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O... 0 |||| Q CI 10 Tillm 10 . Click to add title Hexachlorocyclohexanes are a class of substituted cyclohexanes that have been used internationally as insecticides for pest control. The insecticides are usually sold as a mixture of isomers. Unfortunately, some of these molecules are also neurotoxic to humans. This neurotoxicity seems to correlate with the conformations these molecules adopt, as described below. • The molecule that adopts a low energy conformation with three axial chlorines has been determined to be neuroexcitatory (produces convulsions). The molecule that adopts a low energy conformation with only one axial chlorine has been determined to be neurodepressive (prevents convulsions). The molecule that adopts a low energy conformation with only equatorial chlorines has been determined to have no effect on the neuron. ⚫ Three hexachlorocyclohexane isomers (labeled A, B, and C) are shown here. Use your knowledge of cyclohexane conformations to match the above descriptions with the appropriate structure. B C/ C/ Cl C C 98

O... 0 |||| Q CI 10 Tillm 10 . Click to add title Hexachlorocyclohexanes are a class of substituted cyclohexanes that have been used internationally as insecticides for pest control. The insecticides are usually sold as a mixture of isomers. Unfortunately, some of these molecules are also neurotoxic to humans. This neurotoxicity seems to correlate with the conformations these molecules adopt, as described below. • The molecule that adopts a low energy conformation with three axial chlorines has been determined to be neuroexcitatory (produces convulsions). The molecule that adopts a low energy conformation with only one axial chlorine has been determined to be neurodepressive (prevents convulsions). The molecule that adopts a low energy conformation with only equatorial chlorines has been determined to have no effect on the neuron. ⚫ Three hexachlorocyclohexane isomers (labeled A, B, and C) are shown here. Use your knowledge of cyclohexane conformations to match the above descriptions with the appropriate structure. B C/ C/ Cl C C 98

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL2: Mass Spectrometry
Section: Chapter Questions
Problem 20CTQ
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O... 0 |||| Q CI 10 Tillm 10 . Click to add title Hexachlorocyclohexanes are a class of substituted cyclohexanes that have been used internationally as insecticides for pest control. The insecticides are usually sold as a mixture of isomers. Unfortunately, some of these molecules are also neurotoxic to humans. This neurotoxicity seems to correlate with the conformations these molecules adopt, as described below. • The molecule that adopts a low energy conformation with three axial chlorines has been determined to be neuroexcitatory (produces convulsions). The molecule that adopts a low energy conformation with only one axial chlorine has been determined to be neurodepressive (prevents convulsions). The molecule that adopts a low energy conformation with only equatorial chlorines has been determined to have no effect on the neuron. ⚫ Three hexachlorocyclohexane isomers (labeled A, B, and C) are shown here. Use your knowledge of cyclohexane conformations to match the above descriptions with the appropriate structure. B C/ C/ Cl C C 98
Transcribed Image Text:O... 0 |||| Q CI 10 Tillm 10 . Click to add title Hexachlorocyclohexanes are a class of substituted cyclohexanes that have been used internationally as insecticides for pest control. The insecticides are usually sold as a mixture of isomers. Unfortunately, some of these molecules are also neurotoxic to humans. This neurotoxicity seems to correlate with the conformations these molecules adopt, as described below. • The molecule that adopts a low energy conformation with three axial chlorines has been determined to be neuroexcitatory (produces convulsions). The molecule that adopts a low energy conformation with only one axial chlorine has been determined to be neurodepressive (prevents convulsions). The molecule that adopts a low energy conformation with only equatorial chlorines has been determined to have no effect on the neuron. ⚫ Three hexachlorocyclohexane isomers (labeled A, B, and C) are shown here. Use your knowledge of cyclohexane conformations to match the above descriptions with the appropriate structure. B C/ C/ Cl C C 98
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