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512 Pages·2009·28.28 MB·English
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SCHAUM'S outlines General, Organic, and Biochemistry for Nursing and Allied Health This page intentionally left blank SCHAUM'S outlines General, Organic, and Biochemistry for Nursing and Allied Health Second Edition George Odian, Ph.D. Professor of Chemistry The College of Staten Island City University of New York Ira Blei, Ph.D. Professor of Chemistry The College of Staten Island City University of New York Schaum’s Outline Series MC Graw Hill New York Chicago San Francisco Lisbon London Madrid Mexico City Milan New Delhi San Juan Seoul Singapore Sydney Toronto Copyright © 2009, l994 by The McGraw-Hill Companies, Inc. All rights reserved. Except as permitted under the United States Copyright Act of 1976, no part of this publication may be reproduced or distributed in any form or by any means, or stored in a database or retrieval system, without the prior written permission of the publisher. ISBN: 978-0-07-162351-7 MHID: 0-07-162351-5 The material in this eBook also appears in the print version of this title: ISBN: 978-0-07-161165-7, MHID: 0-07-161165-7. All trademarks are trademarks of their respective owners. Rather than put a trademark symbol after every occurrence of a trademarked name, we use names in an editorial fashion only, and to the benefit of the trademark owner, with no intention of infringement of the trademark. Where such designations appear in this book, they have been printed with initial caps. McGraw-Hill eBooks are available at special quantity discounts to use as premiums and sales promotions, or for use in corporate training programs. To contact a representative please e-mail us at [email protected]. TERMS OF USE This is a copyrighted work and The McGraw-Hill Companies, Inc. (“McGraw-Hill”) and its licensors reserve all rights in and to the work. Use of this work is subject to these terms. Except as permitted under the Copyright Act of 1976 and the right to store and retrieve one copy of the work, you may not decom- pile, disassemble, reverse engineer, reproduce, modify, create derivative works based upon, transmit, distribute, disseminate, sell, publish or sublicense the work or any part of it without McGraw-Hill’s prior consent. You may use the work for your own noncommercial and personal use; any other use of the work is strictly prohibited. Your right to use the work may be terminated if you fail to comply with these terms. THE WORK IS PROVIDED “AS IS.” McGRAW-HILL AND ITS LICENSORS MAKE NO GUARANTEES OR WARRANTIES AS TO THE ACCURACY, ADEQUACY OR COMPLETENESS OF OR RESULTS TO BE OBTAINED FROM USING THE WORK, INCLUDING ANY INFORMATION THAT CAN BE ACCESSED THROUGH THE WORK VIA HYPERLINK OR OTHERWISE, AND EXPRESSLY DISCLAIM ANY WARRANTY, EXPRESS OR IMPLIED, INCLUDING BUT NOT LIMITED TO IMPLIED WARRANTIES OF MERCHANTABILITY OR FITNESS FOR A PARTICULAR PURPOSE. McGraw-Hill and its licensors do not warrant or guarantee that the functions contained in the work will meet your requirements or that its operation will be uninterrupted or error free. Neither McGraw-Hill nor its licensors shall be liable to you or anyone else for any inaccuracy, error or omission, regardless of cause, in the work or for any damages resulting therefrom. McGraw-Hill has no responsibility for the content of any information accessed through the work. Under no circumstances shall McGraw-Hill and/or its licensors be liable for any indirect, incidental, special, punitive, consequential or similar damages that result from the use of or inability to use the work, even if any of them has been advised of the possibility of such damages. This limitation of liability shall apply to any claim or cause whatsoever whether such claim or cause arises in contract, tort or otherwise. Preface This book is intended for students who are preparing for careers in health fields such as nursing, physical therapy, podiatry, medical technology, agricultural science, public health, and nutrition. The chemistry courses taken by these students typically include material covered in general chemistry, organic chemistry, and biochemistry, compressed into a 1-year period. Because of this broad requirement, many students feel overwhelmed. To help them understand and assimilate so much diverse material, we offer the outline of these topics presented in the text that follows. Throughout we have kept theoretical discussions to a mini- mum in favor of presenting key topics as questions to be answered and problems to be solved. The book can be used to accompany any standard text and to supplement lecture notes. Studying for exams should be much easier with this book at hand. The solved problems serve two purposes. First, interspersed with the text, they illustrate, comment on, and support the fundamental principles and theoretical material introduced. Second, as additional solved problems and supplementary problems at the end of each chapter, they test a student’s mastery of the mate- rial and, at the same time, provide step-by-step solutions to the kinds of problems likely to be encountered on examinations. No assumptions have been made regarding student knowledge of the physical sciences and mathematics; such background material is provided where required. SI units are used as consistently as possible. How- ever, non-SI units that remain in common use, such as liter, atmosphere, and calorie, will be found where appropriate. The first chapter emphasizes the current method employed in mathematical calculations, viz., factor- label analysis. In the section on chemical bonding, although molecular orbitals are discussed, VSEPR theory (valence-shell electron-pair repulsion theory) is emphasized in characterizing three-dimensional molecular structure. The discussion of nuclear processes includes material on modern spectroscopic methods of noninvasive anatomical visualization. The study of organic chemistry is organized along family lines. To simplify the learning process, the structural features, physical properties, and chemical behavior of each family are discussed from the view- point of distinguishing that family from other families with an emphasis on those characteristics that are important for the consideration of biologically important molecules. The study of biochemistry includes chapters on the four important families of biochemicals— carbohydrates, lipids, proteins, and nucleic acids—with an emphasis on the relationship between chemical structure and biological function for each. These chapters are followed by others on intermediary metabo- lism and human nutrition. In the discussion of all these topics we have emphasized physiological questions and applications where possible. We would like to thank Charles A. Wall (Senior Editor), Anya Kozorez (Sponsoring Editor), Kimberly-Ann Eaton (Associate Editor), Tama Harris McPhatter (Production Supervisor), and Frank Kotowski, Jr. (Editing Supervisor) at McGraw-Hill Professional, and Vasundhara Sawhney (Project Manager) at International Typesetting & Composition for their encouragement and conscientious and professional efforts in bringing this book to fruition. The authors welcome comments from readers at [email protected] and [email protected]. GEORGE ODIAN IRA BLEI v This page intentionally left blank Contents CHAPTER 1 Chemistry and Measurement 1 1.1 Introduction. 1.2 Measurement and the metric system. 1.3 Scien- tific notation (1.3.1 Logarithms). 1.4 Significant figures. 1.5 Significant figures and calculations. 1.6 Measurement and error. 1.7 Factor-label method. 1.8 Mass, volume, density, temperature, heat, and other forms of energy (1.8.1 Mass, 1.8.2 Volume, 1.8.3 Density, 1.8.4 Temperature, 1.8.5 Heat, 1.8.6 Other forms of energy). CHAPTER 2 Atomic Structure and The Periodic Table 26 2.1 The atomic theory. 2.2 Atomic masses. 2.3 Atomic structure. 2.4 Isotopes. 2.5 The periodic table. 2.6 Atomic structure and periodicity. CHAPTER 3 Compounds and Chemical Bonding 45 3.1 Introduction. 3.2 Nomenclature (3.2.1 Binary ionic compounds, 3.2.2 Polyatomic ions, 3.2.3 Covalent compounds). 3.3 Ionic bonds. 3.4 Covalent bonds. 3.5 Lewis structures. 3.6 Three-dimensional mo- lecular structures. CHAPTER 4 Chemical Calculations 69 4.1 Chemical formulas and formula masses. 4.2 The mole. 4.3 Avogadro’s number. 4.4 Empirical formulas and percent composition. 4.5 Molecular formula from empirical formula and molecular mass. 4.6 Balancing chemical equations. 4.7 Stoichiometry. CHAPTER 5 Physical Properties of Matter 88 5.1 Introduction. 5.2 Kinetic-molecular theory. 5.3 Cohesive forces. 5.4 The gaseous state (5.4.1 Gas pressure, 5.4.2 The gas laws, 5.4.3 Boyle’s law, 5.4.4 Charles’ law, 5.4.5 Combined gas laws, 5.4.6 The ideal gas law, 5.4.7 The ideal gas law and molecular mass, 5.4.8 Dalton’s law of partial pressures). 5.5 Liquids (5.5.1 Liquids and vapor pressure, 5.5.2 Viscosity of liquids, 5.5.3 Surface tension). 5.6 Solids. CHAPTER 6 Concentration and its Units 109 6.1 Introduction. 6.2 Percent concentration. 6.3 Molarity. 6.4 Molality. vii viii Contents CHAPTER 7 Solutions 119 7.1 Solutions as mixtures. 7.2 Solubility (7.2.1 Solubility of gases, 7.2.2 Solubility of solids). 7.3 Water. 7.4 Dilution. 7.5 Neutralization and titration. 7.6 Colligative properties, diffusion, and membranes (7.6.1 Osmotic pressure, 7.6.2 Freezing point depression and boiling point elevation). CHAPTER 8 Chemical Reactions 134 8.1 Introduction. 8.2 Chemical kinetics (8.2.1 Collision theory, 8.2.2 Heat of reaction and activation energy, 8.2.3 Reaction rates, 8.2.4 Effect of con- centration on reaction rate, 8.2.5 Effect of temperature on reaction rate, 8.2.6 Effect of catalysts on reaction rate). 8.3 Chemical equilibrium (8.3.1 Equilibrium constants). 8.4 Le Chatelier principle. 8.5 Oxidation- reduction reactions (8.5.1 Oxidation states, 8.5.2 Balancing redox reactions, 8.5.3 Combustion reactions). CHAPTER 9 Aqueous Solutions of Acids, Bases, and Salts 155 9.1 Acid-base theories (9.1.1 Acids and bases according to Arrhenius, 9.1.2 Acids and bases according to Brønsted and Lowry, 9.1.3 Lewis acids and bases). 9.2 Water reacts with water. 9.3 Acids and bases: strong versus weak. 9.4 pH, a measure of acidity. 9.5 pH and weak acids and bases. 9.6 Polyprotic acids. 9.7 Salts and hydrolysis. 9.8 Buffers and buffer solutions. 9.9 Titration. 9.10 Normality. Organic Chemistry CHAPTER 10 Nuclear Chemistry and Radioactivity 177 10.1 Radioactivity (10.1.1 Radioactive emissions, 10.1.2 Radioactive decay, 10.1.3 Radioactive series, 10.1.4 Transmutation, 10.1.5 Nuclear fission, 10.1.6 Nuclear fusion, 10.1.7 Nuclear energy). 10.2 Effects of radiation. 10.3 Detection. 10.4 Units. 10.5 Applications. CHAPTER 11 Organic Compounds; Saturated Hydrocarbons 193 11.1 Organic chemistry. 11.2 Molecular and structural formulas. 11.3 Families of organic compounds, functional groups. 11.4 Alkanes. 11.5 Writing structural formulas. 11.6 Constitutional isomers. 11.7 Nomenclature (11.7.1 Alkyl groups, 11.7.2 IUPAC nomenclature, 11.7.3 Other names). 11.8 Cycloalkanes. 11.9 Physical properties (11.9.1 Boiling and melting points, 11.9.2 Solubility). 11.10 Chemical reac- tions (11.10.1 Halogenation, 11.10.2 Combustion). CHAPTER 12 Unsaturated Hydrocarbons: Alkenes, Alkynes, Aromatics 220 12.1 Alkenes. 12.2 The carbon-carbon double bond. 12.3 Constitutional isomerism in alkenes. 12.4 Nomenclature of alkenes. 12.5 Cis-trans isomers (12.5.1 Alkenes, 12.5.2 Cycloalkanes). 12.6 Chemical reactions of alkenes (12.6.1 Addition, 12.6.2 Mechanism of addition reactions, 12.6.3 Polymerization, 12.6.4 Oxidation). 12.7 Alkynes. 12.8 Aromatics. 12.9 Nomenclature of aromatic compounds. 12.10 Reactions of benzene. Contents ix CHAPTER 13 Alcohols, Phenols, Ethers, and Thioalcohols 248 13.1 Alcohols. 13.2 Constitutional isomerism in alcohols. 13.3 Nomen- clature of alcohols. 13.4 Physical properties of alcohols. 13.5 Chemical reactions of alcohols (13.5.1 Acid-base properties, 13.5.2 Dehydration, 13.5.3 Oxidation). 13.6 Phenols. 13.7 Ethers. 13.8 Thioalcohols. CHAPTER 14 Aldehydes and Ketones 271 14.1 Structure of aldehydes and ketones. 14.2 Constitutional isomer- ism in aldehydes and ketones. 14.3 Nomenclature of aldehydes and ketones. 14.4 physical properties of aldehydes and ketones. 14.5 Oxi- dation of aldehydes and ketones. 14.6 Reduction of aldehydes and ketones. 14.7 Reaction of aldehydes and ketones with alcohol. CHAPTER 15 Carboxylic Acids, Esters, and Related Compounds 288 15.1 Structure of carboxylic acids. 15.2 Nomenclature of carboxylic acids. 15.3 Physical properties of carboxylic acids. 15.4 Acidity of carboxylic acids. 15.5 Soaps and detergents. 15.6 Conversion of carboxylic acids to esters. 15.7 Nomenclature and physical properties of esters. 15.8 Chemical reactions of esters. 15.9 Carboxylic acid anhydrides, halides and amides. 15.10 Phosphoric acid anhydrides and esters. CHAPTER 16 Amines and Amides 305 16.1 Amines. 16.2 Constitutional isomerism in amines. 16.3 Nomen- clature of amines. 16.4 Physical properties of amines. 16.5 Chemical reactions of amines (16.5.1 Basicity, 16.5.2 Nucleophilic substitution on alkyl halides). 16.6 Conversion of amines to amides. 16.7 Nomenclature and physical properties of amides. 16.8 Chemical reactions of amides. CHAPTER 17 Stereoisomerism 322 17.1 Review of isomerism (17.l.l Constitutional isomers, 17.1.2 Geo- metrical isomers). 17.2 Enantiomers. 17.3 Nomenclature and prop- erties of enantiomers (17.3.1 Nomenclature, 17.3.2 Physical properties, 17.3.3 Chemical properties). 17.4 Compounds with more than one stereo- center. Biochemistry CHAPTER 18 Carbohydrates 339 18.1 Monosaccharides. 18.2 Cyclic hemiacetal and hemiketal structures. 18.3 Properties and reactions of monosaccharides. 18.4 Disaccharides. 18.5 Polysaccharides. CHAPTER 19 Lipids 361 19.1 Introduction. 19.2 Fatty acids. 19.3 Triacylglycerols (19.3.1 Struc- ture and physical properties, 19.3.2 Chemical reactions). 19.4 Waxes. 19.5 Phospholipids. 19.6 Sphingolipids. 19.7 Nonhydrolyzable lipids. 19.8 Cell membranes. 19.9 Lipids and health.

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