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Chapter 8 Chemical Reactions of Inorganic and Organic Compounds 8.4 Functional Groups in Organic Compounds Elements in Organic Compounds In organic molecules, carbon (C) atoms • form bonds with H and other C atoms • can also form bonds with atoms of O, N, S and halogens F, Cl, and Br Esters such as ethylbutanoate provide the odor and flavor of many fruits such as pineapples. 1 Basic Chemistry Copyright © 2011 Pearson Education, Inc. Functional groups are • a characteristic feature of organic molecules that behave in a predictable way • composed of an atom or group of atoms • replace H on a carbon chain • a way to classify families of organic compounds Basic Chemistry Basic Chemistry Copyright © 2011 Pearson Education, Inc. Alkenes, Alkynes, and Aromatic Compounds Functional Groups 3 2 Copyright © 2011 Pearson Education, Inc. Example of an Alkene • Alkenes contain a double bond between adjacent carbon atoms. • Alkynes contain a triple bond between adjacent carbon atoms. • Aromatic compounds contain a benzene ring of six carbon atoms. 4 Basic Chemistry Copyright © 2011 Pearson Education, Inc. Alcohols and Ethers • An alcohol contains the hydroxyl (-OH) functional group. Ethene, an alkene, • contains a double bond • is a plant hormone, which promotes the ripening of fruit • In an ether, an oxygen atom is bonded to two carbon atoms. Fruit is picked early and ripened by exposure to ethane. 5 Basic Chemistry Copyright © 2011 Pearson Education, Inc. 6 Basic Chemistry Copyright © 2011 Pearson Education, Inc. 1 Aldehydes and Ketones • An aldehyde contains a carbonyl group (C=O), a carbon atom with a double bond to an oxygen atom, which is attached to at least one hydrogen. • In a ketone, the carbon of the carbonyl group is attached to two other carbon atoms. 7 Basic Chemistry Copyright © 2011 Pearson Education, Inc. Carboxylic Acids and Esters • Carboxylic acids contain the carboxyl group, which is a carbonyl group attached to a hydroxyl group. • An ester contains the carboxyl group between carbon atoms. 9 Basic Chemistry Example of a Ketone Propanone (acetone), a ketone, • is the simplest ketone • contains a carbon-oxygen double bond • is used as a solvent for paint and nail polish 8 Basic Chemistry Copyright © 2011 Pearson Education, Inc. Examples of a Carboxylic Acid and an Ester Ethanoic acid, or acetic acid, contains a carboxyl group. In methyl acetate, an ester, the O atom of the carboxyl group is attached to a carbon. Copyright © 2011 Pearson Education, Inc. Amines and Amides • In amines, the functional group is a nitrogen atom. 10 Basic Chemistry Copyright © 2011 Pearson Education, Inc. Examples of Amines Amines are found • in the body and in drugs • In amides, the hydroxyl group of a carboxylic acid is replaced by a nitrogen group. • in amino acids 11 Basic Chemistry Copyright © 2011 Pearson Education, Inc. 12 Basic Chemistry Copyright © 2011 Pearson Education, Inc. 2 Examples of Amides Classification of Organic Compounds Amides are found • in sweeteners • in peptide bonds between amino acids in proteins 13 Basic Chemistry Copyright © 2011 Pearson Education, Inc. Learning Check Classify each of the following as alcohol, ether, aldehyde, ketone, carboxylic acid, ester, amide, or amine: 1. CH3─CH2─CH2─OH 2. CH3─O─CH2─CH3 3. CH3─CH2─NH2 O ║ 4. CH3─C─OH 14 Basic Chemistry Copyright © 2011 Pearson Education, Inc. Chapter 8 Chemical Reactions of Inorganic and Organic Compounds 8.5 Reactions of Organic Compounds O ║ 5. CH3─C─O─CH3 A mixture of acetylene and oxygen undergoes combustion during the welding of metals. 15 Basic Chemistry Copyright © 2011 Pearson Education, Inc. 16 Basic Chemistry Copyright © 2011 Pearson Education, Inc. Combustion Combustion of Propane In a combustion reaction, In a combustion reaction, • an organic compound reacts with oxygen, O2 • propane reacts with oxygen, O2, • the products are CO2, H2O, and energy C3H8(g) + 5O2(g) • for methane, the balanced equation is CH4(g) + 2O2(g) 17 Basic Chemistry 3CO2(g) + 4H2O(g) + heat CO2 (g) + 2H2O(g) + heat Copyright © 2011 Pearson Education, Inc. 18 Basic Chemistry Copyright © 2011 Pearson Education, Inc. 3 Learning Check Combustion of Alcohols Balance the combustion equation for pentane. __C5H12 + __O2 An alcohol such as ethanol undergoes combustion. __ CO2 + __H2O + heat CH3─CH2─OH + 3O2 2CO2 + 3H2O + heat A dessert is heated by a combustion reaction. 19 Basic Chemistry Copyright © 2011 Pearson Education, Inc. Hydrogenation 20 Basic Chemistry Copyright © 2011 Pearson Education, Inc. Products of Hydrogenation In a reaction called hydrogenation, Adding H2 to vegetable oils produces • a hydrogen atom adds to each carbon atom of a double or triple bond • compounds with higher melting points • a catalyst such as platinum is used • margarines • soft margarines • shortenings (solid) 21 Basic Chemistry Copyright © 2011 Pearson Education, Inc. Learning Check 22 Basic Chemistry Copyright © 2011 Pearson Education, Inc. Concept Map Write an equation for the hydrogenation of CH2 = CH─CH2─CH3 using a platinum catalyst. 23 Basic Chemistry Copyright © 2011 Pearson Education, Inc. 24 Basic Chemistry Copyright © 2011 Pearson Education, Inc. 4