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Chapter Chapter Thirteen Thirteen Unsaturated Hydrocarbons

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Page 1: Chapter Thirteen Unsaturated Hydrocarbons. Copyright © Houghton Mifflin Company. All rights reserved.13 | 2 Junebug Clark/Photo Researchers Unsaturated

Chapter ThirteenChapter ThirteenUnsaturated

Hydrocarbons

Page 2: Chapter Thirteen Unsaturated Hydrocarbons. Copyright © Houghton Mifflin Company. All rights reserved.13 | 2 Junebug Clark/Photo Researchers Unsaturated

Copyright © Houghton Mifflin Company. All rights reserved. 13 | 2

Junebug Clark/Photo Researchers

Unsaturated Hydrocarbons

CO 13.1

Page 3: Chapter Thirteen Unsaturated Hydrocarbons. Copyright © Houghton Mifflin Company. All rights reserved.13 | 2 Junebug Clark/Photo Researchers Unsaturated

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→ Fig. 13.1 In ethene, the atoms are in a flat rather than a tetrahedral arrangement.

Unsaturated Hydrocarbons cont’d

Page 4: Chapter Thirteen Unsaturated Hydrocarbons. Copyright © Houghton Mifflin Company. All rights reserved.13 | 2 Junebug Clark/Photo Researchers Unsaturated

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← CC 13.1Ethene is the hormone that causes tomatoes to ripen.

Unsaturated Hydrocarbons cont’d

Alan Detrick/Photo Researchers

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Fig. 13.2 A comparison of structural isomerism possibilities for four and five-carbon alkane and alkene systems.

Unsaturated Hydrocarbons cont’d

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← Fig. 13.3 Cis-trans isomers: Different representatives of the cis and trans isomers of 2-butene.

Unsaturated Hydrocarbons cont’d

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Unsaturated Hydrocarbons cont’d

CC 13.2

Page 8: Chapter Thirteen Unsaturated Hydrocarbons. Copyright © Houghton Mifflin Company. All rights reserved.13 | 2 Junebug Clark/Photo Researchers Unsaturated

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→ Fig. 13.4 The application of sex pheromones in insect control involves using a small amount of synthetically produced pheromone to lure a particular insect into a trap.

Unsaturated Hydrocarbons cont’d

Donald C. Booth/Color-Pic

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← Fig. 13.5 Selected terpenes containing two, three, and eight isoprene units.

Unsaturated Hydrocarbons cont’d

Page 10: Chapter Thirteen Unsaturated Hydrocarbons. Copyright © Houghton Mifflin Company. All rights reserved.13 | 2 Junebug Clark/Photo Researchers Unsaturated

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→ Fig. 13.6 The molecule Beta-carotene is responsible for the yellow-orange color of carrots, apricots, and yams.

Unsaturated Hydrocarbons cont’d

© Martha Cooper/Peter Arnold, Inc.

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← Fig. 13.7 A physical-state summary for unbranched 1-alkenes and unsubstituted cycloalkenes with one double bond at room temperature and pressure.

Unsaturated Hydrocarbons cont’d

Page 12: Chapter Thirteen Unsaturated Hydrocarbons. Copyright © Houghton Mifflin Company. All rights reserved.13 | 2 Junebug Clark/Photo Researchers Unsaturated

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→ Fig. 13.8 In an alkene addition, reaction, the atoms provided by an incoming molecule are attached to the carbon atoms originally joined by a double bond. In the process, the double bond becomes a single bond.

Unsaturated Hydrocarbons cont’d

Page 13: Chapter Thirteen Unsaturated Hydrocarbons. Copyright © Houghton Mifflin Company. All rights reserved.13 | 2 Junebug Clark/Photo Researchers Unsaturated

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← CC 13.3Carotenoids, molecules that contain eight isoprene units, are responsible for the yellow-orange color of autumn leaves.

Unsaturated Hydrocarbons cont’d

PhotoDisc

Page 14: Chapter Thirteen Unsaturated Hydrocarbons. Copyright © Houghton Mifflin Company. All rights reserved.13 | 2 Junebug Clark/Photo Researchers Unsaturated

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→ Fig. 13.9 A bromine in water solution is reddish brown. When a small amount of such a solution is added to an unsaturated hydrocarbon, the added solution is decolorized.

Unsaturated Hydrocarbons cont’d

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← Fig. 13.10 Vladimir Markovnikov synthesized rings containing four carbon atoms and seven carbon atoms.

Unsaturated Hydrocarbons cont’d

Edgar Fahs Smith Collection, University of Pennsylvania Library

Page 16: Chapter Thirteen Unsaturated Hydrocarbons. Copyright © Houghton Mifflin Company. All rights reserved.13 | 2 Junebug Clark/Photo Researchers Unsaturated

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→ Fig. 13.11 Preparation of polystyrene.

Unsaturated Hydrocarbons cont’d

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Fig. 13.12 (a) polyethylene (b) polypropylene (c) poly (vinyl chloride)

Unsaturated Hydrocarbons cont’d

Page 18: Chapter Thirteen Unsaturated Hydrocarbons. Copyright © Houghton Mifflin Company. All rights reserved.13 | 2 Junebug Clark/Photo Researchers Unsaturated

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→ Fig. 13.13 Examples of objects made of polyethylene.

Unsaturated Hydrocarbons cont’d

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← Fig. 13.14 Natural rubber being harvested in Malaysia.

Unsaturated Hydrocarbons cont’d

© Bill Stanton/Rainbow

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Fig. 13.15 Ethyne, the simplest alkyne.

Unsaturated Hydrocarbons cont’d

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Unsaturated Hydrocarbons cont’d

CAG 13.1

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← Fig. 13.16 Physical state summary for unbranched 1 alkynes at room temperature and pressure.

Unsaturated Hydrocarbons cont’d

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Copyright © Houghton Mifflin Company. All rights reserved. 13 | 23

Unsaturated Hydrocarbons cont’d

CAG 13.2

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→ Fig. 13.17 Space-filling and ball-and-stick models for the structure of benzene.

Unsaturated Hydrocarbons cont’d

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→ Fig. 13.18 2-chlorotoluene molecule

Unsaturated Hydrocarbons cont’d

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→ CC 13. 4

Unsaturated Hydrocarbons cont’d