Question 1

Which of the following best describes a vinyl halide?

Accepted Answer

A halogen directly attached to an sp$$^{2}$$ hybridized carbon of an alkene.

Question 2

Which statement about the boiling points of alkyl halides is correct?

Accepted Answer

Boiling points increase as the size of the halogen increases (F \u003c Cl \u003c Br \u003c I).

Question 3

Which of the following is a geminal dihalide?

Accepted Answer

A compound with two halogen atoms bonded to the same carbon.

Question 4

What is the correct IUPAC name for the following compound: $$CH_2BrCH_2CH_3$$?

Accepted Answer

1-bromopropane

Question 5

Which factor most strongly affects the strength of a nucleophile in a substitution reaction?

Accepted Answer

Electron density and polarizability of the nucleophile

Question 6

In the free radical allylic halogenation using N-bromosuccinimide (NBS), what is the main reason NBS is used?

Accepted Answer

It keeps the concentration of Br$$_2$$ low, reducing competing addition reactions.

Question 7

Which of the following alkyl halides is most likely to undergo an S$$_N2 $$reaction?

Accepted Answer

A primary alkyl halide

Question 8

Which statement best explains why alkyl fluorides are less dense than water?

Accepted Answer

Fluorine is less massive and forms less polarizable bonds, resulting in lower density.

Question 9

Which of the following is true about the S$$_N1 $$reaction mechanism?

Accepted Answer

It involves a two-step process with a carbocation intermediate.

Question 10

During nucleophilic substitution, which of the following is the best leaving group?

Accepted Answer

Br$$^- ($$bromide ion)

Question 11

Which of the following statements about nucleophiles is correct?

Accepted Answer

Anions are generally stronger nucleophiles than their neutral counterparts.

Question 12

Which compound is a methyl halide?

Accepted Answer

CH$$_3Br$$

Question 13

What is the major product when sodium ethoxide reacts with 2-bromopropane?

Accepted Answer

Propene ($$CH_2$$=$$CHCH_3)$$

Question 14

Which of the following best describes the role of sodium ethoxide in an elimination reaction?

Accepted Answer

It acts as a Brønsted base, abstracting a proton to form a double bond.

Question 15

Which of the following statements about the S$$_N2 $$reaction is correct?

Accepted Answer

It is a one-step process without an intermediate.

Question 16

Which of the following is the correct formula for chloroform?

Accepted Answer

CHCl$$_3$$

Question 17

Why does bromination occur with good yield at the allylic position in free radical halogenation?

Accepted Answer

The allylic radical is resonance stabilized.

Question 18

Which of the following is a vicinal dihalide?

Accepted Answer

A compound with two halogen atoms bonded to adjacent carbons.

Question 19

Which of the following best explains why tertiary alkyl halides do not undergo S$$_N2 $$reactions?

Accepted Answer

Steric hindrance prevents nucleophilic attack.

Alkyl Halides and Nucleophilic Substitution: Key Concepts and Mechanisms

Study Guide - Practice Questions