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Organic Chemistry Student Handout • Organic Chemistry- study of carbon containing compounds. • Exceptions: oxides and carbonates • Unique bonding of Carbon 1) four valence electrons 2) relative small size, making covalent bonds very stable. • Properties of Organic Compounds 1) 2) 3) 4) insoluble in water low melting & boiling point Decompose easily with heat reacts with O2 to produce CO2 & H2O (Combustion rxn) Hydrocarbons- organic molecules that contain only carbon & hydrogen. # Carbon Atoms Prefix 1 meth2 eth3 prop4 but5 pent6 hex7 hept8 oct9 non10 dec- Saturated Hydrocarbon Alkanes • All carbon-carbon single bonds • General formula CnH2n+2 • Straight chain alkane- all carboncarbon bonds are connected in a single line. • Saturated hydrocarbon- carbon skeleton is filled to capacity with hydrogen atoms. • To name: 1) Use the prefixes to note # of carbons 2) Add the –ane ending. Practice Problems 1) Write the name for C2H6 & C3H8. 2) Write the formula for butane & heptane. 3) Draw the lewis dot (structural formulas) for C2H6 ,C3H8, butane & heptane. Branched Alkanes • Carbon chain is not in a straight line, it is branched. To name: 1. Find the longest continuous chain of carbon atoms (“parent chain”) and name it. 2. Name the shorter chain with prefixes and –yl ending, then specify location Practice Problems Write the chemical formula and name for each. a) b) Cylcoalkane • • • • Hydrocarbon with a carbon ring. Single carbon-carbon bonds. General formula CnH2n To name: 1. Use the prefixes to note # of carbon atoms 2. Add the –ane ending 3. Add cyclo- to the beginning of the name. Practice Problems 1) Write the chemical formula for Cyclobutane, Cyclopentane, cyclohexane 2) Write the name for C8H16, & C3H6. 3) Draw the lewis dot (structural formula) for Cyclobutane, Cyclopentane, cyclohexane, C8H16 & C3H6. Structural Isomerssame Chemical formulas but with different structural formulas. There are three structural isomers for pentane. There are five possible structural isomers for hexane. There are nine structural isomers for heptane. As you increase the number of carbons which are being used in a compound, you continue to increase the number of structural isomers that can exist. Name Molecular Formula Number of Structural Isomers methane CH4 1 ethane C2H6 1 propane C3H8 1 butane C4H10 2 pentane C5H12 3 hexane C6H14 5 heptane C7H16 9 octane C8H18 18 nonane C9H20 35 decane C10H22 75 Practice Problems • Pentane, C5H12, has three chain isomers. You draw butane C4H10 two chain isomers. Practice Problems Write the chemical formula and draw the lewis dot (structural formulas) for each. • 1,1-dimethylcyclopentane • 1,3,5-trimethylcyclohexane • 2,2,6-trimethyloctane • 5-ethyl-2,8-dimethyldecane Unsaturated Hydrocarbons Alkenes • Contain a carbon-carbon double bond • General formula: CnH2n • To name: 1)Use the prefix to note the number of carbons 2)Add the –ene ending 3)Designate the location of the double bond. Benzene • A cyclic arrangement of 6 carbon atoms and 6 hydrogen atoms • exist as an individual molecule • usually found as part of larger molecules called aromatic compounds Practice Problems 1) Write the name for C2H4 & C3H6. 2) Write the chemical formula for 2-butene 3-hexene, & 4heptene. 3) Draw the lewis dot (structural formulas) for C2H4 ,C3H6, 2-butene 3-hexene, & 4-heptene. Unsaturated Hydrocarbons Alkynes • Contain a carbon-carbon triple bond • General formula: CnH2n-2 To name: 1) Use the prefixes to note the number of carbon atoms 2) Add the –yne ending 3) Designate the location of the triple bond. Practice Problems 1) Write the name for C2H2 & C3H4. 2) Write the formula for 3-butyne & 4-heptyne. 3) Draw the lewis dot (structural formulas) for C2H2 ,C3H4, 3-butyne & 4-heptyne.