Chemistry Name:________________________ Introduction to Organic Chemistry Date:__________________ Organic compounds contain carbon atoms, inorganic compounds don’t Organic chemistry: takes a look at what composes the living things, and how they’re structured. breaks down living things not only into organs seen in organisms, but goes a step further to break down those organs into atoms and molecules. focuses mainly on carbon, particularly hydrocarbons, which are molecules composed of hydrogen and carbon. Many things are made of hydrocarbons: DNA natural Peptides, proteins and enzymes natural Rubber natural Plastics synthetic (man made) Fuel synthetic (man made) Pharmaceuticals synthetic (man made) Cosmetics synthetic (man made) Coatings synthetic (man made) Dyes synthetic (man made) Agrochemicals synthetic (man made) Biochemicals natural Medicines synthetic (man made) Detergents synthetic (man made) High tech materials synthetic (man made) generally composed of long carbon chains displaying covalent bonds. C can make 4 bonds, H can make 1 Draw the line structure: 1 Saturated compounds (alkanes) contain only single bonds between carbon atoms. Unsaturated compounds (alkenes and alkynes) are compounds that double (alkenes) or triple (alkynes) bonds between one or more of the carbon atoms. Aromatic Compounds are carbon compounds that are in a ring structure. Label the following structures: saturated unsaturated aromatic (unsaturated) benzene: a highly flammable liquid that contributes to the production of many types of plastic (including rubber) 2 Saturated and Unsaturated Fats Both are long carbon chains with a HO-C=O on the end Saturated (found in animal fat) means there are no double bonds between carbons. Considered to be less healthy then natural unsaturated fats (olive oil, corn oil) The trans unsaturated fats are not naturally occurring and are considered extremely difficult to digest Nomenclature: The rules for nomenclature for hydrocarbons consist of a stem that is used for all organic compounds followed by different endings which indicate whether the compound is an alkane, alkene or an alkyne number of 1 2 3 4 5 6 7 8 9 10 meth- eth- prop- but- pent- hex- hept- oct- non- dec- carbons stem Monkeys Eat Peeled Bananas The endings are determined by the number of attached hydrogen atoms (or other elements/compounds that are attached). The general formula for each group is given below. Please note that the “n” is not the number of moles but rather the number of atoms in the formula. group formula Types of bonds alkanes CnH2n + 2 All single bonds alkenes CnH2n if they contain 1 double bond alkynes CnH2n – 2 if they contain 1 triple bond Example: ethane C2H6 3 Try to write the formula of the following: propane C3H8 butane C4H10 octane C8H18 1-pentene C5H10 2- heptyne C7H12 Organic Functional Groups 4 Alcohols Alcohols are compounds containing the hydroxyl group, which is –OH. The most simple alcohol is methyl alcohol. The formula for methyl alcohol (also known as methanol) is CH 3OH. The structure for methanol is as follows: This is the most simple of the alcohols, since it contains only one carbon atom that is singularly bonded to four other atoms (three hydrogen, one oxygen). We can tell that this is an alcohol by locating the hydroxyl group (–OH) at one end of the compound. All alcohols are identifiable by looking for this hydroxyl group as part of the atomic structure. A few other common alcohols are: Ethanol: C2H5OH Isopropyl alcohol (propan-2-ol): C3H7OH 5 Isomers Isomerism results when two or more molecules that have the same molecular makeup have different structures and orientations. There are two basic types of isomers: structural isomers and stereoisomers. Structural isomers indicate a differing placement in atoms oriented around the central atom. Stereoisomers indicate a rotation or an inversion of the molecule—for example, stereoisomers can be either cis-trans isomers (geometric isomers) or can be "mirror images," which are called optical isomers. The chart below shows the different types of isomers and gives examples of each. Knowing how to determine isomers is important in showing the correct configuration of organic compounds. As you can see, many compounds have the same makeup (number of carbon, hydrogen, oxygen, and so on) but they are arranged differently, which affects not only their names (as a name is what scientists use to indicate structure) but also their configuration, which is what you would see when looking at the structure. 6 Carbon is the Backbone of Life Organic molecules are the backbone of life and are used in a multitude of synthetic products. Most of these large molecules are called polymers and are made of repeating units over and over again. These smaller units that repeat again and again are called monomers. So if you put together monomers then you are synthesizing a polymer. DNA, RNA, Proteins are all long carbon chains that are too gigantic to represent here. They are naturally occurring polymers. The monomers in DNA are put together in specific orders to create your genetic code which is unique to you. Polymerization is the process of taking small monomers and linking them together in very long chains. Simple organic compounds are removed during oil refining processes and they are “cracked” so they will like together to make longer and longer chains. These petrochemicals are used to produce; plastics nylon PVC (polyvinylchloride) pipes pharmaceuticals numerous other products Creating Polyethelene: 7 Other organic molecules: Structures of Pain relievers Creating PVC from Vinyl Chloride 8 Small Section of DNA 9