3D Mol Similar

QUINMERAC

Iupac Name：7-chloro-3-methylquinoline-8-carboxylic acid

CAS No.: 90717-03-6

Molecular Weight：221.63972

Modify Date.: 2022-11-29 06:28

Introduction:

Crystalline Solid

Quinmerac is 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. It has a role as a herbicide, an environmental contaminant and a synthetic auxin. It is a quinolinemonocarboxylic acid and an organochlorine compound.

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1. Names and Identifiers

1.1 Name: QUINMERAC
1.2 Synonyms: 3-methyl-7-chloroquinoline-8-carboxylic acid 7-Chloro-3-Methyl- 7-chloro-3-methyl-8-quinolinecarboxylic acid 7-chloro-3-methyl-8-quinolinecarboxylicaci 7-chloro-3-methyl-8-quinolinecarboxylicacid 7-chloro-3-methyl-quinoline-8-carboxylic acid 7-chloro-3-methylquinoline-8-carboxylic acid 8-Quinolinecarboxylic acid,7-chloro-3-methyl 8-QUINOLINECARBOXYLICACID, 7-CHLORO-3-METHYL- BAS 518 BAS 518H bas518 bas51802h bas518h BUTISAN STAR PROCHLORPERAZINE DIMESYLATE UNII-0OFY83UPMH

1.3 CAS No.: 90717-03-6

1.4 CID: 91749

1.5 EINECS(EC#): 402-790-6

1.6 Molecular Formula: C11H8ClNO2 (isomer)

1.7 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)

1.8 InChkey: ALZOLUNSQWINIR-UHFFFAOYSA-N

1.9 Canonical Smiles: CC1=CC2=C(C(=C(C=C2)Cl)C(=O)O)N=C1

1.10 Isomers Smiles: CC1=CC2=C(C(=C(C=C2)Cl)C(=O)O)N=C1

2. Properties

2.1 Density: 1.406

2.1 Melting point: 244掳C

2.1 Boiling point: 416°C at 760 mmHg

2.1 Refractive index: 1.669

2.1 Flash Point: 205.4°C

2.1 Precise Quality: 221.02400

2.1 PSA: 50.19000

2.1 logP: 2.89480

2.1 Solubility: 0.00 M

2.2 Appearance: crystalline solid

2.3 Chemical Properties: Crystalline Solid

2.4 Water Solubility: 0.00 M

3. Use and Manufacturing

3.1 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 andbeet.

3.2 Environmental Fate: In the field, the DT50 of quinmeracmay range from 3 to 33 days. Losses due to volatilizationare negligible. Soil moisture conditions greatly influencequinmerac persistence by moderating microbial degradationand soil leaching. Quinmerac is only slightly adsorbedto the soil.

3.3 Usage: Auxin-type herbicide

4. Safety and Handling

4.1 Hazard Codes: T

4.1 Hazard Declaration: H412

4.1 RIDADR: NONH for all modes of transport

4.1 Caution Statement: P273, P501

4.1 WGK Germany: 2

4.1 RTECS: VB1981800

4.1 Toxicity: LD50 in rats (mg/kg): >5000 orally, >2000 dermally (Wuerzer)

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)	No symbol.
Signal word	No signal word.
Hazard statement(s)	H412 Harmful to aquatic life with long lasting effects
Precautionary statement(s)
Prevention	P273 Avoid release to the environment.
Response	none
Storage	none
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. Synthesis Route

90717-03-6Total: 1 Synthesis Route

78-85-3 41 Suppliers

2148-56-3 161 Suppliers

127-68-4 196 Suppliers

90717-03-6 20 Suppliers

Literatures:
US4715889 A1, ;
Yield: null

7. Precursor and Product

precursor:

78-85-3

2148-56-3

127-68-4

8. Other Information

8.0 Merck: 13,8158

8.1 BRN: 8392904

8.2 Chemical Properties: Crystalline Solid

8.3 Uses: Auxin-type herbicide

8.4 Uses: Herbicide.

8.5 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.

8.6 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.

8.7 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.

8.8 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.

8.9 Mesh Entry Terms: 7-chloro-3-methyl-quinoline-8-carboxylic acid

8.10 Use Classification: Agrochemicals -> Herbicides|Herbicides

9. Computational chemical data

Molecular Weight: 221.63972g/mol
Molecular Formula: C₁₁H₈ClNO₂
Compound Is Canonicalized: True
XLogP3-AA: 2.7
Exact Mass: 221.0243562
Monoisotopic Mass: 221.0243562
Complexity: 259
Rotatable Bond Count: 1
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 3
Topological Polar Surface Area: 50.2
Heavy Atom Count: 15
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADccByMAAEAAAAAAAAAAAAAAAAAAAAAAA8QAAAAAAAAACx8AAAHgIACAAADArBniQ+yPIIEgCoAzT3TACCgCA1BSAI2CEoTtgIJvrBl5GEcYhmwAHI3UeYyOCOBAACAAIDAAAIAAQABAYAAAAAAAAAAA==