220899-03-6

Basic information

• Product Name: METRAFENONE
• Synonyms: (3-Brom-6-methoxy-2-methylphenyl)(2,3,4-trimethoxy-6-methylphenyl)methanon; (3-Bromo-6-methoxy-2-methylphenyl)(2,3,4-trimethoxy-6-methylphenyl)methanone; Metrafenone; 3'-Bromo-2,3,4,6'-tetramethoxy-2',6-dimethylbenzophenone; (3-Bromo-6-methoxy-2-methylphenyl)(2,3,4-trimethoxy-6-methylphenyl)-methanone
• CAS NO: 220899-03-6
• Molecular Formula: C₁₉H₂₁BrO₅
• Molecular Weight: 409.274
• Mol File: 220899-03-6.mol

Chemical Properties

• Boiling Point: 534.4°C at 760 mmHg
• Flash Point: 277°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 1.7E-11mmHg at 25°C
• Refractive Index: 1.554
• CAS DataBase Reference: METRAFENONE(CAS DataBase Reference)
• NIST Chemistry Reference: METRAFENONE(220899-03-6)
• EPA Substance Registry System: METRAFENONE(220899-03-6)

Safety Data

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 220899-03-6(Hazardous Substances Data)

Usage

Uses

Used in Agriculture:
Metrafenone is used as a fungicide in pesticide formulations for the protection of vegetation and crops. It is particularly effective in controlling powdery mildew in cereals and grapevines, ensuring the health and productivity of these plants.

InChI:InChI=1/C19H21BrO5/c1-10-9-14(23-4)18(24-5)19(25-6)15(10)17(21)16-11(2)12(20)7-8-13(16)22-3/h7-9H,1-6H3

Upstream product

• 15219-34-8 Oxalyl bromide 
• 6443-69-2 3,4,5-trimethoxytoluene 
• 220901-25-7 3-bromo-6-methoxy-2-methylbenzoic acid 
• 6520-83-8 ethyl 2-methoxy-6-methylbenzoate 

Relevant articles and documents

A NOVEL FORM OF METRAFENONE, A PROCESS FOR ITS PREPARATION AND USE OF THE SAME

A crystalline modification I of (3-bromo-6-methoxy-2-methylphenyl) (2, 3, 4-trimethoxy-6-methylphenyl) methanone (metrafenone) is provided. A method of preparing the crystalline modification I, a composition comprising the crystalline modification I and its use in controlling fungal infestations are also provided.

Synergistic Combinations Of Active Ingredients

The present invention relates to novel active compound combinations comprising, firstly, at least one known compound of the formula (I) in which R1 and A have the meanings given in the description and, secondly, at least one further known active compound from groups (2) to (27) listed in the description, which combinations are highly suitable for controlling animal pests such as insects and unwanted acarids and also phytopathogenic fungi.

Synergistic Active Compound Combinations Comprising Phenyltriazoles

The present invention relates to novel active compound combinations comprising, firstly, at least one known compound of the formula (I) in which R1 and R2 have the meanings given in the description. and at least one further known active compound from groups (2) to (27) listed in the description, which combinations are highly suitable for controlling animal pests such as insects and unwanted acarids and also phytopathogenic fungi.

METHOD FOR THE PRODUCTION OF BENZOPHENONES

Disclosed is a method for producing benzophenones of formula I, wherein X can represent chlorine, hydroxy, methoxy, or C1-C6 alkylcarbonyloxy while Y represents chlorine or bromine, by reacting an acid chloride of formula II, wherein X and Y have the mean

Fungicidal combinations

The invention relates to a method of combating phytopathogenic diseases on crop plants which comprises applying to the crop plants or the locus thereof being infested with said phytopathogenic disease an effective amount of a combination of a) a benzophenone of formula I wherein R1 is methoxy or methyl, R2 is C1-C4alkoxy or 2-halogenbenzyloxy, R3 is C1-C4alkoxy, R4 is C1-C4alkyl, halogen or trifluoromethyl, and R5 is hydrogen, halogen, C1-C4alkoxy, trifluoromethyl or nitro; in association with b) a compound selected from the group comprising compounds of formulae II, III, IV, V, VI, VII, VIII, IX, X and XI as described herein.

Fungicidal compositions

A method of combating phytopathogenic diseases on crop plants includes applying to the crop plants or the locus thereof being infested with a phytopathogenic disease an effective amount of a combination of a) (E,E)-α-(methoxyimino)-2-[[[[1-[3 (trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]-benzeneacetic acid methyl ester of formula I ?in association with b) a benzophenone of formula II ?wherein R1is hydrogen, halogen, C1-5alkyl or CF3; R2is halogen, C1-5alkyl or CF3; R3is C1-5alkyl or optionally substituted benzyl; and R4is C1-5alkyl.

Process for the preparation of substituted benzophenones

There is provided an efficient and effective process for the preparation of a compound of formula I (I) 1via the acylation of the appropriate substituted benzene substrate in the presence of graphite, optionally in the presence of FeCl3. Compounds of formula I are useful as intermediates in the manufacture of agrichemical agents.

5-bromo-2-methoxy-6-alkyl benzoic acids

Substituted benzoic acid compounds are disclosed, having the formula: STR1 The compounds find use as intermediates for the production of agricultural fungicides.