Dihydroxydisulfane Explained

Dihydroxydisulfane or hypodithionous acid is a reduced sulfur oxyacid with sulfur in a formal oxidation state of +1, but the valence of sulfur is 2. The structural formula is, with all atoms arranged in a chain. It is an isomer of thiosulfurous acid but is lower in energy. Other isomers include HOS(=O)SH, HOS(=S)OH, and HS(=O)2SH. Disulfur monoxide, S2O, can be considered as the anhydride.[1] Unlike many of these other reduced sulfur acids, dihydroxydisulfane can be formed in a pure state by reacting hydrogen sulfide with sulfur dioxide at −70 °C in dichlorodifluoromethane.[2]

H2S + SO2 → H2S2O2

Dihyroxydisulfane may exist in an equilibrium with thiosulfurous acid.[3]

Organic derivatives such as dimethoxydisulfane,[4] diaceto disulfide,[5] and bis(trifluoroaceto) disulfide[6] also exist.

The conjugate bases are called disulfanediolate and hypodithionite .

Properties

Calculations predict that the S−S bond length is 2.013 Å, O−S bond length is 1.645 Å, H−O bond length is 0.943 Å.[7]

Related compounds

Related compounds include the isoelectronic substances hydrogen tetroxide HOOOOH, hydroxotrisulfane HOSSSH, HSOSSH, and tetrasulfane HSSSSH.

Notes and References

  1. Schmidt. Heinar. Steudel. Ralf. Suelzle. Detlev. Schwarz. Helmut. Sulfur compounds. 148. Generation and characterization of dihydroxy disulfide, HOSSOH: the chainlike isomer of thiosulfurous acid. Inorganic Chemistry. March 1992. 31. 6. 941–944. 10.1021/ic00032a004.
  2. Book: Makarov . Sergei V.. Makarova . Anna S.. Silaghi-Dumitrescu . Radu. PATAI's Chemistry of Functional Groups. 2014. Sulfoxylic and thiosulfurous acids and their dialkoxy derivatives. 266–273. 10.1002/9780470682531.pat0829. John Wiley & Sons. 9780470682531.
  3. Book: Patai. Saul. The Chemistry of Peroxides. John Wiley & Sons. 9781118412718. en. 2015-04-20.
  4. Baumeister. Edgar. Oberhammer. Heinz. Schmidt. Heinar. Steudel. Ralf. Gas phase structure and vibrational spectra of dimethoxysulfane (CH3O)2S. Heteroatom Chemistry. December 1991. 2. 6. 633–641. 10.1002/hc.520020605.
  5. Du. Lin. Yao. Li. Ge. Maofa. He I Photoelectron Spectroscopy and Theoretical Investigation on Diaceto Disulfide, CH3C(O)OSSOC(O)CH3. The Journal of Physical Chemistry A. November 2007. 111. 46. 11787–11792. 10.1021/jp075164h. 17958404. 2007JPCA..11111787D.
  6. Zeng. Xiaoqing. Ge. Maofa. Sun. Zheng. Wang. Dianxun. Bis(trifluoroaceto) Disulfide (CF3C(O)OSSOC(O)CF3): A HeI Photoelectron Spectroscopy and Theoretical Study. The Journal of Physical Chemistry A. May 2006. 110. 17. 5685–5691. 10.1021/jp061050e. 16640363. 2006JPCA..110.5685Z.
  7. Book: Patai. Saul. The Chemistry of Peroxides. 2004. John Wiley & Sons. 9781118412718. 296. 3 part 1. en.

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