Question 1

Which of the following statements best describes constitutional isomers?

Accepted Answer

They have the same molecular formula but different connectivity of atoms.

Question 2

Which of the following is the correct IUPAC name for the compound with the structure $$\mathrm{CH_3CH_2CH(CH_3$)CH_2CH_3}$$?

Accepted Answer

3-methylpentane

Question 3

Which of the following compounds is a secondary alcohol?

Accepted Answer

$$\mathrm{CH_3CH(OH)CH_3$}$$

Question 4

What is the correct systematic name for the following compound: $$\mathrm{CH_3CH_2OCH_2CH_3}$$?

Accepted Answer

Ethoxyethane

Question 5

Which of the following statements about boiling points is correct?

Accepted Answer

Branching in alkanes lowers the boiling point due to decreased surface area.

Question 6

Which of the following is the most stable conformer of butane when viewed down the C2–C3 bond?

Accepted Answer

Staggered anti conformer

Question 7

A compound has the formula $$\mathrm{C_5H_{12}}. $$Which of the following is NOT a possible constitutional isomer?

Accepted Answer

cyclopentane

Question 8

Which of the following best explains why cyclopropane is highly strained?

Accepted Answer

It has significant angle strain and all hydrogens are eclipsed.

Question 9

Which of the following is the correct IUPAC name for the compound shown below?

A six-carbon ring with a methyl group at carbon 1 and a bromo group at carbon 4.

Accepted Answer

4-bromo-1-methylcyclohexane

Question 10

Which of the following compounds can form hydrogen bonds with itself?

Accepted Answer

$$\mathrm{CH_3CH_2OH}$$

Question 11

Which of the following is a tertiary amine?

Accepted Answer

$$\mathrm{N(CH_3$)_3}$$

Question 12

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

Accepted Answer

An oxygen atom can drag up to three carbons into water due to hydrogen bonding.

Question 13

Which of the following is the correct systematic name for the compound $$\mathrm{CH_3CH_2CH_2Br}$$?

Accepted Answer

1-bromopropane

Question 14

Which of the following best describes the difference between a primary, secondary, and tertiary carbon?

Accepted Answer

A primary carbon is bonded to one other carbon, a secondary to two, and a tertiary to three.

Question 15

Which of the following is the correct IUPAC name for the compound with the structure $$\mathrm{CH_3CH_2CH_2CH_2OH}$$?

Accepted Answer

1-butanol

Question 16

Which of the following statements about cyclohexane conformers is correct?

Accepted Answer

The chair conformer is more stable than the boat conformer because it is free of angle and torsional strain.

Question 17

Which of the following is the correct systematic name for the compound $$\mathrm{CH_3CH_2NH_2}$$?

Accepted Answer

Ethylamine

Question 18

Which of the following best explains why drugs with long hydrocarbon tails can cross the blood-brain barrier?

Accepted Answer

They are fat-soluble and can dissolve in the nonpolar environment of the membrane.

Question 19

Which of the following is the correct IUPAC name for the compound with the structure $$\mathrm{CH_3CH_2CH_2OCH_3}$$?

Accepted Answer

Methoxypropane

Question 20

Which of the following is the correct IUPAC name for a cycloalkane with two methyl groups on carbons 1 and 3?

Accepted Answer

1,3-dimethylcyclohexane

Nomenclature, Physical Properties, and Conformations of Alkanes and Related Compounds

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