Mexacarbate

Last updated
Mexacarbate
Mexacarbate-Skeletal-2D.svg
Names
Preferred IUPAC name
4-(Dimethylamino)-3,5-dimethylphenyl methylcarbamate
Other names
Mexacarbate, Zectran; 4-Dimethylamino-3,5-xylyl methylcarbamate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.683 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • CC1=CC(=CC(=C1N(C)C)C)OC(=O)NC
Properties
C12H18N2O2
Molar mass 222.288 g·mol−1
AppearanceWhite, crystalline solid
Density 1.077 g/cm3
Melting point 85 °C (185 °F; 358 K)
Boiling point 318 °C (604 °F; 591 K)
Hazards
Flash point 146 °C (295 °F; 419 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Mexacarbate is a carbamate pesticide developed by Alexander Shulgin and marketed in 1961 by Dow Chemical Company under the trade name Zectran. [1] As of 2009, mexacarbate is considered obsolete or discontinued, according to the World Health Organization. [2] It is notable for being the first biodegradable pesticide. [3]

Canister of mexacarbate (Zectran) 1973. Dow Zectran FS 15 insecticide label. Douglas-fir tussock moth control test. (36362351593).jpg
Canister of mexacarbate (Zectran)
Mexacarbate being sprayed by helicopter. 1968. Sonny Boy Creek Hemlock Looper Spray Project. View from front shows Bell helicopter discharging Zectran spray through aerosol-type equipment. Mt. Baker National Forest, Washington. (32901507325).jpg
Mexacarbate being sprayed by helicopter.

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References

  1. Sundaram, Kanth M. S. (August 1989). "Toxicity and Metabolism of Mexacarbate in Freshwater Crayfish Under Laboratory Conditions". In Williams, L. R. (ed.). Aquatic Toxicology and Hazard Assessment. ASTM International. p. 270. ISBN   080311253X . Retrieved June 22, 2012.
  2. WHO: Active ingredients believed to be obsolete or discontinued for use as pesticides, in The WHO Recommended Classification of Pesticides by Hazard and Guidelines to Classification 2009 [ dead link ] (PDF; 2,2 MB).
  3. SJA (18 Aug 2004). "Obituaries / Alexander T. (Sasha) Shulgin". C&E News .