2,5-Dithiobiurea

Base Information

• Chemical Name: 2,5-Dithiobiurea
• CAS No.: 142-46-1
• Molecular Formula: C2H6N4S2
• Molecular Weight: 150.228
• Hs Code.: 2930909090
• European Community (EC) Number: 205-537-6
• NSC Number: 3511
• UNII: 825972ISQX
• DSSTox Substance ID: DTXSID8020545
• Nikkaji Number: J16.830K
• Wikidata: Q27269309
• ChEMBL ID: CHEMBL541231
• Mol file: 142-46-1.mol

Synonyms:2,5-DITHIOBIUREA;142-46-1;Hydrazodicarbothioamide;hydrazine-1,2-bis(carbothioamide);Dithiobiurea;Bithiourea;Dithiourea;1,2-Hydrazinedicarbothioamide;Bis(thiourea);Dithiocarbamoylhydrazine;(carbamothioylamino)thiourea;2,5-Dithiodiurea;Bisthiocarbamyl hydrazine;Biurea, 2,5-dithio-;Bithiourea (VAN);USAF ek-p-6281;USAF B-44;USAF B-55;N,N'-Bis(thiocarbamyl)hydrazine;NCI-C03009;Dithiobiurea (VAN);2,5-Dithiodiurea (VAN);NSC 3511;Hydrazine, N,N'-di(thiocarbamyl)-;Hydrazine, N,N'-bis(thiocarbamyl)-;CCRIS 273;Dithiocarbamoylhydrazine (VAN);hydrazine-1,2-dicarbothioamide;N,N'-Bisthiocarbamyl hydrazine;C2H6N4S2;HSDB 2746;EINECS 205-537-6;BRN 1723178;UNII-825972ISQX;AI3-19872;Biurea, 2,5-dithio- (VAN);DTXSID8020545;825972ISQX;NSC-3511;4-03-00-00386 (Beilstein Handbook Reference);DTXCID80545;N,N'-Bis[thiocarbamyl]hydrazine;CAS-142-46-1;2,5-dithiourea;WLN: SUYZMMYZUS;Dithiocarbamoyl hydrazine;WLN: SUYZM 2;1,2-Hydrazine carbothioamide;SCHEMBL438395;CHEMBL541231;Hydrazine,N'-di(thiocarbamyl)-;Hydrazine,N'-bis[thiocarbamyl]-;1,2-Hydrazine-o-dicarbothioamide;AMY8980;NSC3511;KCOYHFNCTWXETP-UHFFFAOYSA-N;(N H2 C S N H)2;2,5-DITHIOBIUREA [HSDB];C2-H6-N4-S2;1,2-DITHIOCARBAMOYLHYDRAZINE;Tox21_202355;Tox21_303027;BBL009888;LS-837;MFCD00014471;STK801324;AKOS001056191;CS-W016323;SB85910;1,2-BIS(THIOCARBAMOYL)HYDRAZINE;NCGC00091408-01;NCGC00091408-02;NCGC00091408-03;NCGC00256544-01;NCGC00259904-01;NCGC00331503-01;AS-16163;D1308;FT-0610495;EN300-16988;D83826;AB01326209-02;A807910;J-007657;Q27269309;Z56853893

Chemical Property of 2,5-Dithiobiurea

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0.00193mmHg at 25°C
• Melting Point: 212 °C (dec.)(lit.)
• Refractive Index: 1.771
• Boiling Point: 291.563 °C at 760 mmHg
• PKA: 10.24±0.70(Predicted)
• Flash Point: 130.133 °C
• PSA: 140.28000
• Density: 1.557 g/cm³
• LogP: 0.75020
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Soluble in hot water, pyridine, triethylamine and dimethylformamide. Insoluble in cold water.
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 150.00338856
• Heavy Atom Count: 8
• Complexity: 96.6

Purity/Quality:

98%, ^*data from raw suppliers

2,5-Dithiobiurea >95.0%(HPLC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Thiourea Compounds
• Canonical SMILES: C(=S)(N)NNC(=S)N
• Uses: 2,5-Dithiobiurea is used in radiopharmaceutical imaging, inhibiting enzyme function, kidney function study and to treat toxic metal poisoning. It is also used in co-crystals development and in the field of nonlinear optics to generate new coherent wavelengths

Technology Process of 2,5-Dithiobiurea

There total 12 articles about 2,5-Dithiobiurea 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: 58.0%

ammonium thiocyanate (1147550-11-5) → bithiourea (142-46-1)

Guidance literature:

With hydrazine hydrochloride; In water; at 120 ℃; for 15h;

DOI:10.1016/S0040-4039(00)00493-7

Reference yield: 28.0%

1-benzylidene thiosemicarbazide (1627-73-2) + potassium ethoxide (917-58-8) → bithiourea (142-46-1) + lophine (484-47-9) + 2,4,6-triphenyl-1,3,5-triazine (493-77-6) + 1-ethyl-2,4,5-triphenyl imidazole (7196-80-7) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

at 275 ℃; for 1h; Mechanism;

Reference yield:

potassium thioacyanate (333-20-0) → bithiourea (142-46-1) + thiosemicarbazide (79-19-6)

Guidance literature:

With water; hydrazinium sulfate;

upstream raw materials:

potassium thioacyanate

ammonium thiocyanate

thiosemicarbazide

1-benzylidene thiosemicarbazide

Downstream raw materials:

5-amino-2,3-dihydro-1H-1,2,4-triazole-3-thione

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

4-amino-1,2,4-triazolidine-3,5-dithione

4-amino-5-thioxo-[1,2,4]triazolidin-3-one hydrazone

Refernces

• 1、 Luo, Yin,Zhang, Shuai,Liu, Zhi-Jun,Chen, Wu,Fu, Jie,Zeng, Qing-Fu,Zhu, Hai-Liang. "Synthesis and antimicrobical evaluation of a novel class of 1,3,4-thiadiazole: Derivatives bearing 1,2,4-triazolo[1,5-a]pyrimidine moiety". . p. 54 - 61. Retrieved 2013/07/11.
• 2、 Lee, Boong Won,Lee, Seung Dal. "[5,5] sigmatropic shift of N-phenyl-N'-(2-thiazolyl)hydrazines and N,N'- bis(2-thiazolyl)hydrazines into 2-amino-5-(p-aminophenyl)thiazoles and 5,5'- bis(2-aminothiazole) derivatives". . p. 3883 - 3886. Retrieved 2007/10/03.