Dithiocarboxylic acid

Dithiocarboxylate salts readily S-alkylate to give '''dithiocarboxylate esters''':<ref>{{cite journal|journal=Org. Synth.|year=1962|volume=42|page=100|doi=10.15227/orgsyn.042.0100|author=Frederick Kurzer |author2=Alexander Lawson |title=Thiobenzoylthioglycolic Acid|doi-access=free}}</ref>

Dithiocarboxylate salts readily S-alkylate to give '''dithiocarboxylate esters''':<ref>{{cite journal|journal=Org. Synth.|year=1962|volume=42|page=100|doi=10.15227/orgsyn.042.0100|author=Frederick Kurzer |author2=Alexander Lawson |title=Thiobenzoylthioglycolic Acid|doi-access=free}}</ref>

:{{chem2|RCS2Na + R'Cl -> RCS2R' + NaCl}}

:{{chem2|RCS2Na + R'Cl -> RCS2R' + NaCl}}

Aryldithiocarboxylic acids, e.g., [[dithiobenzoic acid]], chlorinate to give the [[thioacyl chloride]]s.

Aryldithiocarboxylic acids, e.g., [[dithiobenzoic acid]], chlorinate to give the [[thioacyl chloride]]s.{{cn}}

[[Oxygen transfer]] to a dithiocarboxylate ester gives a [[sulfine]]-like ''S''-oxide that rearranges to an acyl disulfide.<ref>{{Cite book |last=Collier |first=S.&nbsp;J. |title=Category 3, Compounds with Four and Three Carbon Heteroatom Bonds: Three Carbon—Heteroatom Bonds: Esters, and Lactones; Peroxy Acids and R(CO)OX Compounds; R(CO)X, X=S, Se, Te |date=2007 |publisher=Georg Thieme Verlag |isbn=978-3-13-144691-6 |editor-last=Panek |editor-first=J. S. |series=Science of Synthesis |location=Stuttgart |page=1651 |language=en |chapter=Product class 8: Thiocarboxylic S-acids, selenocarboxylic Se-acids, tellurocarboxylic Te-acids, and derivatives |doi=10.1055/sos-sd-020-01480}}</ref>

[[Oxygen transfer]] from e.g. [[air]]<ref name=Patai2/>{{rp|750}} to a dithiocarboxylate ester gives a [[sulfine]]-like ''S''-oxide that rearranges to an acyl disulfide.<ref>{{Cite book |last=Collier |first=S.&nbsp;J. |title=Category 3, Compounds with Four and Three Carbon Heteroatom Bonds: Three Carbon—Heteroatom Bonds: Esters, and Lactones; Peroxy Acids and R(CO)OX Compounds; R(CO)X, X=S, Se, Te |date=2007 |publisher=Georg Thieme Verlag |isbn=978-3-13-144691-6 |editor-last=Panek |editor-first=J. S. |series=Science of Synthesis |location=Stuttgart |page=1651 |language=en |chapter=Product class 8: Thiocarboxylic S-acids, selenocarboxylic Se-acids, tellurocarboxylic Te-acids, and derivatives |doi=10.1055/sos-sd-020-01480}}</ref>

==References==

==References==