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| | NEBURON Basic information |
| Product Name: | NEBURON | | Synonyms: | 1-n-Butyl-3-[3.4-dichlorophenyl]-1-methylurea Sol;NEBUREA;NEBUREX;NEBURON;1-butyl-3-(3,4-dichlorophenyl)-1-methyl-ure;1-Butyl-3-(3,4-dichlorophenyl)-1-methylurea;3-(3,4-Dichlorophenyl)-1-methyl-1-butylurea;3-(3,4-Dichlorophenyl)-1-methyl-1-n-butylurea | | CAS: | 555-37-3 | | MF: | C12H16Cl2N2O | | MW: | 275.17 | | EINECS: | 209-096-0 | | Product Categories: | | | Mol File: | 555-37-3.mol |  |
| | NEBURON Chemical Properties |
| Melting point | 103℃ | | Boiling point | 417.3±45.0 °C(Predicted) | | density | 1.3192 (rough estimate) | | refractive index | 1.5490 (estimate) | | storage temp. | 0-6°C | | form | Solid | | pka | 13.55±0.70(Predicted) | | color | Off-white | | Water Solubility | 4.8mg/L(25 ºC) | | BRN | 2733280 | | EPA Substance Registry System | Neburon (555-37-3) |
| Hazard Codes | Xn | | Risk Statements | 22 | | Safety Statements | 36 | | WGK Germany | 3 | | RTECS | YS3810000 | | Toxicity | LD50 orally in rats: >11000 mg/kg (Bailey, White) |
| | NEBURON Usage And Synthesis |
| Chemical Properties | Crystalline solid; melts around 102 °C(215.6 °F); practically insoluble in water,48 mg/L at 24 °C (75.2 °F) (Merck 1996);slightly soluble in hydrocarbon solvents. | | Uses | Herbicide. | | Uses | Preemergence control of grasses and broad-leaved weeds in peas, beans, lucerne,
garlic, beets, cereals, strawberries, ornamentals and forestry. | | Definition | ChEBI: Neburon is a member of ureas. | | Production Methods | Neburon is synthesised through a streamlined one-step process involving palladium-on-carbon (Pd/C)-catalysed reductive carbonylation of nitroaromatic compounds. In this method, a nitro-substituted aromatic amine is reacted with carbon monoxide in the presence of a (Pd/C) catalyst and a suitable base under mild pressure and temperature conditions. This reaction directly forms the unsymmetrical urea linkage, which is central to neburon’s herbicidal activity. | | Health Hazard | Acute oral toxicity is of very low order;moderately toxic by intravenous route.
LD50 oral (rat): 11,000 mg/kg
LD50 intravenous (mouse): 180 mg/kg. | | Mechanism of action | Selective, absorbed through the roots. Inhibition of photosynthesis at photosystem II. | | Environmental Fate | Soil. Neburon undergoes dealkylation of the terminal nitrogen atom, ring hydroxylation
and degradation to dichlorodihydroxyaniline (Hartley and Kidd, 1987). Residual activity
in soil is limited to approximately 3 to 4 months (Hartley and Kidd, 1987).
Chemical/Physical. Neburon hydrolyzes under basic conditions forming aniline derivatives.
The half-life of neburon in 0.50 N sodium hydroxide at 20°C is 167 days (El-Dib
and Aly, 1976). | | Pesticide Type | Herbicide |
| | NEBURON Preparation Products And Raw materials |
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