Step 1: Understanding the Question:
Four compounds with similar molecular masses—a primary amine, a secondary amine, a tertiary amine, and a branched alkane—are given. We must identify the one with the lowest boiling point.
Step 2: Key Formula or Approach:
Boiling point depends on intermolecular force strength. The ranking from strongest to weakest is: Hydrogen bonding (primary>secondary)>Dipole-dipole>London dispersion forces.
Step 3: Detailed Explanation:
Butylamine (A) has two N-H bonds, enabling strong H-bonding networks. Diethylamine (D) has one N-H bond, giving moderate H-bonding. Ethyldimethylamine (C) is a tertiary amine with no N-H bonds, so it cannot self-associate via H-bonds and relies only on dipole-dipole interactions. 2-Methylbutane (B) is a non-polar hydrocarbon depending entirely on weak London dispersion forces. Since dispersion forces are the feeblest among these, this alkane vaporizes most readily.
Step 4: Final Answer:
The lowest boiling point belongs to 2-methylbutane, option (B).