The molecule 2,5-dibromohex-3-ene contains three stereogenic sites: a double bond that can be cis- or trans- and two chirality centers that can be either (R) or (S). Draw structures for and name all possible stereoisomers of 2,5-dibromohex-3-ene. HINT: That means a possible total of 2³ stereoisomers, but there's also the potential for high symmetry or meso stereoisomers, which then reduces the total number of possibilities. Put boxes around pairs of enantiomers, and label meso compounds as "meso," as appropriate.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter12: Chirality
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The molecule 2,5-dibromohex-3-ene contains three stereogenic sites: a double bond that can
be cis- or trans- and two chirality centers that can be either (R) or (S).
Draw structures for and name all possible stereoisomers of 2,5-dibromohex-3-ene.
HINT: That means a possible total of 2³ stereoisomers, but there's also the potential for high
symmetry or meso stereoisomers, which then reduces the total number of possibilities.
Put boxes around pairs of enantiomers, and label meso compounds as "meso," as
appropriate.
Transcribed Image Text:The molecule 2,5-dibromohex-3-ene contains three stereogenic sites: a double bond that can be cis- or trans- and two chirality centers that can be either (R) or (S). Draw structures for and name all possible stereoisomers of 2,5-dibromohex-3-ene. HINT: That means a possible total of 2³ stereoisomers, but there's also the potential for high symmetry or meso stereoisomers, which then reduces the total number of possibilities. Put boxes around pairs of enantiomers, and label meso compounds as "meso," as appropriate.
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