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Chapter 3: Q.42. (page 91)

Question: Explain why CH3CH2NHCH3has a higher boiling point than (CH3)3N, even though they have the same molecular weight.

Short Answer

Expert verified

Answer

The presence of hydrogen bonding results inCH3CH2NHCH3 having a higher boiling point thanCH33N.

Step by step solution

01

Boiling point

Various intermolecular forces regulate boiling point, and hydrogen bonding is an important intermolecular force.

02

Intermolecular forces

Intermolecular forcescan also be designated as “non-covalent interactions.”The interaction present in the molecule can be understood with the help of the functional groups present in them.

03

Comparison of the boiling points of CH3CH2NHCH3 and (CH3)3N

In the compoundCH3CH2NHCH3, hydrogen bonding takes place as the hydrogen atom is connected to the nitrogen atom.

However, in the case of the compoundCH33N, hydrogen bonding is absent as the hydrogen is not directly linked to an electronegative atom in this compound.

Hence, the presence of hydrogen bonding results inCH3CH2NHCH3 having a higher boiling point thanCH33N.

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Most popular questions from this chapter

Question: Draw structures that fit each description and name the functional group in each molecule:

  1. two constitutional isomers with molecular formula C5H10O that contain different functional groups;
  2. two constitutional isomers with molecular formula C6H10O that contain the same functional group.

Question: (a)Identify the functional groups in salinosporamide A, an anticancer agent isolated from marine sediment.(b)Classify each alcohol, alkyl halide, amide, and amine as 10,20, or 30.

Question: Explain why diethyl ether (CH3CH2OCH2CH3) and butan-1-ol (CH3CH2CH2CH2OH) have similar solubility properties in water, but butan-1-ol has a much higher boiling point.

Question: Quinapril (trade name Accupril) is a drug used to treat hypertension and congestive heart failure.

a. Identify the functional groups in quinapril.

b. Classify any alcohol, amide, or amine as 10,20 or 30.

c. At which sites can quinapril hydrogen bond to water?

d. At which sites can quinapril hydrogen bond to acetone [CH32CO]?

e. Label the most acidic hydrogen atom.

f. Which site is most basic?

Question: Classify each amine in the following compounds as 10, 20or 30.

a.

b.
See all solutions

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