| Identification | Back Directory | [Name]
QUINMERAC | [CAS]
90717-03-6 | [Synonyms]
bas518
FIESTA
GAVELAN
bas518h
BAS113W
QUINMERAC
bas51802h
BUTISAN STAR
7-Chloro-3-Methyl-
quinmerac (bsi, draft e-iso)
7-Chlor-3-methyl-8-chinolincarbonsure
QUINMERAC PESTANAL (7-CHLORO-3-ME- THYLQ
7-chloro-3-methyl-8-quinolinecarboxylicaci
7-chloro-3-methyl-8-quinolinecarboxylicacid
7-CHLORO-3-METHYLQUINOLINE-8-CARBOXYLICACID | [EINECS(EC#)]
402-790-6 | [Molecular Formula]
C11H8ClNO2 | [MDL Number]
MFCD00145199 | [MOL File]
90717-03-6.mol | [Molecular Weight]
221.64 |
| Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [Melting point ]
244°C | [Boiling point ]
416.0±40.0 °C(Predicted) | [density ]
1.406±0.06 g/cm3(Predicted) | [storage temp. ]
Room Temperature, under inert atmosphere | [solubility ]
DMSO (Slightly), Methanol (Slightly, Sonicated) | [form ]
neat | [pka]
-2.84±0.10(Predicted) | [color ]
Pale Yellow to Pale Beige | [Merck ]
13,8158 | [BRN ]
8392904 | [Henry's Law Constant]
1.0×1010 mol/(m3Pa) at 25℃, Maniere et al. (2011) | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/C11H8ClNO2/c1-6-4-7-2-3-8(12)9(11(14)15)10(7)13-5-6/h2-5H,1H3,(H,14,15) | [InChIKey]
ALZOLUNSQWINIR-UHFFFAOYSA-N | [SMILES]
N1C2C(=CC=C(Cl)C=2C(O)=O)C=C(C)C=1 | [LogP]
0.780 | [EPA Substance Registry System]
Quinmerac (90717-03-6) |
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline Solid | [Uses]
Auxin-type 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. | [Uses]
Herbicide. | [Production Methods]
Quinmerac is commercially produced through a multi-step synthesis starting with the Skraup reaction of 3-amino-4-chlorobenzoic acid with glycerol and sulfuric acid to form 8-chloroquinoline-3-carboxylic acid, followed by selective nucleophilic substitution of the 8-chloro group with methanethiol under basic conditions to yield 8-(methylthio)quinoline-3-carboxylic acid, which is then oxidised with hydrogen peroxide or peracid to the corresponding methylsulfonyl derivative, quinmerac. | [Mechanism of action]
Selective. Absorbed by roots, synthetic auxin | [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. | [Pesticide Type]
Herbicide |
| Safety Data | Back Directory | [Hazard Codes ]
T | [WGK Germany ]
2 | [RTECS ]
VB1981800 | [REACH Registrations]
Active | [HS Code ]
29333990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Chronic 4 | [Toxicity]
LD50 in rats (mg/kg): >5000 orally, >2000 dermally (Wuerzer) |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
|