Diethyldithiocarbamate

Base Information

• Chemical Name: Diethyldithiocarbamate
• CAS No.: 392-74-5
• Molecular Formula: C5H10NS2-
• Molecular Weight: 148.273
• DSSTox Substance ID: DTXSID90192448
• Nikkaji Number: J231.770B
• Wikidata: Q83065129
• Mol file: 392-74-5.mol

Synonyms:Ammonium Salt Ditiocarb;Bismuth Salt Ditiocarb;Diethylcarbamodithioic Acid;Diethyldithiocarbamate;Diethyldithiocarbamate, Sodium;Diethyldithiocarbamate, Zinc;Diethyldithiocarbamic Acid;Dithiocarb;Ditiocarb;Ditiocarb Sodium;Ditiocarb, Ammonium Salt;Ditiocarb, Bismuth Salt;Ditiocarb, Lead Salt;Ditiocarb, Potassium Salt;Ditiocarb, Sodium Salt;Ditiocarb, Sodium Salt, Trihydrate;Ditiocarb, Tin(4+) Salt;Ditiocarb, Zinc Salt;Imuthiol;Lead Salt Ditiocarb;Potassium Salt Ditiocarb;Sodium Diethyldithiocarbamate;Sodium Salt Ditiocarb;Sodium, Ditiocarb;Thiocarb;Zinc Diethyldithiocarbamate;Zinc Salt Ditiocarb

Chemical Property of Diethyldithiocarbamate

Chemical Property:

• Melting Point: 95oC
• Boiling Point: 176.4°Cat760mmHg
• Flash Point: 60.5°C
• PSA: 35.33000
• Density: g/cm³
• LogP: 1.16000
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 148.02546667
• Heavy Atom Count: 8
• Complexity: 73

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=S)[S-]
• General Description: The diethyldithiocarbamate ion (DDTC) is a versatile ligand that forms stable complexes with transition metals such as zinc(II) and copper(II), as demonstrated in studies involving piperidine adducts and solvated forms. It also plays a crucial role in modeling enzymatic active sites, such as in acetyl-CoA synthase, where it bridges nickel centers in dinuclear complexes, influencing their structural and redox properties. The ligand's ability to stabilize varied coordination geometries and participate in redox-active systems highlights its significance in coordination chemistry and bioinorganic modeling.

Technology Process of Diethyldithiocarbamate

There total 1 articles about Diethyldithiocarbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

tris(N,N-diethyldithiocarbamato)cobalt(III) (13963-60-5) → bis(diethyldithiocarbamate)cobalt(II) (15974-34-2) + diethyldithiocarbamate (392-74-5)

Guidance literature:

In dichloromethane; Electrochem. Process; cyclic voltammetry on Pt electrode at 22°C in CH2Cl2 in the presence of 0.1 M Bu4NClO4; electrochemical and spectrophotometrical monitoring; Hg complex identified by comparison with authentic sample;

Reference yield: 95.0%

diethyldithiocarbamate (392-74-5) + 2-(4-nitrophenoxy)ethyl methanesulfonate → C13H18N2O3S2

Guidance literature:

at 80 ℃;

DOI:10.1016/j.polymer.2014.12.007

Reference yield: 95.0%

diethyldithiocarbamate (392-74-5) + C11H15NO7S → C15H22N2O4S2

Guidance literature:

at 80 ℃;

DOI:10.1016/j.polymer.2014.12.007

upstream raw materials:

tris(N,N-diethyldithiocarbamato)cobalt(III)

Downstream raw materials:

Diethyl-dithiocarbamic acid 2-[(E)-hydroxyimino]-cyclohexyl ester

C₁₄H₁₇NOS₂

disulfiram

bis(N,N-diethyldithiocarbamate)platinum(II)

Refernces

Adducts of diethyldithiocarbamate complexes of zinc(II) and copper(II) with piperidine [M(Pip)(Edtc)₂] and their solvated forms [M(Pip)(Edtc)₂] · L (L = C₆H₆, C₅H₅N, C₄H₉NO): Synthesis, EPR and solid-state (¹³C, ¹⁵N) CP/MAS NMR studies

10.1023/A:1009590026768

The research focused on the synthesis and characterization of diethyldithiocarbamate complexes of zinc(II) and copper(II) with piperidine, as well as their solvated forms with outer-sphere molecules of benzene, pyridine, and morpholine. The purpose of the work was to investigate the composition, structure, and spectra of these adducts using EPR and high-resolution solid-state 13C and 15N NMR spectroscopy. The study revealed that solvation of these crystal adducts with piperidine, morpholine, and pyridine resulted in a significant increase in the trigonal-bipyramidal contribution to the geometry of the copper coordination polyhedron.

Cationic and anionic dinuclear nickel complexes [Ni(N₂S ₂)Ni(dtc)]ⁿ (n=-1, +1) modeling the active site of acetyl-CoA synthase

10.1246/cl.2009.184

This study focuses on the synthesis of two binuclear nickel complexes, (Et4N)[Ni(mbpa)Ni(dtcEt)] (1) and [Ni(dadtEt)Ni(dtcMe)](BPh4) (2), as models of the active site of acetyl-CoA synthase (ACS). These complexes are designed to mimic the structure and function of the binuclear nickel site in cluster A of ACS, a key enzyme involved in CO2 fixation. The mbpa ligand in complex 1 and the dadtEt ligand in complex 2 were chosen because of their structural similarity to the natural ligands in cluster A. The diethyldithiocarbamate (dtcEt) and dimethyldithiocarbamate (dtcMe) ligands act as bridging ligands between the nickel centers. X-ray crystallography confirmed that both complexes exhibit a folded Ni2S2 tetragonal structure, similar to the ACS active site, but with slightly different geometries. The study also investigated the redox properties of these complexes and found that the reduction potential of the anionic complex 1 is significantly lower than that of the cationic complex 2, reflecting their different net charges.