AskDefine | Define sulfonate

Dictionary Definition

sulfonate n : a salt of sulphonic acid

User Contributed Dictionary

English

Alternative spellings

Noun

  1. any salt or ester of a sulfonic acid

Verb

  1. To treat or react with a sulfonic acid, or to introduce such a group into a compound

Extensive Definition

A sulfonate ion is an ion that contains the -S(=O)2-O− functional group. The general formula is RSO2O−, where R is some organic group. They are conjugate bases of sulfonic acids with formula RSO2OH.
Sulfonates, being weak bases, are good leaving groups in Sn1, Sn2, E1 and E2 reactions.
As is common, the same term is used for compounds containing this functional group, ionic salts, or similar covalent compounds, esters.

Examples

  • Mesylate (methanesulfonate) ion, CH3SO2O−
  • Triflate (trifluoromethanesulfonate) ion, CF3SO2O−
  • Tosylate (p-toluenesulfonate) ion, CH3C6H4SO2O−
  • Besylate (benzenesulfonate) ion, C6H5SO2O−
A classic organic reaction for the preparation of sulfonates is that of alkyl halides with sulfites such as sodium sulfite , first described by Adolph Strecker in 1868 (Strecker sulfite alkylation)

See also

The preceding terms apply to salts and esters as well as anions.

References

sulfonate in German: Sulfonat
sulfonate in Spanish: Sulfonato
sulfonate in French: Sulfonate
sulfonate in Malay (macrolanguage): Sulfonat
sulfonate in Finnish: Sulfonaatti

Synonyms, Antonyms and Related Words

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