Thiol - Structure and Bonding

Structure and Bonding

Thiols and alcohols have similar molecular structure. The major difference is the size of the chalcogenide, C–S bond lengths being around 180 picometers in length. The C–S–H angles approach 90°. In the solid or molten liquids, the hydrogen-bonding between individual thiol groups is weak, the main cohesive force being van der Waals interactions between the highly polarizable divalent sulfur centers.

Due to the lesser electronegativity difference between sulfur and hydrogen compared to oxygen and hydrogen, an S–H bond is less polar than the hydroxyl group. Thiols have a lower dipole moment relative to the corresponding alcohol.

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