemistry. 1 – The simplest alkane is methane (CH4) – the primary compound in natural gas. – Ethane (C2H6) – a minor component of natural gas. – Propane (C3H8) – a fuel for heating homes and cooking. – Octane (C8H18) – a fuel used for automobile combustion – Dodecadecane (C20H42) – solid wax used for making candles and as a lubricant All of these are straight-chained hydrocarbons (CnH2n+2). Alkanes can be separated from the complex hydrocarbon mixture present in petroleum. The separation into simpler mixtures is accomplished by means of a fractionating column called fractional distillation. Many structural isomers of these exist, known as branched alkanes. Alkenes - Contain at least one carbon–carbon double bond. - Unsaturated. Have fewer than maximum number of hydrogens. CnH2n Properties Similar to alkanes • Non-polar • Insoluble in water • Soluble in non-polar solvents • Less dense than water Alkynes • Contain at least one carbon–carbon triple bond. • Carbons in triple bond sp-hybridized and have linear geometry. • Also unsaturated. • CnH2n-2 Organic Functional Groups Aromatics • The chemically reactive group, or groups, on organic molecules where reactions tend to occur. Friedrich August KeKulé (1829-1896) First proposed a structure for benzene 2 Carboxylate salt Haloalkanes AKA “Halocarbons” •Class or organic compounds containing covalently bonded halogens. - ate : : .. .. : Sodium methanate - Na+ Alcohols • Organic compound containing one or more hydroxyl groups, (-OH). General formula R-OH. •Are named following the rules of hydrocarbons using the chloro, bromo, etc… prefixes Ethers Ether – a compound that has the functional group: Or, R–O–R Carbonyl Compounds • Contain C=O double bond. • Include many classes of compounds. 3 Aldehydes and Ketones The carbonyl group: Some common aldehydes and ketones: Aldehydes have at least one hydrogen attached to the carbonyl group. Ketones have two carbons attached to the carbonyl group. Carboxylic Acids • Have hydroxyl group bonded to carbonyl group. • Tart tasting. • Carboxylic acids are weak acids. Carboxylic Esters The ester functional group with the ester linkage between the carbonyl carbon and the oxygen atom: Amines Amines are derivatives of ammonia, NH3, where one or more hydrogens have been replaced by an organic (R) group. 4 Amides • Amine esters formed by the reaction of carboxylic acids with amines. Nylon, used in parachutes, clothes, etc… is an example of a polyamide Some common amides in medicine Click Here for Organic Video 5