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Solutions to Problems 35 40. The designation is assigned according to the type of carbon at position number 1 (the "point of connection" position, indicated by the "open" bond). Primary CH₃ (a) CH₂ CH₃ Primary; 2-methylbutyl (b) Primary; 3-methylbutyl / 2 3 4 "Open" bond (c) Secondary; 1,2-dimethylpropyl (d) Primary; 2-ethylbutyl (e) Secondary; 1,2-dimethylbutyl (f) Tertiary; 41. These are all isomers (C₈H₁₈) lacking polar functional groups, so the only consideration is that increasing boiling point correlates with increasing molecular surface area: the greater the surface area, the greater the total attractive force between molecules. Therefore straight chain compounds with extended geometric shapes will have the highest boiling points, and more branched isomers with more compact shapes will boil at lower temperatures. The most reasonable order is therefore (d)