Disulfide - Inorganic Vs. Organic Disulfides

Inorganic Vs. Organic Disulfides

The disulfide anion is S22−, or −S–S−. Sulfur is usually assigned to the reduced oxidation number −2, described as S2− and called sulfide. It has the electron configuration of a noble gas (argon). In disulfide, sulfur is only reduced to a state with oxidation number −1. Its configuration then resembles that of a chlorine atom. It thus tends to form a covalent bond with another S− center to form S22− group. Oxygen also behaves similarly, e.g. in peroxides such as H2O2. Examples:

  • Iron disulfide (FeS2), e.g. the mineral pyrite.
  • Disulfur dichloride (S2Cl2), a distillable liquid.

In many cases, each of the sulfur atoms in a disulfide group is covalently bonded to a carbon atom in an organic compound, forming a disulfide bond, sometimes called a disulfide linkage or a disulfide bridge. Examples:

  • The amino acid cystine
  • The vitamin lipoic acid
FeS2 unit cell
S2Cl2
cystine
lipoic acid
Ph2S2

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