Organic Chemistry An introduction to the chemicals of life! Organic vs. Inorganic • Contains • Generally does Carbon not contain Carbon • Found in and/or produced by • Natural and living things synthetic substances • Includes fossil fuels Characteristics of Carbon: • Can form 4 strong bonds • May form double and triple bonds • Strong bonds with many nonmetals (H, O, Cl, N) • Can form long chain molecules We will begin with hydrocarbons • Hydrocarbons contain only carbon and hydrogen • There are three types of hydrocarbons: –Aliphatic –Alicyclic –Aromatic ALIPHATIC HYDROCARBONS • Aliphatic hydrocarbons contain chains of carbon atoms • There can be as few as one carbon and as many as several thousand in these chains • The chains can be “straight” or they can be branched ALICYCLIC HYDROCARBONS • Alicyclic hydrocarbons contain rings of carbon atoms • There can be as few as three carbons in a ring or as many as 10-15 • The ring systems are three dimensional, not flat AROMATIC HYDROCARBONS • Aromatic hydrocarbons usually contain six member carbon rings with alternating single and double bonds around the ring • The system of single and double bonds makes them aromatic rather than alicyclic • The basic ring member is called “benzene” ORGANIC COMPOUNDS • Organic compounds can be thought of as being made up of a small number of different parts which can be assembled in an infinite number of ways. • The longest chain of an organic compound is considered the parent structure. The groups attached are called functional groups • There are many more organic compounds than inorganic compounds How are you doing so far? • Organic chemistry is very important for anyone pursuing any type of medical career • In college, organic chemistry is usually a two or three semester experience SATURATED VERSUS UNSATURATED • A saturated organic compound contains only carbon-carbon single bonds • They can be aliphatic or alicyclic, but not aromatic • An unsaturated organic compound contains at least one carbon-carbon double or triple bond • They can be aliphatic, alicyclic, or aromatic Back to the aliphatic hydrocarbons • There are three types of aliphatic hydrocarbons – alkanes (single bonds only) – alkenes (at least one double bond) – alkynes (at least one triple bond) ALKANES • Also called the paraffins • They are saturated hydrocarbons (contain maximum number of hydrogen atoms) • Have the general formula, CnH2n+2 • Let’s consider the first thirty alkanes • (handout chart) If there is only one Carbon, how many hydrogen atoms are there? Answer = 4 CH4 is called methane What about two carbon atoms? Alkanes Chart - • Let’s go to the the board and look at the structural formulas for the alkanes handout MOLECULAR ISOMERS • Molecular isomers have the same formula, but different structure – the difference occurs based on how the carbon atoms are arranged – there can be many different isomers for the same formula Example • Butane has a formula of C4H10 • C–C–C–C • C–C–C | C Let’s Go to the board again and write the 5 isomers for Hexane C6H14 ALKENES • Also called the olefins • They are unsaturated hydrocarbons containing one or more carbon-carbon double bonds • They are named by changing the -ane ending to -ene • They have the general formula CNH2N ALKYNES • Also called the acetylenes • They are unsaturated hydrocarbons containing one or more carbon-carbon triple bond • They are named by changing the -ane ending to -yne • They have the general formula CNH2N-2 ALKYL GROUPS (handout) • Alkyl groups are functional groups made from the alkanes – they are saturated – to name them, change the -ane ending to -yl – example: methane becomes methyl Naming organic compounds • In order to name organic compounds, a very systematic approach is used • The system is called IUPAC – International Union of Pure and Applied Chemistry Rules for IUPAC naming • Determine the parent structure (longest continuous carbon chain) and write down the name • Circle each substituent group (functional group) attached to the parent structure • Number the parent structure starting from the end closest to a substituent group More IUPAC rules • Write down the name of each substituent group preceded by a number showing the point of attachment to the parent structure • Use commas to separate numbers and hyphens to separate substituent groups • Use binary prefixes to indicate how many of each substituent group is present Binary Prefixes • • • • • • • • • 2 3 4 5 6 7 8 9 10 Di Tri Tetra Penta Hexa Hepta Octa Nona Deca