Question 4.sp.4: (a) Which compound, A or B, has the higher boiling point? (b...

(a) Which compound, A or B, has the higher boiling point? (b) Which compound, C or D, has the higher melting point?

(a) Which compound, A or B, has the higher boiling point? (b) Which compound, C or D, has the higher melting point?

Analysis
Determine the types of intermolecular forces in each compound. The compound with the stronger forces has the higher boiling point or melting point.

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a. NH_{3} (A) has an N—H bond, so it exhibits intermolecular hydrogen bonding. CH_{4} (B) has only London forces since it has only nonpolar C—H bonds. NH_{3}has stronger forces and the higher boiling point.
b. Methanol (C) has an O—H bond, so it can intermolecularly hydrogen bond. Chloromethane (D) has a polar C—Cl bond, so it has dipole–dipole interactions, but it cannot hydrogen bond. C has stronger forces, so C has the higher melting point.

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