1) Construct a model of the cyclic alkane: cyclopentane (C5H₁0). Because the five carbon atoms are locked in a ring, rotation about the single bonds is restricted; the plane of the ring is a fixed geometry within the molecule. Toggle between full Lewis structures and skeletal structures by clicking the C-H tool. Model 1: Use the solid wedge tool to attach a methyl group to each of two different carbon atoms in the cyclopentane. Note the five carbons of the ring are in the plane of the paper, and the solid wedge indicates both methyls project forward, in front of the plane of the paper. Model 2: Use the solid wedge tool to attach first methyl group to one of two different carbon atoms in the cyclopentane, and use the dashed wedge tool to attach the second. Note the solid wedge indicates that one methyl projects forward, in front of the plane of the paper. The dashed wedge indicates the other methyl extends back, behind the plane of the paper. Click the broom to tidy up the structures; convert each to a three-dimensional ball-and-stick model by clicking the 2D to 3D tool. Take a screen prints of your MolView structures, showing both the Lewis structure and 3D model. 2) Draw a condensed structure for each of the two models that you build. That is, draw a five-membered ring to represent the cyclopentane, and use CH3- groups to represent the two methyl substituents. Make certain that your structures clearly illustrate the arrangement of the methyl substituents with

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
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ChapterL2: Mass Spectrometry
Section: Chapter Questions
Problem 20CTQ
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Draw two more molecules that are structural isomers of one another, as well as structural isomers of the cis/trans pair
above. Then write the IUPAC name for each structure.
Model 3 (structural isomer)
IUPAC Name:
IUPAC Name:
Model 4 (structural isomer)
Transcribed Image Text:Draw two more molecules that are structural isomers of one another, as well as structural isomers of the cis/trans pair above. Then write the IUPAC name for each structure. Model 3 (structural isomer) IUPAC Name: IUPAC Name: Model 4 (structural isomer)
B. Cycloalkanes
1) Construct a model of the cyclic alkane: cyclopentane (C5H₁0). Because the five carbon atoms are locked in a ring,
rotation about the single bonds is restricted; the plane of the ring a fixed geometry within the molecule. Toggle between
full Lewis structures and skeletal structures by clicking the C-H tool.
Model 1: Use the solid wedge tool to attach a methyl group to each of two different carbon atoms in the cyclopentane.
Note the five carbons of the ring are in the plane of the paper, and the solid wedge indicates both methyls project forward,
in front of the plane of the paper.
Model 2: Use the solid wedge tool to attach first methyl group to one of two different carbon atoms in the cyclopentane,
and use the dashed wedge tool to attach the second. Note the solid wedge indicates that one methyl projects forward, in
front of the plane of the paper. The dashed wedge indicates the other methyl extends back, behind the plane of the paper.
Click the broom to tidy up the structures; convert each to a three-dimensional ball-and-stick model by clicking the 2D to 3D
tool. Take a screen prints of your MolView structures, showing both the Lewis structure and 3D model.
2) Draw a condensed structure for each of the two models that you build. That is, draw a five-membered
ring to represent the cyclopentane, and use CH3- groups to represent the two methyl substituents.
Make certain that your structures clearly illustrate the arrangement of the methyl substituents with
respect to the fixed geometry of the cyclopentane ring.
Write the IUPAC name for each structure, keeping in mind that the name should specifically describe not
only the number of each type of atom and how they are connected, but also the arrangement of those atoms in space.
Model 1 (cis stereoisomer)
Model 2 (trans stereoisomer)
IUPAC Name:
IUPAC Name:
Transcribed Image Text:B. Cycloalkanes 1) Construct a model of the cyclic alkane: cyclopentane (C5H₁0). Because the five carbon atoms are locked in a ring, rotation about the single bonds is restricted; the plane of the ring a fixed geometry within the molecule. Toggle between full Lewis structures and skeletal structures by clicking the C-H tool. Model 1: Use the solid wedge tool to attach a methyl group to each of two different carbon atoms in the cyclopentane. Note the five carbons of the ring are in the plane of the paper, and the solid wedge indicates both methyls project forward, in front of the plane of the paper. Model 2: Use the solid wedge tool to attach first methyl group to one of two different carbon atoms in the cyclopentane, and use the dashed wedge tool to attach the second. Note the solid wedge indicates that one methyl projects forward, in front of the plane of the paper. The dashed wedge indicates the other methyl extends back, behind the plane of the paper. Click the broom to tidy up the structures; convert each to a three-dimensional ball-and-stick model by clicking the 2D to 3D tool. Take a screen prints of your MolView structures, showing both the Lewis structure and 3D model. 2) Draw a condensed structure for each of the two models that you build. That is, draw a five-membered ring to represent the cyclopentane, and use CH3- groups to represent the two methyl substituents. Make certain that your structures clearly illustrate the arrangement of the methyl substituents with respect to the fixed geometry of the cyclopentane ring. Write the IUPAC name for each structure, keeping in mind that the name should specifically describe not only the number of each type of atom and how they are connected, but also the arrangement of those atoms in space. Model 1 (cis stereoisomer) Model 2 (trans stereoisomer) IUPAC Name: IUPAC Name:
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