134605-64-4

Basic information

• Product Name: BUTAFENACIL
• Synonyms: BUTAFENACIL;G-6-PDH CONTROL, INTERMEDIATE;Benzoic acid, 2-chloro-5-3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl-, 1,1-dimethyl-2-oxo-2-(2-propenyloxy)ethyl ester;butafenacil (bsi, pa iso);cga276854;1-（allyloxy carbonyl)-1-methylenthyl-2-chloro-5-[1,2,3,6-tetrahydro-3-methyl-2,6-dioxo-4-(trifluoromethyl) primidin-1-yl]benzoate;CGA 276865;fluobutracil
• CAS NO: 134605-64-4
• Molecular Formula: C₂₀H₁₈ClF₃N₂O₆
• Molecular Weight: 474.81
• Product Categories: BI - BZPesticides&Metabolites;Uracil structure;A-BAlphabetic;Alpha sort;B;Herbicides;Pesticides&Metabolites
• Mol File: 134605-64-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 539.4 °C at 760 mmHg
• Flash Point: 280 °C
• Appearance: /
• Density: 1.406 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.536
• Storage Temp.: 0-6°C
• PKA: -4.21±0.40(Predicted)
• Water Solubility: 10mg/L at 25℃
• CAS DataBase Reference: BUTAFENACIL(CAS DataBase Reference)
• NIST Chemistry Reference: BUTAFENACIL(134605-64-4)
• EPA Substance Registry System: BUTAFENACIL(134605-64-4)

Safety Data

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61
• RIDADR: UN3077 9/PG 3
• WGK Germany: 2
• Hazardous Substances Data: 134605-64-4(Hazardous Substances Data)

Usage

Description

Butafenacil is a uracil-based herbicide that functions by inhibiting the enzyme protoporphyrinogen oxidase, which plays a crucial role in the biosynthesis of chlorophyll in plants. This inhibition leads to the disruption of the plant's photosynthetic process, ultimately causing the plant to die.

Uses

Used in Agricultural Industry:
Butafenacil is used as a herbicidal agent for the control and management of various broadleaf and grassy weeds in different crops such as corn, soybeans, and rice. Its application helps to protect the crops from weed competition, ensuring better growth and yield.
Used in Weed Control:
Butafenacil is used as a selective preand post-emergent herbicide for controlling a wide range of weeds in both agricultural and non-agricultural settings. Its effectiveness in targeting specific weeds without causing significant harm to the desired plants makes it a valuable tool in integrated weed management strategies.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C20H18ClF3N2O6/c1-5-8-31-17(29)19(2,3)32-16(28)12-9-11(6-7-13(12)21)26-15(27)10-14(20(22,23)24)25(4)18(26)30/h5-7,9-10H,1,8H2,2-4H3

Upstream product

• 19444-21-4 allyl 2-hydroxyisobutyrate 
• 330473-64-8 3-methylamino-4,4,4-trifluorobut-2-enoic acid isopropylester 
• 865-47-4 potassium tert-butylate 
• 121303-76-2 3-methylamino-4,4,4-trifluorocrotonic acid ethyl ester 
• 507448-65-9 3-methylamino-4,4,4-trifluorobut-2-enoic acid ethyl ester 

Downstream Products

• 1578259-53-6 (E)-1-((3-(2,5-Dimethoxyphenyl)allyl)oxy)-2-methyl-1-oxopropan-2-yl 2-chloro-5-(3-methyl-2,6-dioxo-4-(trifluoromethyl)-2,3-dihydropyrimidin-1(6H)-yl)benzoate 
• 1578259-54-7 (Z)-1-((3-(2,5-Dimethoxyphenyl)allyl)oxy)-2-methyl-1-oxopropan-2-yl 2-chloro-5-(3-methyl-2,6-dioxo-4-(trifluoromethyl)-2,3-dihydropyrimidin-1(6H)-yl)benzoate 

Relevant articles and documents

Synthesis method of butafenacil

The invention discloses a method for synthesizing butafenacil, which comprises the following steps of: carrying out one-step ester exchange reaction on 2-chloro-5-(1, 2, 3, 6-tetrahydro-3-methyl-2, 6-dioxo-4-trifluoromethyl pyrimidine-1-yl) methyl benzoate and 2-hydroxy allyl isobutyrate in the presence of an ester exchange catalyst to generate the butafenacil; wherein the temperature of the one-step ester exchange reaction is 90-130 DEG C, the reaction time is 2-8 hours, an ester exchange catalyst is tetraisopropyl titanate or tetraisobutyl titanate, and the molar ratio of the 2-chloro-5-(1, 2, 3, 6-tetrahydro-3-methyl-2, 6-dioxo-4-trifluoromethylpyrimidine-1-yl) methyl benzoate to the 2-hydroxy allyl isobutyrate is (1: 4)-(1: 10). The synthesis method only needs one-step reaction, the reaction steps are greatly shortened, the reaction yield is improved, and compared with the prior art, the synthesis method is more environmentally friendly and suitable for industrial production.

Herbicidal 3-aryluracils

The invention is concerned with compounds of the formula STR1 wherein R1, R2, R3, R4, R5 and R6 have the significances given in the description, as well as enol ethers and salts thereof and their manufacture. The compounds have herbicidal properties and are accordingly suitable as active ingredients of weed control compositions. The invention is also concerned with weed control compositions containing one or more of such substances and with the use of the substances or compositions for the control of weeds.