Esprocarb

Esprocarb
Names
	Preferred IUPAC name S-benzyl ethyl[(2Ξ)-3-methylbutan-2-yl]carbamothioate
	Other names S-benzyl ethyl[(2RS)-3-methylbutan-2-yl]carbamothioate; S-benzyl (RS)-(1,2-dimethylpropyl)ethyl(thiocarbamate); S-(phenylmethyl) N-(1,2-dimethylpropyl)-N-ethylcarbamothioate; SC-2957 or ICIA-2957;
Identifiers
CAS Number	85785-20-2;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:34743;
ChEMBL	ChEMBL2252174;
ChemSpider	82838;
ECHA InfoCard	100.111.286
EC Number	617-761-5;
KEGG	C14526;
PubChem CID	91740;
UNII	1H15E85N9B;
CompTox Dashboard (EPA)	DTXSID2058201 ;
	InChI InChI=1S/C15H23NOS/c1-5-16(13(4)12(2)3)15(17)18-11-14-9-7-6-8-10-14/h6-10,12-13H,5,11H2,1-4H3 Key: BXEHUCNTIZGSOJ-UHFFFAOYSA-N;
	SMILES CCN(C(C)C(C)C)C(=O)SCc1ccccc1;
Properties
Chemical formula	C15H23NOS
Molar mass	265.42 g·mol−1
Appearance	Yellowish liquid
Odor	Odourless
Density	1.035 g/mL
Melting point	25 °C (77 °F; 298 K)
Boiling point	135 °C (275 °F; 408 K)
Solubility in water	0.0049 g/L
Vapor pressure	10.1 mPa
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H315, H319, H331, H411
Precautionary statements	P261, P280, P305+P351+P338, P321, P405, P501
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	>2000g/kg (rat, oral); >2000g/kg (rat, dermal);
LC50 (median concentration)	>4 mg/L (mammal, inhalation, 4 hours)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Esprocarb is a thiocarbamate herbicide used preëmergently and post emergently to control annual weeds and grasses, such as on paddy rice. It was introduced in 1988 in Japan

Esprocarb mixes have been tested in Japan starting in 1985 for its effectiveness against cockspur grass (Echinochloa crus-galli), often mixed with the herbicide bensulfuron-methyl. Testing for esprocarb was meant to allow for a longer, residual control of weeds, eliminating the need for follow-up one-shot herbicide applications.

Esprocarb's mode of action makes its HRAC classification Group K3 (global), Group K (Aus), Group 15 (numeric); it inhibits very long chain fatty acid synthesis.

It is usually sold as granules and has been marketed as "Fuji-Grass".

Environmental behavior

Esprocarb is toxic to fish; its 96-hour LC₅₀ for fish is 1.52 g/L. It is not toxic to birds or mammals, with an LD₅₀ over 2000 mg/kg. It has a GHS 'Toxic' mark, though its low toxicity should exempt it.

It is non-mobile in soil and has a soil half-life of 50 days, making it moderately persistent.

References

1 2 3 4 "esprocarb data sheet". www.bcpcpesticidecompendium.org.
1 2 3 4 5 6 7 8 9 10 "Esprocarb | Safety data sheet according to 1907/2006/EC, Article 31". www.lgcstandards.com. LGC Standards. 15 January 2021. Retrieved 20 July 2025.
1 2 3 4 5 6 7 Lewis, Kathleen A.; Tzilivakis, John; Warner, Douglas J.; Green, Andrew (18 May 2016). "An international database for pesticide risk assessments and management". Human and Ecological Risk Assessment: An International Journal. 22 (4): 1050–1064. Bibcode:2016HERA...22.1050L. doi:10.1080/10807039.2015.1133242. hdl:2299/17565.
↑ Kadota, G; Matsumoto, S; Nakamura, S; Gordon, R F S; Hayakawa, J (1990). "Esprocarb Herbicide Mixtures: Use in Japanese Paddy Rice". Pest Management in Rice: 389–401. doi:10.1007/978-94-009-0775-1_32. ISBN 978-94-010-6835-2.{{cite journal}}: CS1 maint: periodical has ISBN (link)

External links

Esprocarb in the Pesticide Properties DataBase (PPDB)

[bcpc-1] 1 2 3 4 "esprocarb data sheet". www.bcpcpesticidecompendium.org.

[lgc_sds-2] 1 2 3 4 5 6 7 8 9 10 "Esprocarb | Safety data sheet according to 1907/2006/EC, Article 31". www.lgcstandards.com. LGC Standards. 15 January 2021. Retrieved 20 July 2025.

[database-3] 1 2 3 4 5 6 7 Lewis, Kathleen A.; Tzilivakis, John; Warner, Douglas J.; Green, Andrew (18 May 2016). "An international database for pesticide risk assessments and management". Human and Ecological Risk Assessment: An International Journal. 22 (4): 1050–1064. Bibcode:2016HERA...22.1050L. doi:10.1080/10807039.2015.1133242. hdl:2299/17565.

[4] Kadota, G; Matsumoto, S; Nakamura, S; Gordon, R F S; Hayakawa, J (1990). "Esprocarb Herbicide Mixtures: Use in Japanese Paddy Rice". Pest Management in Rice: 389–401. doi:10.1007/978-94-009-0775-1_32. ISBN 978-94-010-6835-2.{{cite journal}}: CS1 maint: periodical has ISBN (link)