1-Methylcyclohexene forms two products when it reacts with bromine in methanol. a. Draw the mechanism for the formation of the products. b. Describe their stereochemical relationship—that is, are they enantiomers or diastereomers?

Consider a reaction where cis-but-2-ene is treated with sO followed by NaHSO/H, O. Draw the structure of one product that is formed in the reaction, including correct stereochemistry.

4-Chloro-2-pentene has a double bond that can have either the E or the Z configuration and a stereogenic center that can have either the R or the S configuration. How many stereoisomers arepossible altogether? Draw the structure of each, and group the pairs of enantiomers.

Draw the structures of the products obtained from the reaction of each enantiomer of cis-1-chloro-2-isopropylcyclopentane with sodium methoxide in methanol. b. Are all the products optically active? c. How would the products differ if the starting material were the trans isomer? Are these products optically active? d. Will the cis enantiomers or the trans enantiomers form substitution products more rapidly? e. Will the cis enantiomers or the trans enantiomers form elimination products more rapidly?

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+.)

a. Draw the structures of the products obtained from the reaction of each enantiomer of cis-1-chloro-2-isopropylcyclopentane with sodium ethoxidein methanol.b. Are all the products optically active?c. How would the products differ if the starting material were the trans isomer? Are these products optically active?d. Will the cis enantiomers or the trans enantiomers form substitution products more rapidly?e. Will the cis enantiomers or the trans enantiomers form elimination products more rapidly?

cis-4-Bromocyclohexanol and trans-4-bromocyclohexanol form the same elimination product but a different substitution product when they react with HO-. a. Why do they form the same elimination product? b. Explain, by showing the mechanisms, why different substitution products are obtained. c. How many stereoisomers does each of the elimination and substitution reactions form?

Using cis- and trans-hex-3-ene, demonstrate that the addition of HCl is not a stereospecic reaction. Draw the structure of the stereoisomers formed from each alkene.

(a) Show how you would synthesize the pure (R) enantiomer of 2-butyl methyl sulfide, starting with pure (R)-butan-2-oland any reagents you need.(b) Show how you would synthesize the pure (S) enantiomer of the product, still starting with (R)-butan-2-ol and anyreagents you need.

Draw all the possible products of the monochlorination of methylcyclopentane. Which ones are enantiomers?