Honors Chemistry Note Packet Organic Chemistry Unit I. Terms and Definitions Organic chemistry = branch of chemistry studying the compounds made primarily of carbon Inorganic compounds are those containing at least one metal ion; also known as “Salts” because they create electrolytes in solution Biochemistry = a study of the compounds and reactions occurring in living organisms General properties of Organic compounds versus Inorganic compounds Organic Compounds Covalent bonds Based on Carbon Weak IMF’s Low boiling and melting points High vapor pressures Nonpolar or weakly polar molecules Slow to react Nonelectrolytes Inorganic Compounds Ionic bonds Involve metals or ions Strong IMF’s in solutions Very high boiling and melting points Ionic molecules Low vapor pressures Electrolytes Fast reaction rates II. Hydrocarbons… Hydrocarbons = compounds composed of only hydrogen and carbon Derived from fossil fuels or life-based compounds Different homologous series are referred to as the parrifins, olefins, aromatics, to name a few. Also See Reference Table Q II. B. Representations of Hydrocarbons 1) Molecular formulas Tells the types of atoms present and their ratios; remember: not usually the lowest ratio! Ex. C2H6, C2H6O, C8H18 2) Structural formulas Shows how the atoms are bonded together C2 H6 C2 H 6 O C8H18 3) Condensed structural formulas Show how the atoms are bonded together without showing all the bonds CH3CH3 CH3CH2OH H3CCH2CH2CH2CH2CH2CH2CH3 or it can be condensed further: H3C-(CH2)6—CH3 4) Lewis structures These are the structural formulas. Lewis structures can also be drawn to represent the various bond angles that actually exist within the 3D structure. CH3CH2OH CH3CH3 C8H18 C. Bond Types How many valence electrons does carbon have? How many bonds can it form?____________ Carbon can form its 4 bonds in several ways. -Forming single bonds with 4 separate elements, sharing _________ electrons with each atom -Forming a double bond with another carbon to share __________ electrons with that atom -Forming a triple bond with another carbon to share _______ electrons between carbon atoms Single bond is formed when 2 atoms share 2 electrons to form a bond. Longest bond Weakest bond Most flexible bond Double bonds occur when 2 atoms 4 electrons to form a bond. Shorter bond than single Not very flexible More unstable than a single bond Triple bonds occur when atoms share 6 electrons between atoms. Very short bond length Very rigid, no flexibility Most susceptible to attack! D. Homologous Series = group of related compounds where members differ via a pattern TABLE Q! General formula is used to calculate the ratios of Carbons and Hydrogens given one the values. The alkenes and alkynes all contain only one multiple bond! Saturated = all single bonds Unsaturated = one [or more] double/triple bond All these only contain Hydrogen and Carbon, and make Hydrocarbons! II. Naming Structure of the Names Hydrocarbons are names using a prefix and suffix system. Prefix = Number of carbons Suffix = Bond type present Rules for Naming Hydrocarbons 1. Determine the longest continuous carbon chain. This is the prefix of the main name. 2. Identify the bond types as all single, or as having a double/triple bond present. 3. Identify any groups or smaller carbon chains branching off the longest chain. 4. Number the carbons in the longest chain to provide the smallest numbers possible for the groups. [go left to right or right to left only!] 5. Name all groups, if attached. Group names use the number of carbons as a prefix, with a “-yl” suffix. 6. List the number of the carbon in the longest chain that has each group attached. 7. Write the number and the group names first. Alphabetize if necessary! 8. Write the prefix of the longest carbon chain. 9. Write the suffix of the bond type found in the longest chain. Ex. Isomers Isomers = a group of compounds having the same molecular formula, but different structural formulas, AND different names and properties Can only occur with carbon chains having 4 or more carbons! Number of isomers increase with the number of carbons within the chain. Ex. Find 4 different structural formulas and different names for the isomers of C6H14. B. Cyclic Compounds Hydrocarbons that form a ring structure are called “Cyclic” compounds They have the same general formula as the alkenes. If all single bonded, then the prefix “cyclo-“ is used before the hydrocarbon name. Aromatics = compounds containing the benzene ring Benzene = cyclic six carbon compound with alternating double bonds. Instead of drawing as resonance structures, benzene takes on its own structure IV. Functional Groups Hydrocarbons may bond with other elements to form new organic compounds These new compounds have unique characteristics and properties, often very different from the original hydrocarbon in the main chain. The particular arrangement of the atoms, as well as the atoms themselves, determine the functional group. For a complete list of the groups studied in this course, see TABLE R of your Reference Tables. Follow the format below to record basic information and examples of each group. Extra examples for structure and naming are listed on the reference tables also. Group Name=_______________________ Contains (atoms and configurations): Name changes:______________________________________________________ Examples: Repeat this pattern for all 10 functional groups discussed in class. Most of these functional groups are found on Table R of your reference tables. Use these examples and the examples in your reference tables to name and write structural formulas on the given worksheets. All naming methods used in this course are based on the naming system formulated by International Union of Pure and Applied Chemists, or “IUPAC”. Other naming systems exist and may be explored further using online resources. V. Organic Reactions The following list of organic reactions are a basic introduction of how certain organic compounds react. Remember that these are much slower than reactions involving inorganic compounds. A. Addition Adding two atoms to an unsaturated compound. When adding only hydrogen atoms, the process is called “Hydrogenation”! Example: B. Substitution This reaction replaces a hydrogen already present in a saturated compound with another atom. Usually involves a halogen element and produces an acid! Example: C. Combustion Burning hydrocarbons in oxygen Two types: 1. Complete Combustion = Produces ONLY CO2 and H2O!! Example: 2. Incomplete Combustion = May produce carbon, CO, and other products as well as CO2 and H2O Example: D. Fermentation Process of breaking down sugars to form an alcohol and carbon dioxide Uses enzymes as a catalyst! Example: E. Saponification Process of creating a soap and glycerol using a fatty acid and a base Example: F. Esterification Forming an ester from an organic acid plus an alcohol Hint: The alcohol becomes the “group” and the acid becomes the “-oate” or the ‘ester’ portion of the name Example: G. Polymerization Formation of a “poly-“mer using “mono-“mers! Creates a compound by joining single units into a substance with many repeating units. Two types: 1] Addition polymerization = simply adds all monomers into a single compound! Only one product created! Example: 2] Condensation polymerization = adds monomers by removing an OH- from one side and an H- from the other side of a monomer to create water and the polymer as products. Example: