2,5-Dimercapto-1,3,4-thiadiazole

Base Information

• Chemical Name: 2,5-Dimercapto-1,3,4-thiadiazole
• CAS No.: 1072-71-5
• Deprecated CAS: 10472-91-0,10502-35-9,66057-67-8,10502-35-9,66057-67-8
• Molecular Formula: C2H2N2S3
• Molecular Weight: 150.249
• Hs Code.: 29349990
• European Community (EC) Number: 214-014-1
• NSC Number: 4645
• UNII: 2S78T9T08C
• DSSTox Substance ID: DTXSID6040115
• Nikkaji Number: J9.482J
• Wikidata: Q15632681,Q82231806
• ChEMBL ID: CHEMBL3185279
• Mol file: 1072-71-5.mol

Synonyms:2,5-dimercapto-1,3,4-thiadiazole;2,5-dimercapto-1,3,4-thiadiazole, dipotassium salt;2,5-dimercapto-1,3,4-thiadiazole, disodium salt;2,5-dimercapto-1-thia-3,4-diazole;5-mercapto-1,3,4-thiadiazolidine-2-thione;bismuthiol I;bismuthol I

Chemical Property of 2,5-Dimercapto-1,3,4-thiadiazole

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.096mmHg at 25°C
• Melting Point: 161-165 °C
• Refractive Index: 1.807
• Boiling Point: 211.3 °C at 760 mmHg
• PKA: 5.66±0.20(Predicted)
• Flash Point: 81.6 °C
• PSA: 131.62000
• Density: 1.8 g/cm³
• LogP: 1.11550
• Storage Temp.: Store below +30°C.
• Water Solubility.: 20 g/L (20 ºC)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 149.93801159
• Heavy Atom Count: 7
• Complexity: 106

Purity/Quality:

99% ^*data from raw suppliers

1,3,4-Thiadiazole-2,5-dithiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1(=S)NNC(=S)S1
• Description: Dimercapto-1,3,4-thiadiazole (DMTD) is a low-molecular- weight aromatic compound used in the production of cop per corrosion inhibitors for engine oils, flame retardants and photographic development chemicals. Seven cases of industrial allergic sensitization were reported in a manufacturing plant.
• Uses: Pharmaceutical intermediates; metallic passivator;antioxidant 2,5-Dimercapto-1,3,4-thiadiazole is used in synthesizing polymers and heavy metal and basic salts. It acts as an additive in lubricating oils, greases and in electrode compositions. It also acts as an intermediate for pharmaceuticals and dyes, as a chelating agent in the analysis of metals. It also serves as an anticorrosion and antirust agent.

Technology Process of 2,5-Dimercapto-1,3,4-thiadiazole

There total 16 articles about 2,5-Dimercapto-1,3,4-thiadiazole 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: 98.0%

carbon disulfide (75-15-0,12122-00-8) → 2,5-Dimercapto-1,3,4-thiadiazole (1072-71-5,132120-63-9)

Guidance literature:

With hydrazine hydrate; sodium hydroxide; In ethanol; water; at 0 ℃; for 17.5h; Reflux;

DOI:10.3390/molecules200916048

Reference yield: 90.0%

malonic acid dihydrazide (3815-86-9) + carbon disulfide (75-15-0,12122-00-8) → malonic acid (141-82-2) + 2,5-Dimercapto-1,3,4-thiadiazole (1072-71-5,132120-63-9)

Guidance literature:

malonic acid dihydrazide; carbon disulfide; With potassium hydroxide; In ethanol; for 3h; Heating;

With hydrogenchloride; In ethanol;

Reference yield: 90.0%

carbon disulfide (75-15-0,12122-00-8) + succinic acid dihydrazide (4146-43-4) → succinic acid (110-15-6) + 2,5-Dimercapto-1,3,4-thiadiazole (1072-71-5,132120-63-9)

Guidance literature:

carbon disulfide; succinic acid dihydrazide; With potassium hydroxide; In ethanol; for 3h; Heating;

With hydrogenchloride; In ethanol;

upstream raw materials:

carbon disulfide

5-ethoxycarbonylmercapto-3H-[1,3,4]thiadiazole-2-thione

bis-thiohydrazinocarbonyl-sulfane

formic acid hydrazide

Downstream raw materials:

5-phenethylmercapto-3H-[1,3,4]thiadiazole-2-thione

bis-phenethylmercapto-[1,3,4]thiadiazole

5-ethylsulfanyl-3H-[1,3,4]thiadiazole-2-thione

3H,3'H-5,5'-sulfanediyl-bis-[1,3,4]thiadiazole-2-thione

Refernces

• 1、 Redayan, Muayed Ahmed,Ali, Wassan Baqir,Mohammed, Ahmed Mudhafar. "Synthesis, characterization and antibacterial evaluation of some novel benzimidazole derivatives containing 1,3,4-thiadiazole moiety". . p. 3138 - 3143. Retrieved 2017.
• 2、 Rezki, Nadjet,Al-Yahyawi, Amjad M.,Bardaweel, Sanaa K.,Al-Blewi, Fawzia F.,Aouad, Mohamed R.. "Synthesis of novel 2,5-disubstituted-1,3,4-thiadiazoles clubbed 1,2,4-Triazole, 1,3,4-Thiadiazole, 1,3,4-Oxadiazole and/or schiff base as potential antimicrobial and antiproliferative agents". . p. 16048 - 16067. Retrieved 2015.
• 3、 Nasir, Ali.F.,Flifl, Ibrahim A.. "Synthesis and Characterization of New Ligand N,N-Dimethyl-4-[(E)-(2-{5-[2-(5-phenyl-1,3,4-oxadiazol-2-yl)hydrazinyl]-1,3,4-thiadiazol-2-cyl}hydrazinylidene) methyl]aniline and Transition Metal Complexes". . p. 453 - 457. Retrieved 2021/02/02.
• 4、 -. "Thiadiazole bactericide and preparation method and application thereof". Paragraph 0011; 0012. . Retrieved 2019/03/08.