Butralin

Butralin
Names
	Preferred IUPAC name rac-N-[-butan-2-yl]-4-tert-butyl-2,6-dinitroaniline
	Other names (RS)-N-sec-Butyl-4-tert-butyl-2,6-dinitroaniline; 4-(1,1-dimethylethyl)-N-(1-Methylpropyl)-2,6-dinitrobenzenamine;
Identifiers
CAS Number	33629-47-9 ;
ECHA InfoCard	100.046.902
PubChem CID	36565;
CompTox Dashboard (EPA)	DTXSID3032337 ;
	InChI InChI=1S/C14H21N3O4/c1-6-9(2)15-13-11(16(18)19)7-10(14(3,4)5)8-12(13)17(20)21/h7-9,15H,6H2,1-5H3 Key: SPNQRCTZKIBOAX-UHFFFAOYSA-N;
Properties
Chemical formula	C14H21N3O4
Molar mass	295.339 g·mol−1
Appearance	Yellow/orange powder
Hazards
	GHS labelling:
Hazard statements	H302, H319, H341, H361, H410
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Butralin is a herbicide, used in the United States to control suckers on tobacco,^[2] and approved in Australia.^[3] It is a preemergent dinitroaniline, first registered in the US in 1976.^[4]

Description

It works by the HRAC mode of action Group D / K1 / 3, (Australian, Global, Numeric respectively), which involves inhibition of microtubule formation, by binding to tubulin, halting growth and causing depolymerisation.

Butralin is of low acute toxicity.^[3]

Butralin is likely to be moderately persistent to persistent and relatively immobile in terrestrial environments. Butralin is stable to abiotic hydrolysis and photodegradation on soil. Its characteristics are unlike those of chemicals that leach to groundwater.^[4]

References

^ ^a ^b Hertfordshire, University of. "Butralin (Ref: Amchem70-25)". sitem.herts.ac.uk.
^ "BUTRALIN® SUCKER CONTROL Specimen Label".
^ ^a ^b "Butralin • Potentially FOUND in food, soil, water, dust, compost, hair, cosmetics, a medication, animals & pets, home or workplace • its HEALTH EFFECTS • should I AVOID it • testing with TOXTEST in Australia • substance_id_9577 • CASRN: 33629-47-9". www.toxno.com.au.
^ ^a ^b "Pesticides - Fact Sheet for Butralin" (PDF). EPA. May 1998.

Links

Butralin in the Pesticide Properties DataBase (PPDB)

[database-1] Hertfordshire, University of. "Butralin (Ref: Amchem70-25)". sitem.herts.ac.uk.

[2] "BUTRALIN® SUCKER CONTROL Specimen Label".

[toxno-3] "Butralin • Potentially FOUND in food, soil, water, dust, compost, hair, cosmetics, a medication, animals & pets, home or workplace • its HEALTH EFFECTS • should I AVOID it • testing with TOXTEST in Australia • substance_id_9577 • CASRN: 33629-47-9". www.toxno.com.au.

[epa_1998-4] "Pesticides - Fact Sheet for Butralin" (PDF). EPA. May 1998.

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