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Question: Arrange the following compounds in order of increasing boiling point.

Short Answer

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Answer

The order of increasing boiling point is given below:

Step by step solution

01

Factors affecting the boiling point

Some factors which affect the boiling point of a compounds. These are mentioned below:

  • As the number of carbon atoms increases, the boiling point also increases.
  • As the branching increases, the surface area decreases, and hence the boiling point also decreases.
02

Order of boiling point among the simplest chain compounds

The given compounds are shown below:

Given compounds

The simple chain compounds are octane and heptane. Octane has more carbon atoms, which means it has the highest boiling point than others. Thereafter, the boiling point of heptane would be higher than the remaining two compounds.

The increasing order of boiling point is illustrated below:

Order of boiling point of octane and heptane

03

Order of boiling point of branched compounds

The branched compounds are 2,2,3-trimethylbutane and 2-methylhexane. The compound 2,2,3-trimethylbutane has more branching than 2-methylhexane. Thus, the surface area of 2,2,3-trimethylbutane is less than 2-methylhexane.

Hence, the boiling point of 2,2,3-trimethylbutane is less than 2-methylhexane. The overall order of increasing boiling point is shown below:

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Most popular questions from this chapter

Question: Each of the following IUPAC names is incorrect. Explain why it is incorrect and give the correct IUPAC name.

a. 2,2-dimethyl-4-ethylheptane

b. 5-ethyl-2-methylhexane

c. 2-methyl-2-isopropylheptane

d. 1,5-dimethylcyclohexane

e. 1-ethyl-2,6-dimethylcycloheptane

f. 5,5,6-trimethyloctane

g. 3-butyl-2,2-dimethylhexaneh. 1,3-dimethylbutane

Question: a. Draw the anti and gauche conformations for ethylene glycol (OHCH2CH2OH).

b. Ethylene glycol is unusual in that the gauche conformation is more stable than the anti conformation. Offer an explanation.

Question: Hydrocarbons like benzene are metabolized in the body to arene oxides, which rearrange to form phenols. This is an example of a general process in the body, in which an unwanted compound (benzene) is converted to a more water-soluble derivative called a metabolite, so that it can be excreted more readily from the body.

a. Classify each of these reactions as oxidation, reduction, or neither.

b. Explain why phenol is more water soluble than benzene. This means that phenol dissolves in urine, which is largely water, to a greater extent than benzene.

Question: For each compound drawn below:

a. Label each OH, Br, andCH3group as axial or equatorial.

b. Classify each conformation as cis or trans.

c. Translate each structure into a representation with a hexagon for the six-membered ring, and wedges and dashed wedges for groups above and below the ring.

d. Draw the second possible chair conformation for each compound.

Question: Give the IUPAC name for each compound.


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