Introduction：Basic information about Amicarbazone CAS 129909-90-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Amicarbazone Basic information
| Product Name: | Amicarbazone |
| Synonyms: | 4-amino-5-oxo-3-propan-2-yl-n-tert-butyl-1,2,4-triazole-1-carboxamide;4-Amino-N-(1,1-dimethylethyl)-4,5-dihydro-3-(1-methylethyl)-5-oxo-1H-1,2,4-triazole-1-carboxamide;Amicarbazone;MKH3586;Dinamic;Micarbazone;Micarbazone(Dinamic;AMine azole Metribuzin |
| CAS: | 129909-90-6 |
| MF: | C10H19N5O2 |
| MW: | 241.29 |
| EINECS: | 603-373-3 |
| Product Categories: | |
| Mol File: | 129909-90-6.mol |
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Amicarbazone Chemical Properties
| Melting point | 137.5° |
| Boiling point | 350℃ at 101.3kPa |
| density | 1.12 |
| vapor pressure | 0-0Pa at 20-25℃ |
| storage temp. | 2-8°C(protect from light) |
| solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) |
| pka | 17.04±0.20(Predicted) |
| form | Solid |
| color | White to Off-White |
| Stability: | Air Sensitive |
| Major Application | agriculture
environmental |
| InChI | 1S/C10H19N5O2/c1-6(2)7-13-15(9(17)14(7)11)8(16)12-10(3,4)5/h6H,11H2,1-5H3,(H,12,16) |
| InChIKey | ORFPWVRKFLOQHK-UHFFFAOYSA-N |
| SMILES | NN1C(C(C)C)=NN(C(NC(C)(C)C)=O)C1=O |
| LogP | 1.18 at 25℃ |
| Surface tension | 62mN/m at 1g/L and 20℃ |
| EPA Substance Registry System | Amicarbazone (129909-90-6) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 20/22 |
| WGK Germany | WGK 1 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Inhalation
Acute Tox. 4 Oral |
| Hazardous Substances Data | 129909-90-6(Hazardous Substances Data) |
| Toxicity | LD50 in rats (mg/kg): 1015 orally; >2000 dermally; LC50 in rats (4 hr): 2.242 mg/l air; LC50 in bluegill sunfish, rainbow trout (96 hr): >129, >120 mg/l (Philbrook) |
Amicarbazone Usage And Synthesis
| Uses | Herbicide. |
| Definition | ChEBI: A member of the class of triazoles that is 4,5-dihydro-1H-1,2,4-triazol-5-one which is substituted at position 1 by a tert-butylaminocarbonyl group and at position 3 by an isopropyl group. A selective herbicide for pre- and ost-emergence control of annual dicotyledonous weeds and grasses, it is not approved for use within the European Union. |
| Synthesis | Amicarbazone is synthesized in four steps. 1) Synthesis of tert-butyl isocyanate: tert-Butylamine reacts with phosgene in o-dichlorobenzene in the presence of NaOH. Distillation yields the product. 2) Synthesis of diazolone: Isobutyric acid reacts with hydrazine hydrate in toluene. Titanium isopropoxide catalyst is added for reflux to remove water. After filtration, phosgene is introduced. Desolvation under reduced pressure gives the product. 3) Synthesis of triazolone: Hydrazine hydrate is heated with NaOH solution under reflux. Diazolone is added dropwise. After cooling, pH is adjusted. Filtration, washing, and drying yield the product. 4) Synthesis of amicarbazone: Triazolone, KOH, and LiCl in methyl acetate are heated. tert-Butyl isocyanate is added dropwise under reflux. After cooling, filtration, desolvation, and drying give the product. |
Amicarbazone Preparation Products And Raw materials
| Raw materials | 4-Amino-2,4-dihydro-5-(1-methylethyl)-3H-1,2,4-triazol-3-one-->tert-Butylisocyanate |
