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SolutionsPhysical and Bond Properties

1. Polarity

Acetonitrile (mass 41) boils at 82 °C and propane (mass 44) at −42 °C. Why?

The C≡N group is very polar (dipole moment ≈ 3.9 D) and the linear molecules attract each other strongly by dipole-dipole forces, even though they do not form hydrogen bonds with each other.

2. Solvent

Why is acetonitrile a good solvent for SN2 reactions?

It is polar and aprotic: it dissolves salts and solvates cations, but does not hydrogen-bond to anions, which stay free and very nucleophilic.

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