butamifos (Ref: S-2846) ** metacrefos ** Translations

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GENERAL INFORMATION
for butamifos

Description: An organophosphate herbicide used to control annual and graminaceous weeds

Example pests controlled: Fathen; Groundsel; Wild oats; Wild canary grass; Brome; Crowsfoot grass; Nettles

Example applications: Lawns; Rice; Vegetables including beans, onions; Cereals including barley, wheat; Beet crops; Strawberries

Availability status: Unknown

Introduction & key dates: -

EC Regulation 1107/2009 (repealing 91/414):

Status	Not listed
Dossier rapporteur/co-rapporteur	Not applicable
Date inclusion expires	Not applicable

Approved for use () or known to be used () in the following European countries:

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

General status:

Pesticide type	Herbicide
Substance group	Organophosphate
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	Microtubule assembly inhibition. Non-systemic, selective
CAS RN	36335-67-8
EC number	-
CIPAC number	-
US EPA chemical code	-
Chiral molecule	Chiral, a specific isomer or a derivative of a chiral molecule
Chemical formula	C13H21N2O4PS
SMILES	c1(c(ccc(c1)C)[N+](=O)[O-])O[P@@](N[C@@H](CC)C)(OCC)=S
International Chemical Identifier key (InChIKey)	OEYOMNZEMCPTKN-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C13H21N2O4PS/c1-5-11(4)14-20(21,18-6-2)19-13-9-10(3)7-8-12(13)15(16)17/h7-9,11H,5-6H2,1-4H3,(H,14,21)
Structure diagram/image available?	Yes
Molecular mass (g mol-1)	332.36
PIN (Preferred Identification Name)	(E)-[O-ethyl O-(5-methyl-2-nitrophenyl) (2E)-butan-2-ylphosphoramidothioate]
IUPAC name	(RS)-{O-ethyl O-6-nitro-m-tolyl [(RS)-sec-butyl]phosphoramidothioate}
CAS name	O-ethyl O-(5-methyl-2-nitrophenyl) (1-methylpropyl)phosphoramidothioate
Other status information	PAN Bad Actor Chemical
Herbicide Resistance Classification (HRAC)	K1
Herbicide Resistance Classification (WSSA)	3
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	Not applicable
Examples of recorded resistance	-
Physical state	Liquid
Related substances & organisms	-

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Sumitomo Chemicals
Example products using this active	Cremart Hercules 26905 Tufler
UK LERAP status	No UK approval for use or outside scope
Formulation and application details	Usually supplied as emulsifiable concentrates and granules.

ENVIRONMENTAL FATE
for butamifos

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		6.19	E3	Low
Solubility - In organic solvents at 20oC (mg l-1)		-	-	-
Melting point (oC)		25	V3	-
Boiling point (oC)		422	V3	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		-	-	-
Octanol-water partition coefficient at pH 7, 20oC	P	4.17 X 1004	Calculated	-
	Log P	4.62	V3	High
Bulk density (g ml-1)/Specific gravity		-	-	-
Dissociation constant (pKa) at 25oC		-	-	-
		Note:
Vapour pressure at 25oC (mPa)		-	-	-
Henry's law constant at 25oC (Pa m3 mol-1)		-	-	-
Henry's law constant at 20oC (dimensionless)		-	-	-
GUS leaching potential index		-	-	-
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	-	-	-
	Note	-
Potential for particle bound transport index		-	-	-
Maximum UV-vis absorption L mol-1 cm-1		-	-	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
Soil degradation (days) (aerobic)	DT50 (typical)	-	-	-
	DT50 (lab at 20oC)	-	-	-
	DT50 (field)	-	-	-
	DT90 (lab at 20oC)	-	-	-
	DT90 (field)	-	-	-
	Note:	-
Plant matrix DT50 (days)	Value	-	-	-
	Note	-
Aqueous photolysis DT50 (days) at pH 7	Value	-	-	-
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	-	-	-
	Note	-
Water-sediment DT50 (days)		-	-	-
Water phase only DT50 (days)		-	-	-

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	-	-	-
	Kfoc	-
	1/n	-
	Notes and range	-
pH sensitivity		-

ECOTOXICOLOGY
for butamifos

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	-	-	-
	CT50 (days)	-		-
Mammals - Acute oral LD50 (mg kg-1)		630	F4 Rat	Moderate
Mammals - Short term dietary NOEL	(mg kg-1)	-	-	-
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		-	-	-
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		4.1	F4 Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		-	-	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		-	-	-
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		-	-	-
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1)		-	-	-
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1)		-	-	-
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1)		-	-	-
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1)		-	-	-
Aquatic plants - Acute 7 day EC50, biomass (mg l-1)		-	-	-
Non-target plants		-	-	-
		-	-	-
Algae - Acute 72 hour EC50, growth (mg l-1)		0.025	F4 Selenastrum capricornutum	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		-	-	-
Honeybees	Contact acute 48 hour LD50 (μg bee-1)	-	-	-
	Oral acute 48 hour LD50 (μg bee-1)	-	-	-
	Unknown mode acute 48 hour LD50 (μg bee-1)	-	-	-
Earthworms - Acute 14 day LC50 (mg kg-1)		-	-	-
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		-	-	-
Other soil macro-organisms - e.g. Collembola	LR50 / EC50 / NOEC / % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	-	-	-
	% Effect	-	-	-
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	-	-	-
Soil micro-organisms		-	-	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for butamifos

General:

Property		Value	Source/Quality Score/Other Information	Interpretation
Threshold of Toxicological Concern (Cramer Class)		High (classs III)	-	-
Mammals - Acute oral LD50 (mg kg-1)		630	F4 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 5000	E3 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 1.2	E3 Rat	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		-	-	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		-	-	-
Dermal penetration studies (%)		-	-	-
Dangerous Substances Directive 76/464		List I	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	-
	Occupational	-
European MRLs		Click here for the EU MRL pesticide database
Drinking Water MAC (μg l-1)		-	-	-

Health issues:

Carcinogen	Mutagen	Endocrine disrupter	Reproduction / development effects	Cholinesterase inhibitor	Neurotoxicant
-	-	-	-
Respiratory tract irritant	Skin irritant	Skin sensitiser	Eye irritant	Phototoxicant
-	-	-	-	-
General human health issues		Harmful if swallowed

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:

Property		Value	Source/Quality Score/Other Information	Interpretation
General		No information available
CLP classification 2013		-
EC Risk Classification		Xn - Harmful: R22 N - Dangerous for the environment: R50/51
EC Safety Classification		S61
WHO Classification		NL	-	Not listed
US EPA Classification (formulation)		II	-	Warning - Moderately toxic
UN Number		-
Waste disposal & packaging		-

TRANSLATIONS
for butamifos

Language	Name
English	butamifos
French	-
German	-
Danish	-
Italian	-
Spanish	-
Greek	-
Slovenian	-
Polish	-
Swedish	-
Hungarian	-
Dutch	-

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Record last updated: Thursday 31 December 2015
Contact: aeru@herts.ac.uk