Question 1

Which of the following statements about resonance structures is CORRECT?

Accepted Answer

Only electrons move; atoms do not move between resonance structures.

Question 2

What makes a resonance structure more favored?

Accepted Answer

All atoms have a complete octet and negative charges are on the most electronegative atom.

Question 3

In the Diels-Alder reaction, what determines the regioselectivity when using unsymmetrical reagents?

Accepted Answer

The resonance contributions of the diene and dienophile.

Question 4

Which group increases the electron density on the diene in a Diels-Alder reaction, making it more reactive?

Accepted Answer

Electron-donating group (EDG)

Question 5

Which type of alkyl halide favors the $$S_N1$$ reaction mechanism?

Accepted Answer

Tertiary alkyl halide

Question 6

What is the main factor that determines the strength of a nucleophile?

Accepted Answer

The charge; more negatively charged means more nucleophilic

Question 7

Which reaction mechanism is favored by strong nucleophiles?

Accepted Answer

$$S_N2$$

Question 8

Epoxides react quickly at room temperature due to:

Accepted Answer

Their bond angle strain

Question 9

In acid-catalyzed nucleophilic substitution of epoxides, the nucleophile adds to:

Accepted Answer

The more substituted side

Question 10

Which of the following is a correct general equation for the synthesis of an ether from an alcohol?

Accepted Answer

$$R-OH + R'-X \rightarrow R-O-R' + HX$$

Question 11

Which condition favors the $$E2$$ elimination reaction over $$S_N2$$ substitution?

Accepted Answer

Strong base and tertiary alkyl halide

Question 12

A tertiary alkyl halide reacts with a strong base. Which mechanism is most likely?

Accepted Answer

$$E2$$

Question 13

Which of the following is NOT a criterion for a resonance structure to be more favored?

Accepted Answer

Opposing charges are always adjacent to each other

Question 14

In the synthesis of alcohols, which reaction type is commonly used to convert an alkene to an alcohol?

Accepted Answer

Electrophilic addition

Question 15

Which of the following statements about the $$S_N2$$ mechanism is TRUE?

Accepted Answer

It is a one-step mechanism with simultaneous bond formation and bond breaking.

Question 16

Which factor increases the likelihood of an $$S_N1$$ reaction?

Accepted Answer

Stable carbocation intermediate

Question 17

What is the main product when an epoxide reacts with a nucleophile under basic conditions?

Accepted Answer

Nucleophile adds to the less substituted side

Question 18

Which of the following is a characteristic of the Diels-Alder reaction?

Accepted Answer

It forms a six-membered ring.

Question 19

Which of the following best describes the role of electron-withdrawing groups (EWG) in the Diels-Alder reaction?

Accepted Answer

They decrease the electron density on the dienophile.

Question 20

Which mechanism is most likely when a secondary alkyl halide reacts with a strong base?

Accepted Answer

$$E2$$

Organic Chemistry Study Notes: Resonance, Diels-Alder, Substitution & Elimination, and Reactions of Alcohols, Ethers, and Epoxides

Study Guide - Practice Questions