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trichlorfon (Ref: OMS 800)
** chlorophos ** metriphonate ** trichlorphon ** dipterex ** chloroxyphos ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
Further data may be found in the VSDB

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for trichlorfon

Description: A insecticide and acaricide used to control a variety of insects on an extensive range of crops

Example pests controlled: Cockroaches; Silverfish; Fleas; Flies; Ticks; Grapevine moth; Banana spotting bug; Passion vine bug; Fruit flies; Cabbage white butterfly; Army worms; Leaf miners

Example applications: Fruit including apples, pears, plums, cherries, avodado, grapes, passionfruit, blueberries; Peppers; Chillies; Tomatoes; Brassicas; Tomatoes; Linseed; Lucerne; Cereals; Soybean; Rice

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1957

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Spain
Date inclusion expires Expired
EU Candidate for substitution (CfS) Not applicable
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

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

Also used in: Australia

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule. The technical material is an isomeric mixture of two isomers.
Chemical formula C4H8Cl3O4P
Canonical SMILES COP(=O)(C(C(Cl)(Cl)Cl)O)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) NFACJZMKEDPNKN-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C4H8Cl3O4P/c1-10-12(9,11-2)3(8)4(5,6)7/h3,8H,1-2H3
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Trichlorfon Unstated isomer Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide, Veterinary substance
Substance group Organophosphate
Minimum active substance purity 980 g/kg
Known relevant impurities EU dossier - diclorvos 0.02g/kg
Substance origin Synthetic
Mode of action Non-systemic with contact and stomach action. Acetylcholinesterase (AChE) inhibitor.
CAS RN 52-68-6
EC number 200-149-3
CIPAC number 68
US EPA chemical code 057901
PubChem CID 5853
Molecular mass (g mol-1) 257.4
PIN (Preferred Identification Name) rac-dimethyl [(1R)-2,2,2-trichloro-1-hydroxyethyl]phosphonate
IUPAC name dimethyl (RS)-2,2,2-trichloro-1-hydroxyethylphosphonate
CAS name dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate
Other status information Evidence of use in third world countries; Chemical subject to PIC regulations
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 1B
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Agrotis ipsilon
Blattella germanica
Boophilus microplus
Culex pipiens pallens
Dendrolimus punctatus
many others
Physical state Colourless to yellow or pink waxy solid
Related substances & organisms

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Bayer CropScience
  • Mobay
  • Makhteshim Agan
Example products using this active
  • Cekufon 80SP
  • Dylox
  • Nevugon
  • Cekufon
  • Danex
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Available in a range of formulations including soluble powders, soluble concentrates, granules and spot-on sticks.


ENVIRONMENTAL FATE

for trichlorfon

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 120000 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 21500 A5 - Xylene -
363000 A5 - Ethyl acetate -
1346000 A5 - Methanol -
707000 A5 - Acetone -
Melting point (oC) 80 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 100 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.69 X 1000 Calculated -
Log P 0.43 A5 Low
Bulk density (g ml-1)/Specific gravity 1.68 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: Not determinable
Vapour pressure at 20oC (mPa) 0.21 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 4.50 X 10-07 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 3.77 Calculated High leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 4.25 X 10-01 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) 71.8 A5 at 20oC, 99.3%, 1 g l-1 -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 18 K4 Non-persistent
DT50 (lab at 20oC) 18 K4 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note Other sources: DT50 10 days (DW4); General literature DT50 range 7-30 days (R2)
Dissipation rate RL50 on plant matrix Value 2.45 R4 -
Note Published literature RL50 range 0.34-5.16 days, 3 field grown crops, various matrices, n=3
Dissipation rate RL50 on and in plant matrix Value 3.9 R4 -
Note Published literature RL50 range 1.6-6.7 days, 9 field & undercover grown crops, various matrices, n=10
Aqueous photolysis DT50 (days) at pH 7 Value Stable A5 -
Note No UV degradation
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 1.6 A5 Non-persistent
Note pH sensitive: DT50 117 days at pH 5, 31 minutes at pH 9, all at 25 degC
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) 1.2 A4 Moderately fast

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - G4 Very mobile
Koc 10
Notes and range -
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
dichlorvos (Ref: OMS 14) This metabolite may cause environmental pollution, click here for further information Soil   0.245   Major fraction, Relevant
desmethyl dichlorvos This metabolite may cause environmental pollution, click here for further information Soil   0.376   Major fraction, Relevancy unknown
dichlorivinylphosphate This metabolite may cause environmental pollution, click here for further information Soil   0.407   Major fraction, Relevancy unknown
dichloroethanol Soil   0.044   Minor, Relevancy unknown


ECOTOXICOLOGY

for trichlorfon

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 0.41 R4 Piaractus mesopotamicus, Other data: Low risk LogP<3 (A5) Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 212 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) > 4.5 A5 Rat, 2 year High
(ppm diet) > 500 -
Birds - Acute LD50 (mg kg-1) > 36.8 G4 Anas platyrhynchos High
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.7 A3 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.00096 L3 Daphnia magna High
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) 10 A3 Scenedemus subspicatus Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 3.2 Q2 Unknown species Low
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 2.85 F3 Apis mellifera Moderate
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 0.4 K4 Apis mellifera High
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 568.3 R3 Bombus terricola Low
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) 7.5 R4 Megachile rotundata Moderate
Mode of exposure Contact
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) 4.147 R4 Andrena erythronii Moderate
Mode of exposure Contact
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 0.519 48 hour
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 - - -
% Effect 90 Mortality
Dose: 1.2 kg ha-1
A5 Typhlodromus pyri, adult
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 7.2 kg ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for trichlorfon

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) 212 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 0.53 A5 Rat -
Other Mammal toxicity endpoints Intraperitoneal LD50 = 160 mg kg-1 V3 Rat -
Intramuscular LD50 = 395 mg kg-1 V3 Rat -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.045 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.1 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.09 A5 Rat, SF=500 -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 List I; List II - -
Exposure Routes Public Possible bystander risk from spray drift
Occupational Risk of exposure acceptable under label recommendations for use for personal protection clothing and equipment
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A1; B3; C3; D0; E1

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues May cause pyrexia, cyanosis, pulmonary edema, loss of sphincter control, paralysis, coma and respiratory failure
IARC Group 3 carcinogen; USEPA - possible human carcinogen at high doses
Endocrine issues - Alteration of thyroid function
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not explosive
IMDG Transport Code is usually 9 or 6.1
CLP classification 2013 Health: H302, H317
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22, R43
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S24, S37, S60, S61
WHO Classification II - Moderately hazardous
UN Number Active 2783, liquid products usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for trichlorfon

Language Name
English trichlorfon
French trichlorfon
German Trichlorfon
Danish trichlorphon
Italian triclorfon
Spanish triclorfon
Greek -
Slovenian triklorfon
Polish trichlorfon
Swedish triklorfon
Hungarian -
Dutch -

Record last updated: Wednesday 26 June 2019
Contact: aeru@herts.ac.uk