Thiosemicarbazide

Base Information

• Chemical Name: Thiosemicarbazide
• CAS No.: 79-19-6
• Deprecated CAS: 1393653-11-6
• Molecular Formula: CH5N3S
• Molecular Weight: 91.1368
• Hs Code.: 29335995
• European Community (EC) Number: 201-184-7
• NSC Number: 31792,2213
• UN Number: 2811,2771
• UNII: 6056O8W6ET
• DSSTox Substance ID: DTXSID9021346
• Nikkaji Number: J2.410D
• Wikipedia: Thiosemicarbazide
• Wikidata: Q16295007
• ChEMBL ID: CHEMBL256250
• Mol file: 79-19-6.mol

Synonyms:N-aminothiourea;thiocarbamylhydrazine;thiosemicarbazide;thiosemicarbazide hydrochloride;thiosemicarbazide monohydrochloride

Chemical Property of Thiosemicarbazide

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 1.15Pa at 25℃
• Melting Point: 180-183 °C (dec.)(lit.)
• Refractive Index: 1.619
• Boiling Point: 208.6 °C at 760 mmHg
• PKA: pK1:1.5(+1) (25°C,μ=0.1)
• Flash Point: 80 °C
• PSA: 96.16000
• Density: 1.376 g/cm³
• LogP: 0.48480
• Storage Temp.: Poison room
• Water Solubility.: soluble
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 91.02041835
• Heavy Atom Count: 5
• Complexity: 42.2
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Thiosemicarbazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 28-52/53-26/27/28
• Safety Statements: 22-26-36/37-45-61-28A-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Thiourea Compounds
• Canonical SMILES: C(=S)(N)NN
• Uses: As a reagent for detection of metals. Used in TLC to stain alpha-keto acidsThiosemicarbazide is used as a reagent for ketones as well as chemical intermediate. It is involved in the detection of metals. It is also used in photography. Further, it is effective for controlling bacterial leaf blight in rice. In addition to this, it is used to prepare 1,3,4-thiadiazoles.

Technology Process of Thiosemicarbazide

There total 46 articles about Thiosemicarbazide 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: 95.3%

2-methyl-thiosemicarbazide (6938-68-7) + 2,4-dichlorobenzaldeyhde (874-42-0) → thiosemicarbazide (79-19-6)

Guidance literature:

In ethanol;

Reference yield: 21.0%

1-isothiocyanatopropa-1,2-diene (137768-73-1) → 1-amino-5-methylimidazole-2(3H)-thione (1416132-20-1) + thiosemicarbazide (79-19-6)

Guidance literature:

With hydrazine hydrate; In methanol; at 0 - 20 ℃; for 24h; Reagent/catalyst;

DOI:10.1002/ejoc.201301851

Reference yield:

formaldehyde thiosemicarbazone → formaldehyd (50-00-0,30525-89-4,61233-19-0) + thiosemicarbazide (79-19-6)

Guidance literature:

With ethylphosphonate buffer; at 25 ℃; Equilibrium constant;

DOI:10.1021/ja00541a015

upstream raw materials:

O-ethyl thiocarbamate

potassium thioacyanate

ammonium thiocyanate

ammonium dithiocarbamate

Downstream raw materials:

1-(4-nitrobenzoyl)thiosemicarbazide

N,N'-bis-(4-nitro-benzoyl)-hydrazine

isonicotinaldehyde thiosemicarbazone

4-quinolinecarboxaldehyde thiosemicarbazone

Refernces

• 1、 Li, Jia-Qi,Sun, Le-Yun,Jiang, Zhihui,Chen, Cheng,Gao, Han,Chigan, Jia-Zhu,Ding, Huan-Huan,Yang, Ke-Wu. "Diaryl-substituted thiosemicarbazone: A potent scaffold for the development of New Delhi metallo-β-lactamase-1 inhibitors". . . Retrieved 2020/12/30.
• 2、 Fouad, Marwa A.,Zaki, Mayssoune Y.,Lotfy, Raghda A.,Mahmoud, Walaa R.. "Insight on a new indolinone derivative as an orally bioavailable lead compound against renal cell carcinoma". . . Retrieved 2021/06/15.