Chapter 6: Q100P (page 287)
What stereoisomers are obtained when (S)-3-methyl-1-pentene reacts with Cl2?
Short Answer
The formation of the stereoisomer is trans-1,2dichloro-(S)-3-methyl- pentane.
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Chapter 6: Q100P (page 287)
What stereoisomers are obtained when (S)-3-methyl-1-pentene reacts with Cl2?
The formation of the stereoisomer is trans-1,2dichloro-(S)-3-methyl- pentane.
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What aspect of the structure of the alkene does ozonolysis not tell you ?
:a. How does the first step in the reaction of propene with Br2 differ from the first step in the reaction of propene with HBr?
b. To understand why Br- adds to a carbon of the bromonium ion rather than to the positively charged bromine, draw the product that would be obtained if Br- did add to bromine.
a. Identify two alkenes that react with HBr to form 1-bromo-1-methylcyclohexane without undergoing a carbocation rearrangement.
b. Would both alkenes form the same alkyl halide if DBr were used instead of HBr? (D is an isotope of H, so D+ reacts like H+.)
What stereoisomers are obtained from each of the following reactions?

a. What alkene would give only a ketone with three carbons as a product of oxidative cleavage?
b. What alkenes would give only an aldehyde with four carbons as a product of oxidative cleavage?
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