Under suitable conditions, the reaction of S-2-chlorobutane with chlorine in the presence of light produces five different dichlorobutanes. Provide clearly the structures of the five products on the templates given, use wedge/dash lines to show the stereochemistry clearly. Then indicate each product is chiral, achiral or meso (circle one). Cl, / light chiral /achiral/meso chiral / achiral/meso chiral /achiral/meso S-2-chlorobutane chiral / achiral/meso chiral / achiral/meso

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section20.6: Sigmatropic Shifts
Problem 20.12P
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Under suitable conditions, the reaction of S-2-chlorobutane with chlorine in the
presence of light produces five different dichlorobutanes. Provide clearly the structures of
the five products on the templates given, use wedge/dash lines to show the stereochemistry
clearly. Then indicate each product is chiral, achiral or meso (circle one).
Cl, / light
chiral / achiral/meso
chiral / achiral/meso
chiral /achiral/meso
S-2-chlorobutane
chiral / achiral/meso
chiral / achiral/meso
Transcribed Image Text:Under suitable conditions, the reaction of S-2-chlorobutane with chlorine in the presence of light produces five different dichlorobutanes. Provide clearly the structures of the five products on the templates given, use wedge/dash lines to show the stereochemistry clearly. Then indicate each product is chiral, achiral or meso (circle one). Cl, / light chiral / achiral/meso chiral / achiral/meso chiral /achiral/meso S-2-chlorobutane chiral / achiral/meso chiral / achiral/meso
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