Mexacarbate

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)
Mexacarbate being sprayed by helicopter.
Mexacarbate
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
UNII
  • CC1=CC(=CC(=C1N(C)C)C)OC(=O)NC
Properties
C12H18N2O2
Molar mass 222.288 g·mol−1
Appearance White, 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).
Infobox references

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 (PDF; 2,2 MB).
  3. SJA (18 Aug 2004). "Obituaries / Alexander T. (Sasha) Shulgin". C&E News.


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