Question 1

Which of the following conditions results in Markovnikov addition of water to an alkene?

Accepted Answer

hydrogen halide (HX) in water (H$$_2O)$$

Question 2

Which of the following alkene reactions are syn addition?

Accepted Answer

ALL of the options listed

Question 3

Which of the following alkene reactions is an anti addition?

Accepted Answer

addition of Br$$_2$$

Question 4

What is the product of the addition of Br$$_2 to (E)-$$but-2-ene?

Accepted Answer

a meso dibromide compound

Question 5

What is the result of the reaction between cyclohexene and peroxybenzoic acid?

Accepted Answer

formation of an equimolar mixture of enantiomeric epoxides

Question 6

In the following reaction scheme, cyclohexene is converted to a trans-1,2-diol. Which reagent is used?

Accepted Answer

Br$$_2/H$_2O$$

Question 7

Which of the following reagents is used for syn dihydroxylation of an alkene?

Accepted Answer

OsO$$_4$$

Question 8

Which of the following is the correct order of steps for the hydroboration-oxidation of an alkene?

Accepted Answer

1st step: BH$$_3-$$THF; 2nd step: H$$_2O$_2/OH$^-$$

Question 9

Which type of carbon atom is formed at the site of Markovnikov addition of HBr to 2-methyl-2-butene?

Accepted Answer

tertiary

Question 10

What is the relationship between the products of the bromination (Br$$_2/$$CCl$$_4) of (E)-$$but-2-ene and (Z)-but-2-ene?

Accepted Answer

diastereomers

Question 11

Which of the following reagents should be used to convert but-2-yne to (E)-but-2-ene?

Accepted Answer

Na/NH$$_3(l)$$

Question 12

Which of the following reagents should be used to convert but-2-yne to (Z)-but-2-ene?

Accepted Answer

H$$_2/$$Lindlar's catalyst

Question 13

For the electrophilic addition of HBr to an alkyne, which of the following describes the regioselectivity?

Accepted Answer

complete Markovnikov addition, with the bromine adding to the more substituted carbon

Question 14

Which of the following reactions of alkynes involves the formation of an enol intermediate?

Accepted Answer

hydration with H$$_2SO$_4/$$HgSO$$_4$$

Question 15

What influences the acidity of alkynes compared to other hydrocarbons?

Accepted Answer

the $$sp$$ hybridization of the terminal carbon

Question 16

Which reagent would you use to prepare an alkyne from an alkene?

Accepted Answer

halogenation followed by double dehydrohalogenation

Question 17

When naming an alkyne with multiple substituents, what determines the numbering of the chain?

Accepted Answer

the number of carbon atoms in the longest chain

Question 18

In anti-Markovnikov addition of HBr to alkynes (in the presence of peroxides), what intermediate is formed?

Accepted Answer

a vinylic radical

Question 19

Hydroboration-oxidation reaction of a terminal alkyne followed by basic workup produces what type of compound as the major product?

Accepted Answer

an aldehyde

Question 20

The $$\pi$$ bond of an alkyne is made up of:

Accepted Answer

two $$\pi$$ bonds

Addition Reactions of Alkenes and Alkynes: Mechanisms, Stereochemistry, and Applications

Study Guide - Practice Questions