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Isomers of Dichloropentane A. Structural Isomers For each unbranched structural isomer of dichloropentane, fill in the table on page 2 as described below. 1. Write a condensed structural formula. List isomers with no stereocenters first, isomers with one stereocenter second and isomers with two stereocenters last. 2. Write the IUPAC name. 3. Give the number of stereocenters. Go back to the structural formula and put an asterisk next to each stereocenter.

Isomers of Dichloropentane A. Structural Isomers For each unbranched structural isomer of dichloropentane, fill in the table on page 2 as described below. 1. Write a condensed structural formula. List isomers with no stereocenters first, isomers with one stereocenter second and isomers with two stereocenters last. 2. Write the IUPAC name. 3. Give the number of stereocenters. Go back to the structural formula and put an asterisk next to each stereocenter.

Chemistry
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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I. Isomers of Dichloropentane A. Structural Isomers For each unbranched structural isomer of dichloropentane, fill in the table on page 2 as described below. 1. Write a condensed structural formula. List isomers with no stereocenters first, isomers with one stereocenter second and isomers with two stereocenters last. 2. Write the IUPAC name. 3. Give the number of stereocenters. Go back to the structural formula and put an asterisk next to each stereocenter. 4. Construct and use a molecular model to determine the answer to the following questions. Is there a plane of symmetry in any conformation of the molecule? State yes (Y) or no (N). а. b. Is the molecule chiral (C) or achiral (A)? Is the molecule optically active (A) or optically inactive (I)? с. d. How many stereoisomers (one or more) correspond to the structure? B. Stereoisomers Using the molecular model for each structural isomer in Part A, proceed as follows to study the stereoisomers corresponding to each structure. If the molecule is chiral, construct its mirror image model and verify that the two are nonsuperimposable. 1. 2. If the molecule has two stereocenters, generate a diastereomer by interchanging any two groups on one stereocenter; construct its mirror image. Inspect the stereochemical relationships among the four stereoisomeric models you have constructed. 3. Use pages 3 and 4 to make a drawing* of each different isomer (no repeats) you have found. Group the stereoisomers of each structure together and put them in the same order as you have listed them on page 2. There may be only one drawing to make for a given structural isomer (achiral molecule); two drawings (one stereocenter); or four drawings (two stereocenters). The existence of a meso form would reduce the number of stereoisomers. 4. Assign an R or S absolute configuration to each stereocenter in each drawing. * Draw the longest carbon chain hortizontal. Use perspective and a staggered conformation to show the configurations at stereocenters; condense the rest of the structure.
Transcribed Image Text:I. Isomers of Dichloropentane A. Structural Isomers For each unbranched structural isomer of dichloropentane, fill in the table on page 2 as described below. 1. Write a condensed structural formula. List isomers with no stereocenters first, isomers with one stereocenter second and isomers with two stereocenters last. 2. Write the IUPAC name. 3. Give the number of stereocenters. Go back to the structural formula and put an asterisk next to each stereocenter. 4. Construct and use a molecular model to determine the answer to the following questions. Is there a plane of symmetry in any conformation of the molecule? State yes (Y) or no (N). а. b. Is the molecule chiral (C) or achiral (A)? Is the molecule optically active (A) or optically inactive (I)? с. d. How many stereoisomers (one or more) correspond to the structure? B. Stereoisomers Using the molecular model for each structural isomer in Part A, proceed as follows to study the stereoisomers corresponding to each structure. If the molecule is chiral, construct its mirror image model and verify that the two are nonsuperimposable. 1. 2. If the molecule has two stereocenters, generate a diastereomer by interchanging any two groups on one stereocenter; construct its mirror image. Inspect the stereochemical relationships among the four stereoisomeric models you have constructed. 3. Use pages 3 and 4 to make a drawing* of each different isomer (no repeats) you have found. Group the stereoisomers of each structure together and put them in the same order as you have listed them on page 2. There may be only one drawing to make for a given structural isomer (achiral molecule); two drawings (one stereocenter); or four drawings (two stereocenters). The existence of a meso form would reduce the number of stereoisomers. 4. Assign an R or S absolute configuration to each stereocenter in each drawing. * Draw the longest carbon chain hortizontal. Use perspective and a staggered conformation to show the configurations at stereocenters; condense the rest of the structure.
Plane of Sym- metry? Chiral? # of Optically Stereo- # of Stereo- Structural Formula IUPAC Name centers Active? isomers 2
Transcribed Image Text:Plane of Sym- metry? Chiral? # of Optically Stereo- # of Stereo- Structural Formula IUPAC Name centers Active? isomers 2
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