Bromacil

Base Information

• Chemical Name: Bromacil
• CAS No.: 314-40-9
• Molecular Formula: C9H13BrN2O2
• Molecular Weight: 261.118
• Hs Code.: 2933599014
• European Community (EC) Number: 206-245-1
• ICSC Number: 1448
• UNII: I048FFR2J0
• DSSTox Substance ID: DTXSID4022020
• Nikkaji Number: J8.594D
• Wikipedia: Bromacil
• Wikidata: Q2926003
• Metabolomics Workbench ID: 67579
• ChEMBL ID: CHEMBL1877125
• Mol file: 314-40-9.mol

Synonyms:Uracil,5-bromo-3-sec-butyl-6-methyl- (8CI);3-sec-Butyl-5-bromo-6-methyluracil;5-Bromo-6-methyl-3-(1-methyl-n-propyl)uracil;5-Bromo-6-methyl-3-sec-butyluracil;

Chemical Property of Bromacil

Chemical Property:

• Appearance/Colour: white to beige crystalline solid
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 157-160 °C
• Refractive Index: 1.541
• Boiling Point: 411oC
• PKA: 8.79±0.40(Predicted)
• PSA: 54.86000
• Density: 1.46 g/cm³
• LogP: 1.57850
• Storage Temp.: 0-6°C
• Water Solubility.: 0.71g/L(25 oC)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 260.01604
• Heavy Atom Count: 14
• Complexity: 312

Purity/Quality:

95%tc, ^*data from raw suppliers

Bromacil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-36/37/38-50-36
• Safety Statements: 26-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Other
• Canonical SMILES: CCC(C)N1C(=O)C(=C(NC1=O)C)Br
• Recent EU Clinical Trials: Ensayo clínico, multicéntrico, aleatorizado, controlado y doble ciego, para el estudio de la terapia puente con bemiparina sódica frente a heparina cálcica no fraccionada en procedimientos invasivos ambulatorios, en cirugía ambulatoria y en cirugía general laparoscópica en pacientes bajo tratamiento con anticoagulante oral
• Inhalation Risk: Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes, skin and respiratory tract.
• Description: Bromacil (CAS 314-40-9) belongs to a class of herbicides known as uracils, first developed by DuPont in 1962. Its herbicidal activity is due to inhibition of photosynthesis in several species of weeds and brush. Since its introduction in 1962, farmers in North and South America and Asia have used bromacil-containing herbicides for crop protection.
• Uses: Herbicide. Bromacil is a nonselective inhibitor of photosynthesis, absorbed mainly through the root and used for general weed control on uncropped land at 5–15 kg/ha (2–4 kg/ha annual maintenance). It is also used for weed control in citrus plantations and for perennial grass control and annual pineapple plantations. Uracil herbicide applied to soil to control a wide variety of annual and perennial grasses, broad-leaved weeds and general vegetation on uncropped land. It is also used for selective weed control in apple, asparagus, cane fruit, hops and citrus crops.

Technology Process of Bromacil

There total 2 articles about Bromacil 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:

→ Bromacil (314-40-9)

Guidance literature:

Reference yield:

→ (E)-3-phenylpropenal (14371-10-9) + Bromacil (314-40-9)

Guidance literature:

Reference yield: 20.0%

Bromacil (314-40-9) → 5,5-Dibromo-3-sec-butyl-6-hydroxy-6-methyl-dihydro-pyrimidine-2,4-dione + 5-acetyl-3-sec-butyl-5-hydroxy-imidazolidine-2,4-dione (71239-22-0) + sec-butyl-imidazolidinetrione (40408-59-1)

Guidance literature:

With ozone; In water; Product distribution; various O₃ and bromacil concentrations; UV photolysis at 254 nm; sensitized (MB) sunlight photodegradation;

DOI:10.1021/jf00045a039

Downstream raw materials:

5-acetyl-3-sec-butyl-5-hydroxy-imidazolidine-2,4-dione

sec-butyl-imidazolidinetrione

Refernces

• 1、 -. "5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides". . . Retrieved 2008/06/13.
• 2、 -. "4,5-Dichloroimidazole-2-carboxylic acid derivatives". . . Retrieved 2008/06/13.