90717-03-6

Basic information

• Product Name: QUINMERAC
• Synonyms: bas51802h;bas518h;BUTISAN STAR;BAS113W;FIESTA;GAVELAN;QUINMERAC;QUINMERAC PESTANAL (7-CHLORO-3-ME- THYLQ
• CAS NO: 90717-03-6
• Molecular Formula: C11H8ClNO2
• Molecular Weight: 221.64
• EINECS: 402-790-6
• Product Categories: Agro Products;Agro-Products;Aromatics;Heterocycles
• Mol File: 90717-03-6.mol

Chemical Properties

• Melting Point: 244°C
• Boiling Point: 416 °C at 760 mmHg
• Flash Point: 205.4 °C
• Appearance: crystalline solid
• Density: 1.406 g/cm³
• Vapor Pressure: 1.15E-07mmHg at 25°C
• Refractive Index: 1.669
• Storage Temp.: Room Temperature, under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly, Sonicated)
• Merck: 13,8158
• BRN: 8392904
• CAS DataBase Reference: QUINMERAC(CAS DataBase Reference)
• NIST Chemistry Reference: QUINMERAC(90717-03-6)
• EPA Substance Registry System: QUINMERAC(90717-03-6)

Safety Data

• Hazard Codes: T
• WGK Germany: 2
• RTECS: VB1981800
• Hazardous Substances Data: 90717-03-6(Hazardous Substances Data)

Usage

Chemical Properties

Crystalline Solid

Uses

Different sources of media describe the Uses of 90717-03-6 differently. You can refer to the following data:
1. Auxin-type herbicide
2. Auxin-type herbicide.
3. Herbicide.

Definition

ChEBI: A quinolinemonocarboxylic acid that is quinoline-8-carboxylic acid carrying additional methyl and chloro substituents at positions 3 and 7 respectively. A residual herbicide used to control broad-leaved weeds on a range of crops including cereals, rape and beet.

Environmental Fate

In the field, the DT50 of quinmerac may range from 3 to 33 days. Losses due to volatilization are negligible. Soil moisture conditions greatly influence quinmerac persistence by moderating microbial degradation and soil leaching. Quinmerac is only slightly adsorbed to the soil.

Metabolism

Chemical. Quinmerac is stable to heat, light, and in aqueous solutions with pH values between 3 and 9. Plant. The degradation and metabolic pathways of quinmerac have not been extensively studied. In plants, oxidation of the 3-methyl group to the alcohol and hydroxylation at the 2-quinoline position are the major metabolism reactions (56). These quinmerac metabolites are subsequently conjugated to carbohydrates. The quantity of quinmerac metabolized varies among species, ranging from 5% to 80% (56). Soil. In the soil, degradation of quinmerac was similar to that observed in plants, resulting in the same oxygenated and hydroxylated metabolites.

Toxicity evaluation

Quinmerac is excreted in the urine of mammals and appears to remain primarily unmodified. The acute oral LD50 in rat is >5000 mg/kg.

InChI:InChI=1/C11H8ClNO2/c1-6-4-7-2-3-8(12)9(11(14)15)10(7)13-5-6/h2-5H,1H3,(H,14,15)

Upstream product

• 90717-02-5 8-bromomethyl-7-chloro-3-methylquinoline 
• 78-85-3 2-methylpropenal 
• 2148-56-3 2-chloro-6-aminobenzoic acid 
• 127-68-4 sodium 3-nitrobenzenesulfonate 
• 90717-09-2 3,8-dimethyl-7-chloroquinoline 
• 34241-39-9 azobisisobutyronitrile 
• 6575-11-7 2-amino-6-chlorobenzonitrile 

Downstream Products

• 1463965-43-6 7-chloro-3-methyl-N-(2-(m-tolyloxy)ethyl)quinoline-8-carboxamide 

Relevant articles and documents

Preparation method of quinmerac compound

The invention relates to the field of herbicides, and discloses a preparation method of a quinmerac compound. The method comprises the following steps: 1) carrying out cyclization reaction on a compound with a structure as shown in a formula (1) and methacrolein to obtain a compound with a structure as shown in a formula (2); 2) performing hydrolysis reaction on the compound with the structure as shown in the formula (2) to obtain a compound with a structure as shown in a formula (3), wherein X is halogen. The method provided by the invention has the advantages of simple steps, convenience in operation, short reaction time, low amount of three wastes and the like.

Quinmerac and preparation method thereof

The invention relates to the field of herbicide synthesis, particularly to quinmerac and a preparation method thereof. The method includes the steps: in the presence of a catalyst, carrying out an oxidation reaction on 3,8-dimethyl-7-chloroquine as a raw material, carboxylic acid as a solvent and oxygen-containing gas as an oxidizing agent, wherein the catalyst is one or more of a cobalt metal compound, a manganese metal compound and a vanadium metal compound. According to the method, a large amount of waste acid and waste water can be prevented from being generated, environmental protection is achieved, and the three-waste treatment cost is greatly reduced; and the method has the advantages of mild reaction conditions, simple post-treatment and high product purity and yield, and is very suitable for industrial production.

PROCESS FOR THE PREPARATION OF QUINMERAC

It is an object of the present invention to provide a novel and advantageous process for commercially preparing quinmerac.

NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND

An object of the present invention is to provide a compound having the controlling activity on a noxious arthropod, and a noxious arthropod controlling agent containing an amide compound of formula (I): wherein X represents a nitrogen atom or a CH group, p represents 0 or 1, A represents a tetrahydrofuranyl group or the like, R1, R2, R3, R4, R5, R6 and R7 represent a hydrogen atom or the like, n represents 1 or 2, Y represents an oxygen atom or the like, m represents any integer of 0 to 7, and Q represents a C1-8 chain hydrocarbon group optionally having a phenyl group or the like, has the excellent noxious arthropod controlling effect.

Herbicidal mixtures having a synergistic effect

PCT No. PCT/EP96/03996 Sec. 371 Date Feb. 17, 1998 Sec. 102(e) Date Feb. 17, 1998 PCT Filed Sep. 12, 1996 PCT Pub. No. WO97/10714 PCT Pub. Date Mar. 27, 1997A composition comprising at least one sulfonylurea of the formula I wherein R1 is substituted alkyl; halogen; a group ER6 (E=O, S or NR7); COOR8; NO2; S(O)oR9; SO2NR10R11; or CONR10R11; R2 is hydrogen, alkyl, alkenyl, alkynyl, halogen, alkoxy, haloalkoxy, haloalkyl, alkylsulfonyl, nitro, cyano or alkylthio; R3 is F, CF3, CF2Cl, CF2H, OCF3, OCF2Cl, or, if R1 is CO2CH3 and R2 is simultaneously fluorine, R3 is Cl, or, if R1 is CH2CF3 or CF2CF3, R3 is methyl, or, if R4 is OCF3 or OCF2Cl, R3 is OCF2H or OCF2Br; R4 is alkoxy, alkyl, alkylthio, alkylamino, dialkylamino, halogen, haloalkyl or haloalkoxy; and R5 is hydrogen, alkoxy or alkyl; or an enviromentally compatible salt of I, and an aryloxyalkanoic acid selected from the group consisting of 2,4-D, 2,4-DB, clomeprop, dichlorprop, dichlorprop-P, dichlorprop-P (2,4-DP-P), fenoprop (2,4,5-TP), fluoroxypyr, MCPA, MCPB, mecoprop, mecoprop-P, napropamide, napropanilide, triclopyr, and an enviromentally compatible salt thereof exhibits a synergistic herbicidal effect.

Preparation of 8-bromomethyl-3-methylquinoline compounds

A process for the preparation of 8-bromomethyl-3-methylquinoline compounds of the formula I STR1 where one of both substituents X are chlorine and, where relevant, the other substituent X is hydrogen, by bromination of the corresponding 8-methylquinoline compound in the presence of a 2-phase mixture of a solvent stable to bromination and of, preferably, buffered water.

Quinoline derivatives and their use for controlling undesirable plant growth

Quinoline derivatives of the formula STR1 where X, n, R1, R2 and Y have the meanings given in the description, are used for controlling undesirable plant growth.