Aldoxycarb

Aldoxycarb
Identifiers
CAS Number	1646-88-4;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:82051;
ChEMBL	ChEMBL2138916;
ChemSpider	7844561;
ECHA InfoCard	100.015.192
KEGG	C18906;
PubChem CID	9570093;
UNII	IL70ANS043;
CompTox Dashboard (EPA)	DTXSID50859666 DTXSID6023862, DTXSID50859666 ;
	InChI InChI=1S/C7H14N2O4S/c1-7(2,14(4,11)12)5-9-13-6(10)8-3/h5H,1-4H3,(H,8,10)/b9-5+ Key: YRRKLBAKDXSTNC-WEVVVXLNSA-N;
	SMILES CC(C)(/C=N/OC(=O)NC)S(=O)(=O)C;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Aldoxycarb is an active ingredient for crop protection from the group of oxime-acid amides, used as an insecticide, for example on tobacco plants.^[1]

Properties

Aldoxycarb is the sulfone analogue of the insecticide aldicarb. Studies indicate that residues of aldicarb or aldoxycarb do not enter the drinking water supply. Most residues are degraded in the unsaturated zone with a half-life of 0.5 to 2 months. Aldoxycarb and aldicarb degrade at a comparable rate.^[2]

In another study, aldicarb and aldoxycarb (2.24 kg/ha) increased seed potato yields by approximately 40%. The active ingredient oxamyl proved comparably effective. In addition, the control of nematodes in potatoes by aldicarb, aldoxycarb, and oxamyl was confirmed.^[3]

Synthesis

Aldoxycarb is obtained by reacting aldicarb with hydrogen peroxide:^[1]

Trade name

A plant protection product containing the active ingredient aldoxycarb is marketed under the trade name Standak.^[1]

Authorization

No plant protection products containing aldoxycarb are authorized in the European Union or Switzerland.^[4]

References

^ ^a ^b ^c Thomas A. Unger (1996), "- Aldoxycarb", Pesticide Synthesis Handbook, Park Ridge, NJ: William Andrew Publishing, p. 136, ISBN 978-0-8155-1401-5{{citation}}: CS1 maint: work parameter with ISBN (link)
^ R. L. Jones, J. L. Hansen, R. R. Romine, T. E. Marquardt (1986-04-01), "Unsaturated zone studies of the degradation and movement of aldicarb and aldoxycarb residues", Environmental Toxicology and Chemistry, vol. 5, no. 4, pp. 361–372, doi:10.1002/etc.5620050405{{citation}}: CS1 maint: multiple names: authors list (link)
^ J. Kimpinski, J. B. Sanderson (1989), "Effect of Aldicarb, Aldoxycarb and Oxamyl on Potato Tuber Yields and Root Lesion Nematodes", Canadian Journal of Plant Science, vol. 69, no. 2, pp. 611–615, doi:10.4141/cjps89-075
^ Generaldirektion Gesundheit und Lebensmittelsicherheit der Europäischen Kommission: EU-Pestiziddatenbank;Eintrag in den nationalen Pflanzenschutzmittelverzeichnissen der Schweiz, Österreichs und Deutschlands, retrieved 26 July 2022.

[unger-1] Thomas A. Unger (1996), "- Aldoxycarb", Pesticide Synthesis Handbook, Park Ridge, NJ: William Andrew Publishing, p. 136, ISBN 978-0-8155-1401-5{{citation}}: CS1 maint: work parameter with ISBN (link)

[2] R. L. Jones, J. L. Hansen, R. R. Romine, T. E. Marquardt (1986-04-01), "Unsaturated zone studies of the degradation and movement of aldicarb and aldoxycarb residues", Environmental Toxicology and Chemistry, vol. 5, no. 4, pp. 361–372, doi:10.1002/etc.5620050405{{citation}}: CS1 maint: multiple names: authors list (link)

[3] J. Kimpinski, J. B. Sanderson (1989), "Effect of Aldicarb, Aldoxycarb and Oxamyl on Potato Tuber Yields and Root Lesion Nematodes", Canadian Journal of Plant Science, vol. 69, no. 2, pp. 611–615, doi:10.4141/cjps89-075

[4] Generaldirektion Gesundheit und Lebensmittelsicherheit der Europäischen Kommission: EU-Pestiziddatenbank;Eintrag in den nationalen Pflanzenschutzmittelverzeichnissen der Schweiz, Österreichs und Deutschlands, retrieved 26 July 2022.

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