dithiocarbamic acid

Base Information

• Chemical Name: dithiocarbamic acid
• CAS No.: 594-07-0
• Molecular Formula: CH3NS2
• Molecular Weight: 93.1735
• UNII: 5XK73BNP7Q
• DSSTox Substance ID: DTXSID90208119
• Nikkaji Number: J215.805A
• Wikidata: Q27160814
• Mol file: 594-07-0.mol

Synonyms:Dithiokohlensaeure-amid;dithiocarbamic acid;Carbamodithioic acid;Aminodithioameisensaeure;Dithiocarbamidsaeure;dithicarbamic acid;

Chemical Property of dithiocarbamic acid

Chemical Property:

• Melting Point: 137 °C
• Boiling Point: 147.5°Cat760mmHg
• PKA: 2.95(at 25℃)
• Flash Point: 43°C
• PSA: 101.45000
• Density: 1.375g/cm³
• LogP: 0.88050
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 92.97069145
• Heavy Atom Count: 4
• Complexity: 33

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=S)(N)S

Technology Process of dithiocarbamic acid

There total 3 articles about dithiocarbamic acid 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:

ammonium dithiocarbamate → dithiocarbamic acid (594-07-0)

Guidance literature:

With hydrogenchloride; In water; on cooling between 0 and 10°C, HCS2NH2 crystd. out;

Reference yield:

ammonium dithiocarbamate (513-74-6) → dithiocarbamic acid (594-07-0)

Guidance literature:

With hydrogenchloride; water; at 0 - 10 ℃;

Reference yield:

→ dithiocarbamic acid (594-07-0)

Guidance literature:

NH4;

DOI:10.1002/zaac.19693640307

upstream raw materials:

ammonium dithiocarbamate

Downstream raw materials:

prenyl mercaptan

3-Amino-thiocarbonylmercapto-propionsaeuremethylester

4,6,6-trimethyl-2,3-dihydro-6H-1,3-thiazine-2-thione

4-phenyl-6-trichloromethyl-3,6-dihydro-[1,3]thiazine-2-thione

Refernces

An efficient synthesis of cyanamide from amine promoted by a hypervalent iodine(III) reagent

10.1016/j.tetlet.2009.03.017

The research focuses on the efficient synthesis of cyanamide from amine, utilizing a hypervalent iodine(III) reagent, specifically diacetoxyiodobenzene (DIB), as a non-metallic, non-toxic, and eco-friendly desulfurizing agent. The purpose of this study was to develop an alternative method to the traditional synthesis of cyanamides, which often involves the use of highly toxic cyanogen halides or other harmful reagents. The researchers achieved this by employing a one-pot strategy that starts with dithiocarbamic acid salts/amines, generates alkyl or aryl isothiocyanates in situ through desulfurization with DIB, and then reacts these with aqueous ammonia to form alkyl or aryl thiourea. Further oxidative desulfurization with DIB leads to the formation of the corresponding cyanamide in good yields. The conclusions drawn from the study highlight the mild reaction conditions, shorter reaction times, and environmentally benign protocol as significant advantages, making this methodology a suitable alternative for the preparation of various organic cyanamides. The chemicals used in the process include dithiocarbamic acid salts, amines, aqueous ammonia, and DIB, with the latter serving as a key reagent for both desulfurization steps and the oxidation of thiourea to cyanamide.