424839-85-0

Basic information

• Product Name: 2-ClC₆H₄CH=NCH₂CH₂SMe
• CAS NO: 424839-85-0
• Molecular Weight: 213.731
• Mol File: 424839-85-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-ClC₆H₄CH=NCH₂CH₂SMe(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ClC₆H₄CH=NCH₂CH₂SMe(424839-85-0)
• EPA Substance Registry System: 2-ClC₆H₄CH=NCH₂CH₂SMe(424839-85-0)

Safety Data

• Hazardous Substances Data: 424839-85-0(Hazardous Substances Data)

Upstream product

• 18542-42-2 (2-aminoethyl)methylsulfide 
• 89-98-5 2-chloro-benzaldehyde 

Downstream Products

• 424839-97-4 [Pd(2-ClC₆H₃CHNCH₂CH₂SMe)PPh₃]CF₃SO₃ 
• 424839-90-7 [Pd(2-ClC6H3CHNCH2CH2SMe)(Cl)]2(μ-Ph2P(CH2)4PPh2) 
• 424839-89-4 [Pd(2-ClC6H3CHNCH2CH2SMe)(Cl)]2(μ-Ph2PCH2PPh2) 
• 424839-88-3 [Pd(2-ClC₆H₃CHNCH₂CH₂SMe)(Cl)PPh₃] 

Relevant articles and documents

Cyclopalladated compounds derived from a [C,N,S] terdentate ligand: Synthesis, characterization and reactivity

Treatment of the Schiff base 2-ClC6H4C(H)=NCH2CH2SMe, 1, with palladium(II) acetate in dry toluene gave the mononuclear cyclometallated complex [Pd{2-ClC6H3C(H)=NCH2CH2SMe} (O2CMe)], 2. Reaction of 2 with aqueous sodium chloride gave [Pd{2-ClC6H3C(H)=NCH2CH2SMe} (Cl)], 3, after a metathesis reaction. The X-ray crystal structure of 3 was determined and shows that the palladium atom is bonded to four different donor atoms: C, N, S and Cl. Treatment of 3 with triphenylphosphine in acetone gave the mononuclear cyclometallated complex [Pd{2-ClC6H3C(H)=NCH2CH2SMe}(Cl) (PPh3)] with cleavage of the Pd-S bond. However, treatment of 3 with silver triflate and triphenylphosphine gave [Pd{2-ClC6H3C(H)=NCH2CH2SMe}(PPh 3)][CF3SO3], 10, in which the Pd-S bond is retained. Reaction of 3 with the diphosphines dppm, dppb or dppf in a 2:1 molar ratio gave the dinuclear cyclometallated complexes [{Pd[2-ClC6H3C(H)=NCH2CH2SMe] (Cl)}2{μ-Ph2P(CH2)nPPh2}], (n = 1, 5; n = 4, 6), and [{Pd[2-ClC6H3C(H)=NCH2CH2SMe] (Cl)}2(μ-Ph2PC5H4FeC 5H4PPh2)], 7. Treatment of 3 with dppb in a 2:1 molar ratio and AgCF3SO3 gave the dinuclear cyclometallated complex [{Pd[2-ClC6H3C(H)=NCH2CH2SMe]} 2{μ-Ph2P(CH2)4PPh 2}][CF3SO3]2 , 11, which was characterized by X-ray crystal structure analysis. Reaction of 3 with dppe in a 1:1 molar ratio and sodium perchlorate gave the mononuclear complex [Pd{2-ClC6H3C(H)=NCH2CH2SMe}{Ph 2P(CH2)2PPh2-P,P}][ClO 4], 8. Treatment of 3 with bis(2-diphenylphosphinoethyl)phenylphosphine in a 1:1 molar ratio, followed by treatment with sodium perchlorate gave [Pd{2-ClC6H3C(H)=NCH2CH2SMe}{(Ph 2PCH2CH2)2PPh-P,P,P}][ClO 4], 9, in which the triphosphine is bonded to the palladium atom through the three phosphorus atoms.