72488-43-8

Basic information

• Product Name: 4-MeC₆H₄C(Me)=NN(H)C(=S)NHMe
• Synonyms: 4-MeC₆H₄C(Me)=NN(H)C(=S)NHMe
• CAS NO: 72488-43-8
• Molecular Weight: 221.326
• Mol File: 72488-43-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-MeC₆H₄C(Me)=NN(H)C(=S)NHMe(CAS DataBase Reference)
• NIST Chemistry Reference: 4-MeC₆H₄C(Me)=NN(H)C(=S)NHMe(72488-43-8)
• EPA Substance Registry System: 4-MeC₆H₄C(Me)=NN(H)C(=S)NHMe(72488-43-8)

Safety Data

• Hazardous Substances Data: 72488-43-8(Hazardous Substances Data)

Upstream product

• 6610-29-3 4-methylthiosemicarbazide 
• 122-00-9 para-methylacetophenone 

Relevant articles and documents

A comparative study of cyclometallated palladium(II) compounds with terdentate [C,N,S] pincer ligands - Crystal and molecular structure of [Pd{4-MeC6H3C(Me)=NNC(=S)NHMe}(PPh3)] and [Pd{4-MeOC6H3C(H)=N[2- (SMe)C6H4]}(Cl)]

Treatment of the thiosemicarbazone ligands 4-MeC6H4C(Me)=NN(H)C(=S)NHMe (a), 4-MeC6H4C(Me)=NN(H)C(=S)NHEt (b), and 4-MeC6H4C(Me)=NN(H)C(= S)NHPh (c) with K2[PdCl4] produced the tetranuclear palladium(II) compounds [Pd{4-MeC6H3C(Me)=NNC(=S)-NHMe}]4 (1a), [Pd{4-MeC6H3C(Me)=NNC(=S)NHEt}]4 (1b), and [Pd{4-MeC6H3C(Me)=NNC(=S)NHPh}]4 (1c) with deprotonation of the NH group. Treatment of thiosemicarbazones 4-MeOC6H4C(H)=NN(Me)C(=S)NH2 (d) and 3-Me-OC6H4C(H)=NN(Me)C(=S)NH2 (e) with K2[PdCl4] gave the mononuclear palladium(II) compounds [Pd{4-MeOC6H3-C(H)=NN(Me)C(=S)NH2}(C1)] (1d) and [Pd{3-MeOC6H3-C(H)=NN(Me)C(=S)NH2}(C1)] (1e). Treatment of the Schiff base 4-MeOC6H4C(H)=N[2-(SMe)C5H4] (f) with Li2[PdCl4] afforded [Pd{4-MeOC6H3C(H)=N[2- (SMe)C6H4]}(Cl)] (1f). All the ligands are terdentate through the [C,N,S] atoms and the Pd-S bond formed is sufficiently strong to tolerate treatment with nucleophiles without bond cleavage. Treatment of 1a, 1b, and 1c with triphenylphosphane gave the mononuclear species 2a, 2b, and 2c, which upon treatment with hydrochloric acid resulted in the 1f electrolytes 3a, 3b, and 3c, with NH and C=S groups. Coordination of PPh3 to Pd in 1:1 was achieved by treatment of the compound with sodium perchlorate, followed by the nucleophile in a 1:1 molar ratio, to yield 2f. The crystal structures of compounds 2a and 1f are described.