Question 1

Which of the following best describes the functional group present in all alcohols?

Accepted Answer

A hydroxyl group ($$-OH) $$attached to an $$sp^3$$ hybridized carbon

Question 2

What is the correct IUPAC name for a molecule with the structure $$CH_3CH_2CH_2CH_2OH$$?

Accepted Answer

1-Butanol

Question 3

Which of the following alcohols is classified as a tertiary alcohol?

Accepted Answer

2-methyl-2-propanol

Question 4

Which of the following statements about the boiling points of alcohols is correct?

Accepted Answer

Alcohols have higher boiling points than alkanes of similar molar mass due to hydrogen bonding.

Question 5

Which of the following best explains why methanol is more soluble in water than 1-octanol?

Accepted Answer

Methanol has a shorter carbon chain, making the $$-OH$$ group more influential in hydrogen bonding with water.

Question 6

What is the product of the oxidation of 2-propanethiol ($$CH_3CH(SH)CH_3$) with an oxidizing agent?

Accepted Answer

$$CH_3CH(S)CH_3$ (disulfide dimer: CH_3CH(S$$)$$CH_3-S-CH_3CH(S$$)$$CH_3)$$

Question 7

Which of the following is the correct IUPAC name for the compound commonly known as isobutyl propyl ether?

Accepted Answer

1-propoxy-2-methylpropane

Question 8

Which of the following reactions is an example of a dehydration reaction?

Accepted Answer

$$CH_3CH_2CH_2OH \xrightarrow{H_2SO_4} CH_3CH=CH_2$ + H_2O$$

Question 9

According to Zaitsev’s Rule, which alkene is the major product when 2-butanol is dehydrated?

Accepted Answer

2-butene

Question 10

Which of the following alcohols cannot be oxidized by potassium dichromate ($$K_2Cr_2O_7) in $$acid?

Accepted Answer

2-methyl-2-propanol

Question 11

What is the correct classification for the alcohol in the following structure: $$CH_3CH_2CH_2OH$$?

Accepted Answer

Primary alcohol

Question 12

Which of the following best describes a chiral center in organic molecules?

Accepted Answer

A carbon atom bonded to four different groups

Question 13

Which of the following molecules is most likely to rotate plane-polarized light?

Accepted Answer

A molecule with a chiral center and no plane of symmetry

Question 14

Which of the following is the correct product of the reaction shown in the fifth image (isopropylthiol with an oxidizing agent)?

Accepted Answer

$$ (CH_3$)_2CH-S-S-CH(CH_3$)_2  ($$disulfide)

Question 15

Which of the following best describes the relationship between the two dogs in the sixth image?

Accepted Answer

They are non-superimposable mirror images, analogous to enantiomers.

Question 16

Which of the following statements about the solubility of alcohols in water is correct?

Accepted Answer

Alcohols with three or fewer carbons are soluble in water.

Question 17

What is the major product when 2-propanethiol is oxidized?

Accepted Answer

$$ (CH_3$)_2CH-S-S-CH(CH_3$)_2  ($$disulfide)

Question 18

Which of the following best describes the process shown in the third image (thiol redox reaction)?

Accepted Answer

Two thiol molecules are oxidized to form a disulfide bond.

Study Notes: Naming and Properties of Alcohols, Ethers, Thiols, and Chirality (Ch.14)

Study Guide - Practice Questions