Quinmerac

Structural formula
General
Surname	Quinmerac
other names	7-chloro-3-methyl-8-quinolinecarboxylic acid; Fiesta;
Molecular formula	C 11 H 8 ClNO 2
Brief description	colorless, odorless powder
External identifiers / databases
EC number	618-627-9
ECHA InfoCard	100.126.553
PubChem	91749
ChemSpider	82847
Wikidata	Q2124519
properties
Molar mass	221.64 g mol −1
Physical state	firmly
density	1.49 g cm −3
Melting point	244-246 ° C
boiling point	416 ° C
solubility	very sparingly soluble in water (0.223 g l −1 )
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-317-319
	P: 280-305 + 351 + 338
Toxicological data	> 5000 mg kg −1 ( LD 50 , rat , oral ) ; > 2000 mg kg −1 ( LD 50 , rat , transdermal ) ; > 5.4 mg l −1 ( LC 50 , rat , inhalation (4 h) ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Quinmerac is a chemical compound from the group of quinolines and carboxylic acids and a systemic herbicide introduced by BASF in 1993 .

Extraction and presentation

Quinmerac can be obtained by reacting 7-chloro-3,8-dimethylquinoline with N -bromo succinimide , sulfuric acid and hydrochloric acid .

use

Quinmerac is used as a soil herbicide against problem weeds such as burdock bedstraw , speedwell species and dead nettles in cereal, rapeseed and sugar beet cultivation. Quinmerac is a synthetic auxin that induces ACC synthase . This primarily leads to an accumulation of the plant hormone abscisic acid in the plant tissue . This leads to the death of the sensitive plant via leaf epinasty , growth inhibition of the roots and increased perspiration.

Admission

In Germany, Austria and other EU countries as well as in Switzerland, plant protection products with quinmerac as an active ingredient are approved.

literature

Britt Leps: Anti-Quinmerac: Single Chain Antibody Expression in Transgenic Tobacco Plants. Dissertation, Martin Luther University Halle-Wittenberg, 2003. urn : nbn: de: gbv: 3-000005961

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on 7-chloro-3-methyl-8-quinolinecarboxylic acid in the GESTIS substance database of the IFA , accessed on July 31, 2020 (JavaScript required)
↑ ^a ^b SAFETY DATA SHEET Quinmerac. (PDF) In: HPC Standards GmbH. April 9, 2019, accessed July 31, 2020 .
↑ ^a ^b Entry on Quinmerac. In: Römpp Online . Georg Thieme Verlag, accessed on May 21, 2014.
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 593 ( limited preview in Google Book search).
↑ Florene Scheltrup, Klaus Grossmann: Abscisic Acid is a Causative Factor in the Mode of Action of the Auxinic Herbicide Quinmerac in Cleaver (Galium aparine L.) . In: Journal of Plant Physiology . tape 147 , no. 1 , January 1995, p. 118–126 , doi : 10.1016 / s0176-1617 (11) 81423-9 ( PDF ).
↑ General Directorate Health and Food Safety of the European Commission: Entry on Quinmerac in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on December 7, 2019.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on 7-chloro-3-methyl-8-quinolinecarboxylic acid in the GESTIS substance database of the IFA , accessed on July 31, 2020 (JavaScript required)

[HPC-2] SAFETY DATA SHEET Quinmerac. (PDF) In: HPC Standards GmbH. April 9, 2019, accessed July 31, 2020 .

[roempp-3] Entry on Quinmerac. In: Römpp Online . Georg Thieme Verlag, accessed on May 21, 2014.

[unger-4] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 593 ( limited preview in Google Book search).

[5] Florene Scheltrup, Klaus Grossmann: Abscisic Acid is a Causative Factor in the Mode of Action of the Auxinic Herbicide Quinmerac in Cleaver (Galium aparine L.) . In: Journal of Plant Physiology . tape 147 , no. 1 , January 1995, p. 118–126 , doi : 10.1016 / s0176-1617 (11) 81423-9 ( PDF ).

[PSM-6] General Directorate Health and Food Safety of the European Commission: Entry on Quinmerac in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on December 7, 2019.