Bunte salt
In organosulfur chemistry, a Bunte salt is an archaic name for salts with the formula RSSO3–Na+. They are also called S-alkylthiosulfates or S-arylthiosulfates.[1] These compounds are typically derived from alkylation on the pendant sulfur of sodium thiosulfate:[2]
- RX + Na2S2O3 → Na[O3S2R] + NaX
They have been used as intermediates in the synthesis of thiols.[3] They are also used to generate unsymmetrical disulfides:
- Na[O3S2R] + NaSR' → RSSR' + Na2SO3
According to X-ray crystallography, they adopt the expected structure with tetrahedral sulfur(VI) atom, a sulfur-sulfur single bond, and three equivalent sulfur-oxygen bonds.[4]
See also
- Thiosulfonates are organosulfur compounds with the formula RSO2S− and RSO2SR'
References
- ^ "IUPAC Gold Book - Bunte salts".
- ^ "Sulfide Synthesis in Preparation of Unsymmetrical Dialkyl Disulfides: Sec-butyl Isopropyl Disulfide". Org. Synth. 58: 147. 1978. doi:10.15227/orgsyn.058.0147.
{{cite journal}}: Unknown parameter|authors=ignored (help) - ^ Distler, Harry "The Chemistry of Bunte Salts" Angewandte Chemie International Edition in English 1967, vol. 6, pp. 544-53. doi:10.1002/anie.196705441
- ^ "(15-Crown-5-k-5O)[S-(E)-1,2-dichlorovinyl thiosulfato-[kappa]O]sodium". Acta Crystallographica E. 67 (7): m934. 2011. doi:10.1107/S1600536811022252. PMC 3151796. PMID 21836918.
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