Oxadixyl

Structural formula
General
Surname	Oxadixyl
other names	N - (2,6-dimethylphenyl) -2-methoxy- N - (2-oxo-1,3-oxazolidin-3-yl) acetamide; Sandofan;
Molecular formula	C 14 H 18 N 2 O 4
Brief description	colorless, crystalline solid
External identifiers / databases
EC number	616-492-0
ECHA InfoCard	100.112.074
PubChem	53735
Wikidata	Q19297826
properties
Molar mass	278.30 g mol −1
Physical state	firmly
Melting point	104-105 ° C
solubility	poorly soluble in water (3.4 g l −1 at 25 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 302
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Oxadixyl is a chemical compound from the group of phenylamides and a systemic fungicide introduced by Sandoz (now Syngenta ) in 1982 .

Extraction and presentation

Oxadixyl can be obtained from 2,6-dimethylphenylhydrazine and 2-chloroethyl chloroformate . The product reacts with 2-methoxyacetyl chloride . The end product is created through ring closure .

use

Oxadixyl is used as a protective and curative fungicide against Oomycetes in a wide variety of crops (wine, potatoes, tobacco, hops, sunflowers, citrus, fruit and vegetables).

In order to delay the development of resistance, Oxadixyl was usually used mixed with another fungicide.

Admission

Oxadixyl was approved in the FRG from 1986 to 1996.

No plant protection products containing this active ingredient are permitted in the EU or Switzerland .

literature

Yong Jiang, F. Grossmann: Cellular Damage to Phytophthora infestans in Tomato Leaves Treated with Oxadixyl: an Ultrastructural Investigation . In: Journal of Phytopathology . tape 132 , no. 2 , June 1991, pp. 116–128 , doi : 10.1111 / j.1439-0434.1991.tb00102.x ( PDF ).

Individual evidence

↑ ^a ^b ^c ^d ^e Entry on Oxadixyl. In: Römpp Online . Georg Thieme Verlag, accessed on January 4, 2015.
↑ ^a ^b Datasheet Oxadixyl, PESTANAL at Sigma-Aldrich , accessed on October 10, 2016 ( PDF ).
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 493 ( limited preview in Google Book search).
↑ U. Gisi, Y. Cohen: RESISTANCE TO PHENYLAMIDE FUNGICIDES: A Case Study with Involving Mating Type and Race Structure . In: Annual Review of Phytopathology . tape 34 , no. 1 , September 1996, pp. 549-572 , doi : 10.1146 / annurev.phyto.34.1.549 ( PDF ).
↑ approval history of the BVL
↑ General Directorate Health and Food Safety of the European Commission: Entry on Oxadixyl in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.

[roempp-1] Entry on Oxadixyl. In: Römpp Online . Georg Thieme Verlag, accessed on January 4, 2015.

[Sigma-2] Datasheet Oxadixyl, PESTANAL at Sigma-Aldrich , accessed on October 10, 2016 ( PDF ).

[unger-3] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 493 ( limited preview in Google Book search).

[4] U. Gisi, Y. Cohen: RESISTANCE TO PHENYLAMIDE FUNGICIDES: A Case Study with Involving Mating Type and Race Structure . In: Annual Review of Phytopathology . tape 34 , no. 1 , September 1996, pp. 549-572 , doi : 10.1146 / annurev.phyto.34.1.549 ( PDF ).

[historie-5] roval history of the BVL

[6] General Directorate Health and Food Safety of the European Commission: Entry on Oxadixyl in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.