Cyclanilide

Structural formula
General
Surname	Cyclanilide
other names	1 - [(2,4-dichlorophenyl) carbamoyl] cyclopropanecarboxylic acid ( IUPAC )
Molecular formula	C 11 H 9 Cl 2 NO 3
Brief description	light yellow odorless solid
External identifiers / databases
EC number	419-150-7
ECHA InfoCard	100.101.791
PubChem	11097730
ChemSpider	9272872
Wikidata	Q1147307
properties
Molar mass	274.10 g mol −1
Physical state	firmly
density	1.47 g cm −3
Melting point	189.5-190 ° C
solubility	practically insoluble in water (0.048 g l −1 ); soluble acetone (52.9 g l −1 ) and chloroform (1.7 g l −1 );
safety instructions
H and P phrases	H: 302-411
	P: 273
Toxicological data	208 mg kg −1 ( LD 50 , rat , oral ) ; > 2000 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Cyclanilide is a chemical compound from the group of malonanilates .

properties

Cyclanilide is a light yellow solid that is practically insoluble in water.

use

Cyclanilide is used as an active ingredient in plant protection products (plant growth regulator in cotton). The effect is based on the inhibition of the auxin transport.

Admission

The active ingredient cyclanilide was included in the list of plant protection agents permitted in the EU in Annex I of Directive 91/414 / EEC until October 2011 . This approval was not renewed in 2011 because no manufacturer had submitted an application for approval.

In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

Web links

EPA: Chemical Summary: Cyclanilide

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Data sheet Cyclanilide from Sigma-Aldrich , accessed on May 22, 2017 ( PDF ).
^ ^A ^b ^c Stanley A. Greene: Sittig's Handbook of Pesticides and Agricultural Chemicals . William Andrew, 2005, ISBN 0-8155-1903-6 , pp. 267 ( limited preview in Google Book search).
↑ ^a ^b ^c Entry on cyclanilide in the GESTIS substance database of the IFA , accessed on February 5, 2017(JavaScript required) .
↑ Entry on 1- (2,4-dichlorophenylcarbamoyl) cyclopropancarboxylic acid in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ David Pimentel, Ph.D .: Encyclopedia of Pest Management . CRC Press, 2007, ISBN 1-4200-5361-2 , pp. 136 ( limited preview in Google Book search).
↑ Implementing Regulation (EU) No. 1022/2011 of the Commission of October 14, 2011 on the non-renewal of the approval for the active substance cyclanilide ... (PDF) .
↑ General Directorate Health and Food Safety of the European Commission: Entry on cyclanilides in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 25, 2016.

[Sigma-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Data sheet Cyclanilide from Sigma-Aldrich , accessed on May 22, 2017 ( PDF ).

[Stanley_A._Greene-2] A ^b ^c Stanley A. Greene: Sittig's Handbook of Pesticides and Agricultural Chemicals . William Andrew, 2005, ISBN 0-8155-1903-6 , pp. 267 ( limited preview in Google Book search).

[GESTIS-3] Entry on cyclanilide in the GESTIS substance database of the IFA , accessed on February 5, 2017(JavaScript required) .

[CLP_100.101.791-4] Entry on 1- (2,4-dichlorophenylcarbamoyl) cyclopropancarboxylic acid in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[David_Pimentel,_Ph.D.-5] David Pimentel, Ph.D .: Encyclopedia of Pest Management . CRC Press, 2007, ISBN 1-4200-5361-2 , pp. 136 ( limited preview in Google Book search).

[6] Implementing Regulation (EU) No. 1022/2011 of the Commission of October 14, 2011 on the non-renewal of the approval for the active substance cyclanilide ... (PDF) .

[PSM-7] General Directorate Health and Food Safety of the European Commission: Entry on cyclanilides in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 25, 2016.