Assorted alkene reactions


Assignment:

Q1. Write an equation for the sequential hydroboration and H2O2/OH ¯ oxidation of 4-ethyl-3- heptene.

Q2. Indicate the main monosubstitution products in each of the following reactions.
a. 1,3,5-trimethylbenzene + bromine (Fe catalyst)
b. 4-ethoxynitrobenzene + bromine (Fe catalyst)

Q3. Which of the following substances can exist in an optically active form? Draw structures, and locate with an asterisk all chiral centers in each compound.
a. 2-chlorobutane b. 1,2-dichlorobutane

Q4. How many stereoisomers are possible for each of the following substances? Draw them, and name each by the R-S and E-Z conventions.
a. 1,5-dibromo-3-hexene
b. 4-methyl-2,5-octadiene

Q5. Draw out each of the following equations in a way that shows clearly the stereochemistry of the reactants and products.
a. (R)-2-bromobutane + methanol (→ SN1) 2-methoxybutane
b. (R)-3-bromohexane + sodium methoxide (→ SN2) 3-methoxyhexane (in methanol)

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Chemistry: Assorted alkene reactions
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