116255-48-2

Basic information

• Product Name: BROMUCONAZOLE
• Synonyms: BROMOCONAZOLE;BROMUCONAZOL;BROMUCONAZOLE;GRANIT;VECTRA;1-((2rs,4rs,2rs,4sr)-4-bromo-2-(2,4-dichlorophenyl)tetrahydrofurfuryl)-1h-1,;1-((4-bromo-2-(2,4-dichlorophenyl)tetrahydro-2-furanyl)methyl)-1h-1,2,4-tria;1h-1,2,4-triazole,1-((4-bromo-2-(2,4-dichlorophenyl)tetrahydro-2-furanyl)methy
• CAS NO: 116255-48-2
• Molecular Formula: C13H12BrCl2N3O
• Molecular Weight: 377.06
• Product Categories: ConazolesOrganic Building Blocks;A-BAlphabetic;Alpha sort;B;BI - BZPesticides;Fungicides;Nitrogen Compounds;Others;Pesticides&Metabolites
• Mol File: 116255-48-2.mol
• Article Data: 45

Chemical Properties

• Melting Point: 84℃
• Boiling Point: 504.3oC at 760 mmHg
• Flash Point: 258.8oC
• Appearance: /
• Density: 1.71
• Vapor Pressure: 2.69E-10mmHg at 25°C
• Refractive Index: 1.6110 (estimate)
• PKA: 2.75±0.10(Predicted)
• BRN: 8393967
• CAS DataBase Reference: BROMUCONAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: BROMUCONAZOLE(116255-48-2)
• EPA Substance Registry System: BROMUCONAZOLE(116255-48-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• RTECS: XZ4130000
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 116255-48-2(Hazardous Substances Data)

Usage

Description

Bromuconazole is a conazole fungicide belonging to the class of oxolanes. It is characterized by the presence of 1,2,4-triazol-ylmethyl and 2,4-dichlorophenyl substituents at position 2 and a bromo substituent at position 4. This chemical compound is primarily used in agriculture to protect crops from various fungal diseases.
Used in Agricultural Industry:
Bromuconazole is used as a foliar applied conazole fungicide for a range of crops, including cereals, fruit, vegetables, and vines. It is effective in controlling foliar mildews, rusts, and other diseases that can negatively impact crop yield and quality.
Used in Winter Wheat and Barley:
Bromuconazole is specifically used on winter wheat and barley for the control of foliar mildews, rusts, and other diseases. By applying this fungicide, farmers can protect their crops from these common fungal infections, ensuring a healthier and more productive harvest.

Metabolic pathway

Bromuconazole is a relatively stable compound which is not readily hydrolysed, is quite persistent in soil and is subject to relatively slow photodegradation. It is metabolised in plants but the parent compound tends to be the major residue. However, bromuconazole is almost completely metabolised in animals and birds (chickens) and its metabolites are rapidly eliminated. As with many other triazole fungicides, metabolism is very complex. Bromuconazole exists in four forms (two diastereoisomeric pairs). There are numerous sites available for biotransformation (lack of regioselectivity) and there is also a lack of stereoselectivity at most sites. For example, there are also four forms of metabolite 5 (4-hydroxybromuconazole) (two diastereoisomeric pairs as with bromuconazole itself). Oxidation of secondary alcohols to ketones and the thiolation of certain sites further complicate the picture. Thiolation presumably occurs via the involvement of glutathione but mercapturic acid conjugates (N-acetylcysteines) do not appear to have been isolated. Bromuconazole has been the subject of an evaluation by the Pesticide Safety Directorate of UK MAFF. All of the information presented below is derived from this source (PSD, 1996). All reported radiolabelled studies were conducted using [14C-phenyl]bromuconazole.

Degradation

Bromuconazole was found to be stable in buffer at pH 5,7 and 9 at 25 °C over 30 days. Aqueous photolysis using filtered light to simulate mid-summer sun at 50" N conducted at 25 °C and pH 4 caused slow photodegradation. The DT50 of bromuconazole was 18.2 days. Over 28 days a 10% yield of CO2 was obtained and six or more photoproducts were detected with none accounting for more than 8% of the total. No degradation occurred in dark controls.

InChI:InChI=1/C13H12BrCl2N3O/c14-9-4-13(20-5-9,6-19-8-17-7-18-19)11-2-1-10(15)3-12(11)16/h1-3,7-9H,4-6H2

Relevant articles and documents

SUBSTITUTED SPIROCYCLIC KETOENOLS

The present invention relates to novel substituted spirocyclic ketoenols of the formula (I) in which W, X, Y, Z, A, B, D and G are as defined in the disclosure, to a plurality of processes for their preparation and to their use as pesticides, microbicides and herbicides.

Use of oxabicyclo[2.2.1]heptane derivatives as pesticidal agents

7-oxabicyclo[2.2.1]heptane derivatives of formula (I) in which X, R1, R2, R3 and R4 have the meanings set forth in the specification, are very suitable for controlling undesired microorganisms and animal pests. New 7-oxabicyclo[2.2.1]heptane derivatives of formula (Ia) in which X, R1, R2, R3 and R14 have the meanings set forth in the specification, and a process for the preparation of the new compounds.

Heterocyclic fluoroalkenyl thioethers and the use thereof as pesticides(III)

The present invention relates to novel heterocyclic fluoroalkenyl thioethers of the formula (I) in which X represents hydrogen, halogen or alkyl, m represents integers from 3 to 10, n represents 0, 1 or 2, Y represents sulphur or oxygen, R1 represents halogen, represents in each case optionally halogen-substituted alkyl, alkoxy, alkylthio, alkenyl, alkenyloxy, alkenylthio or alkylcarbonyl, represents optionally substituted cycloalkyl, represents optionally substituted aryl or represents optionally substituted heterocyclyl and R2 represents hydrogen, halogen, represents in each case optionally halogen-substituted alkyl, alkoxy, alkylthio, alkenyl, alkenyloxy, alkenylthio or alkylcarbonyl, represents optionally substituted cycloalkyl, represents optionally substituted aryl or represents optionally substituted heterocyclyl, ?except for compounds where R1=alkyl, Y=oxygen and X=hydrogen, and to processes for their preparation and to their use as pesticides.