Mexacarbate

Mexacarbate

Names
Preferred IUPAC name 4-(Dimethylamino)-3,5-dimethylphenyl methylcarbamate
Other names Mexacarbate, Zectran; 4-Dimethylamino-3,5-xylyl methylcarbamate
Identifiers
CAS Number	315-18-4^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:82092
ChEMBL	ChEMBL454804
ChemSpider	9043
ECHA InfoCard	100.005.683
EC Number	206-249-3
KEGG	C18952
PubChem CID	9414
UNII	ZTM4IPV8G8^Y
UN number	2757 (MEXACARBATE)
CompTox Dashboard (EPA)	DTXSID7020893
InChI InChI=1S/C12H18N2O2/c1-8-6-10(16-12(15)13-3)7-9(2)11(8)14(4)5/h6-7H,1-5H3,(H,13,15) Key: YNEVBPNZHBAYOA-UHFFFAOYSA-N
SMILES CC1=CC(=CC(=C1N(C)C)C)OC(=O)NC
Properties
Chemical formula	C12H18N2O2
Molar mass	222.288 g·mol^−1
Appearance	White, crystalline solid
Density	1.077 g/cm^3
Melting point	85 °C (185 °F; 358 K)
Boiling point	318 °C (604 °F; 591 K)
Hazards
GHS labelling:[1]
Pictograms
Signal word	Danger
Hazard statements	H300, H312, H410
Precautionary statements	P264, P270, P273, P280, P301+P316, P302+P352, P317, P321, P330, P362+P364, P391, P405, P501
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

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.

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. Betsy Reed (3 June 2014). "Obituaries / Alexander T. (Sasha) Shulgin". The Guardian.