119421-13-5

Basic information

• Product Name: C₁₂H₁₅⁽²⁾H₂NO₄S
• CAS NO: 119421-13-5
• Molecular Weight: 273.321
• Mol File: 119421-13-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₂H₁₅⁽²⁾H₂NO₄S(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₂H₁₅⁽²⁾H₂NO₄S(119421-13-5)
• EPA Substance Registry System: C₁₂H₁₅⁽²⁾H₂NO₄S(119421-13-5)

Safety Data

• Hazardous Substances Data: 119421-13-5(Hazardous Substances Data)

Upstream product

• 95778-73-7 t-butyl N-(o-hydroxyphenyl) sulfinamoyl acetate 

Relevant articles and documents

Sulphinamoylacetates as sulphine precursors. Mechanism of basic hydrolysis and scheme of irreversible inactivation of cinnamoyl alcohol dehydrogenase, an enzyme of the lignification process

t-Butyl N-arylsulphinamoylacetates are hydrolysed in aqueous basic media by an elimination mechanism. It takes place on the conjugate base of the substrate resulting from a fast deprotonation of the activated methylene group. This elimination is first order (E1cB) for compounds where strong electron-withdrawing groups substitute the aromatic ring. For substitution by weaker electron-withdrawing or -donating groups, the elimination is second order, and needs the presence of general acid catalysis. For t-butyl N-(2-hydroxyphenyl)sulphinamoylisobutyrate where this mechanism of elimination is impossible, a BAc2 attack by hydroxide ion at the sulphur atom takes place. From these mechanisms and the results of complexation of zinc(II) cations by sulphinamoylacetates, a possible scheme for the irreversible inactivation of the title zinc metalloenzyme is proposed.