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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.1 Chapter 11 Introduction to Organic Chemistry: Alkanes 11.2 Alkanes
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.2 Names of Alkanes The names of alkanes are determined by the IUPAC (International Union of Pure and Applied Chemistry) system use a prefix to indicate the number of carbons in a chain end in -ane
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.3 IUPAC Names for Alkanes
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.4 Learning Check A. Give the name of each compound: 1) CH 3 —CH 3 2) CH 3 —CH 2 —CH 3 3) CH 3 —CH 2 —CH 2 —CH 2 —CH 2 —CH 3 B. Write the condensed structural formula of pentane.
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.5 Solution A. Give the name of each compound: 1) CH 3 —CH 3 ethane 2) CH 3 —CH 2 —CH 3 propane 3) CH 3 —CH 2 —CH 2 —CH 2 —CH 2 —CH 3 hexane B. Write the condensed structural formula of pentane. CH 3 —CH 2 —CH 2 —CH 2 —CH 3
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.6 Structural Formulas Alkanes are written with structural formulas that are expanded to show each bond condensed to show each carbon atom and the attached hydrogen atoms
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.7 Line-Bond Formulas Because each C atom has a tetrahedral arrangement, the order of atoms is not a straight line, but a zigzag pattern. A line-bond formula abbreviates the carbon atoms and shows only the zigzag pattern of bonds from carbon atom to carbon atom.
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc. Types of Structural Formulas 8
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.9 Rotation Around a C C Single Bond The groups attached to a C—C single bond rotate around the bond give different relative structural arrangements called conformations
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.10 Writing Structural Formulas Carbon atoms in a chain maintain their tetrahedral shape are connected in a zigzag pattern are drawn as two-dimensional can be written in several conformations
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.11 Structural Arrangements of Butane Rotation of the end CH 3 -groups provides different structural arrangements for butane.
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.12 Hexane has Six Carbon Atoms Hexane is an alkane with 6 carbon atoms in a continuous chain has a “zigzag” look because each carbon atom is at the center of a tetrahedron is represented by a ball-and-stick model as
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.13 Learning Check A. Draw the condensed structural formula of B. What is its molecular formula? C. What is its name?
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.14 Solution A. Draw the condensed structural formula: CH 3 ─CH 2 ─CH 2 ─CH 2 ─CH 3 B. What is its molecular formula? C 5 H 12 C. What is its name? pentane
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.15 Learning Check Draw the condensed structural formula for: A. Ethane B. Heptane
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.16 Solution Draw the condensed structural formula for: A. Ethane CH 3 ─CH 3 B. Heptane CH 3 ─CH 2 ─CH 2 ─CH 2 ─CH 2 ─CH 2 ─CH 3
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.17 Cycloalkanes are cyclic alkanes have 2H fewer than the alkane are named by using the prefix cyclo- before the name of the alkane chain with the same number of carbon atoms
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.18 Cycloalkanes (continued) The structural formulas of cycloalkanes are often shown as geometric figures
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.19 Cycloalkanes (continued)
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.20 Learning Check Name the following: A. CH 3 ─CH 2 ─CH 2 ─CH 3 B. C. CH 3 ─CH 2 ─CH 2 ─CH 2 ─CH 2 ─CH 2 ─CH 2 ─CH 3 D.
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General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.21 Solution Name the following: A. CH 3 ─CH 2 ─CH 2 ─CH 3 butane B. cyclopropane C. CH 3 ─CH 2 ─CH 2 ─CH 2 ─CH 2 ─CH 2 ─CH 2 ─CH 3 octane D. cyclohexane
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