Question 1

Which of the following best describes the Markovnikov's Rule in the addition of HX to an alkene?

Accepted Answer

The hydrogen atom adds to the carbon with the most hydrogens already attached, and the halide adds to the carbon with fewer hydrogens.

Question 2

Which of the following statements about the anti addition of bromine ($$\mathrm{Br_2$}) to $$cyclohexene is correct?

Accepted Answer

The two bromine atoms add to opposite faces of the double bond, resulting in trans stereochemistry.

Question 3

Which of the following is the correct order of bond length for C–C, C=C, and C≡C bonds?

Accepted Answer

$$\mathrm{C–C \u003e C=C \u003e C\equiv C}$$

Question 4

A triglyceride is classified as which type of organic molecule?

Accepted Answer

Lipid

Question 5

Which of the following best explains why unsaturated fats are typically liquid at room temperature?

Accepted Answer

The presence of double bonds introduces kinks, preventing tight packing of molecules.

Question 6

Which reagent would you use to convert an alkene to a vicinal diol via syn addition?

Accepted Answer

$$\mathrm{$$OsO_4$$} ($$osmium tetroxide)

Question 7

Which of the following is a correct statement about the hydration of alkenes using acid-catalyzed addition?

Accepted Answer

The reaction proceeds via a carbocation intermediate and follows Markovnikov's rule.

Question 8

Which of the following best describes the product of hydrohalogenation of 2-methyl-2-butene with HBr?

Accepted Answer

2-bromo-2-methylbutane, as the Br adds to the more substituted carbon.

Question 9

Which of the following is NOT a characteristic of aromatic compounds?

Accepted Answer

They contain only single bonds in a ring.

Question 10

Which of the following statements about the halogenation of alkenes is correct?

Accepted Answer

The reaction proceeds via a cyclic halonium ion intermediate.

Question 11

Which of the following best describes the stereochemistry of the product when cyclopentene reacts with $$\mathrm{Br_2$} in$$ $$\mathrm{$$CCl_4$$}$$?

Accepted Answer

Trans-1,2-dibromocyclopentane

Question 12

Which of the following is the correct mechanism for the acid-catalyzed hydration of an alkene?

Accepted Answer

Protonation of the double bond, formation of a carbocation, nucleophilic attack by water, deprotonation.

Question 13

Which of the following is true regarding the physical properties of saturated versus unsaturated fats?

Accepted Answer

Saturated fats have higher melting points than unsaturated fats.

Question 14

Which of the following is a correct statement about the syn dihydroxylation of alkenes?

Accepted Answer

Both hydroxyl groups add to the same face of the double bond.

Question 15

Which of the following best describes the product of the ozonolysis of 1-butene?

Accepted Answer

Propanal and formaldehyde

Question 16

Which of the following is the correct order of increasing bond strength for C–C, C=C, and C≡C bonds?

Accepted Answer

$$\mathrm{C–C \u003c C=C \u003c C\equiv C}$$

Question 17

Which of the following is a requirement for a compound to be aromatic?

Accepted Answer

It must have $$4n+2$$ $$\pi$$ electrons, where $$n is an $$integer.

Question 18

Which of the following best describes the regioselectivity of hydroboration-oxidation of alkenes?

Accepted Answer

The OH group adds to the less substituted carbon (anti-Markovnikov).

Question 19

Which of the following is the correct product of the syn addition of $$\mathrm{H_2$} to an $$alkene in the presence of a metal catalyst?

Accepted Answer

An alkane with both hydrogens added to the same face of the former double bond.

Alkenes, Alkynes, and Addition Reactions: Structure, Properties, and Mechanisms

Study Guide - Practice Questions