Thidiazuron

Base Information

• Chemical Name: Thidiazuron
• CAS No.: 51707-55-2
• Molecular Formula: C9H8N4OS
• Molecular Weight: 220.255
• Hs Code.: 2934999090
• European Community (EC) Number: 257-356-7
• UNII: 0091WH7STF
• DSSTox Substance ID: DTXSID0032651
• Nikkaji Number: J11.216J
• Wikipedia: Thidiazuron
• Wikidata: Q1968056
• ChEMBL ID: CHEMBL505661
• Mol file: 51707-55-2.mol

Synonyms:1-phenyl-3-(1,2,3-thiadiazol-5-yl)urea;DROPP;SN 49537;thidiazuron

Chemical Property of Thidiazuron

Chemical Property:

• Appearance/Colour: white odourless crystalline solid
• Melting Point: 213 °C
• Refractive Index: 1.754
• PKA: 12.06±0.70(Predicted)
• PSA: 95.15000
• Density: 1.511 g/cm³
• LogP: 2.32810
• Storage Temp.: 0-6°C
• Solubility.: Soluble in DMSO
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 220.04188206
• Heavy Atom Count: 15
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

Thidiazuron ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N
• Statements: 36/37/38-51/53
• Safety Statements: 22-26-36-61

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Urea Derivative
• Canonical SMILES: C1=CC=C(C=C1)NC(=O)NC2=CN=NS2
• Uses: Thidiazuron is a non-purine containing urea derivative with cytokinin activity. Thidiazuron is used as a cotton defoliant and a plant growth regulator in tissue culture. Cotton defoliant; plant growth regulator in tissue culture. Plant growth regulator used to defoliate cotton to facilitate harvesting.

Technology Process of Thidiazuron

There total 4 articles about Thidiazuron 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: 70.0%

carbon monoxide (201230-82-2) + aniline (62-53-3) + 1,2,3-thiadiazol-5-ylamine (4100-41-8) → thidiazuron (51707-55-2)

Guidance literature:

With selenium; oxygen; triethylamine; In N,N-dimethyl-formamide; at 100 ℃; for 8h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior;

DOI:10.1016/j.cclet.2018.07.017

Reference yield:

phenyl isocyanate (103-71-9) + 1,2,3-thiadiazol-5-ylamine (4100-41-8) → thidiazuron (51707-55-2)

Guidance literature:

With triethylamine; In acetonitrile; at 35 ℃; Solvent; Reagent/catalyst;

Reference yield:

1,2,3-thiadiazol-5-carbohydroxam acid + p-toluenesulfonyl chloride (98-59-9) → thidiazuron (51707-55-2)

Guidance literature:

With triethylamine; aniline; In tetrahydrofuran; (2S)-N-methyl-1-phenylpropan-2-amine hydrate;

upstream raw materials:

p-toluenesulfonyl chloride

carbon monoxide

aniline

1,2,3-thiadiazol-5-ylamine

Refernces

• 1、 Zhang, Xiaopeng,Dong, Shuxiang,Ding, Qianqian,Fan, Xuesen,Zhang, Guisheng. "Selenium-catalyzed oxidative carbonylation of 1,2,3-thiadiazol-5-amine with amines to 1,2,3-thiadiazol-5-ylureas". supporting information. p. 375 - 378. Retrieved 2018/08/07.
• 2、 -. "Composition for defoliating plants". . . Retrieved 2008/06/13.