Butenachlor

Butenachlor
Names
	Preferred IUPAC name N-{[(2Z)-But-2-en-1-yloxy]methyl}-2-chloro-N-(2,6-diethylphenyl)acetamide
	Other names KH-218, KH 218, KH218; N-{[(2Z)-But-2-enyloxy]methyl}-2-chloro-2',6'-diethylacetanilide;
Identifiers
CAS Number	87310-56-3;
3D model (JSmol)	Interactive image;
ChemSpider	4951612;
PubChem CID	6448437;
UNII	W0EV45W87P;
CompTox Dashboard (EPA)	DTXSID7058206 ;
	InChI InChI=1S/C17H24ClNO2/c1-4-7-11-21-13-19(16(20)12-18)17-14(5-2)9-8-10-15(17)6-3/h4,7-10H,5-6,11-13H2,1-3H3/b7-4- Key: InChIKey=HZDIJTXDRLNTIS-DAXSKMNVSA-N;
	SMILES N(COC/C=C\C)(C(CCl)=O)C1=C(CC)C=CC=C1CC;
Properties
Chemical formula	C17H24ClNO2
Molar mass	309.83 g·mol−1
Appearance	Pale yellow liquid
Density	1.10 kg/L (11 lb/imp. gal)
Melting point	12.9 °C (55.2 °F; 286.0 K)
Boiling point	167 °C (333 °F; 440 K)
Solubility in water	29 mg/L
Vapor pressure	0.93 mPa (0.02 mpsf)
Hazards
	GHS labelling:
Hazard statements	H302, H410
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	>2000 mg/kg (rat); 1630 mg/kg;
LC50 (median concentration)	3.34 mg/L (rat, breathing)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Butenachlor is an obsolete selective chloroacetanilide, chloroacetamide herbicide used to control grasses and broadleaf weeds.^[3]^[4] It was introduced in 1976 and marketed as "Diphenox",^[1] by Agro-Kanesho.^[5]

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Butenachlor's mode of action is to prevent formation of very long chain fatty acids; this makes its HRAC classification Group J (Australia), Group K3 (global) and Group 15 (numeric).^[6]

Environmental behaviour

Names

Preferred IUPAC name N-{[(2Z)-But-2-en-1-yloxy]methyl}-2-chloro-N-(2,6-diethylphenyl)acetamide
Other names KH-218, KH 218, KH218 N-{[(2Z)-But-2-enyloxy]methyl}-2-chloro-2',6'-diethylacetanilide
Identifiers
CAS Number	87310-56-3
3D model (JSmol)	Interactive image
ChemSpider	4951612
PubChem CID	6448437
UNII	W0EV45W87P
CompTox Dashboard (EPA)	DTXSID7058206
InChI InChI=1S/C17H24ClNO2/c1-4-7-11-21-13-19(16(20)12-18)17-14(5-2)9-8-10-15(17)6-3/h4,7-10H,5-6,11-13H2,1-3H3/b7-4- Key: InChIKey=HZDIJTXDRLNTIS-DAXSKMNVSA-N
SMILES N(COC/C=C\C)(C(CCl)=O)C1=C(CC)C=CC=C1CC
Properties
Chemical formula	C₁₇H₂₄ClNO₂
Molar mass	309.83 g·mol⁻¹
Appearance	Pale yellow liquid^[1]
Density	1.10 kg/L (11 lb/imp. gal)^[1]
Melting point	12.9 °C (55.2 °F; 286.0 K)^[1]
Boiling point	167 °C (333 °F; 440 K) ^[1]
Solubility in water	29 mg/L^[1]
Vapor pressure	0.93 mPa (0.02 mpsf)^[1]
Hazards
GHS labelling:^[1]
Hazard statements	H302, H410
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	>2000 mg/kg (rat)^[1] 1630 mg/kg^[2]
LC₅₀ (median concentration)	3.34 mg/L (rat, breathing)^[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references