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GET ADDITIONAL DATA HERE!
tetrachlorvinphos (Ref: SD 8447)
** stirofos ** CVMP ** 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 tetrachlorvinphos

Description: An insecticide and acaricide for use against various pests of fruits, vegetables, ornamental plants, forest trees and livestock on agricultural and recreational areas

Example pests controlled: Aphids; Mites; Fleas; Ticks; Thrips; leafhoppers; Spider mites

Example applications: Potatoes; Beets; Cereals; Vegetables including brassicas; Cotton

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1967, USA

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Not applicable
Date inclusion expires Expired
EU Candidate for substitution (CfS) -
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: USA; Evidence of use in third world countries

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Isomeric - exists in both the Z- and E- forms. Technical products are predominately comprised of the Z-stereoisomer.
Chemical formula C10H9Cl4O4P
Canonical SMILES COP(=O)(OC)OC(=CCl)C1=CC(=C(C=C1Cl)Cl)Cl
Isomeric SMILES COP(=O)(OC)O/C(=C\Cl)/C1=CC(=C(C=C1Cl)Cl)Cl
International Chemical Identifier key (InChIKey) UBCKGWBNUIFUST-YHYXMXQVSA-N
International Chemical Identifier (InChI) InChI=1S/C10H9Cl4O4P/c1-16-19(15,17-2)18-10(5-11)6-3-8(13)9(14)4-7(6)12/h3-5H,1-2H3/b10-5+
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
Tetrachlorvinphos 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, Acaricide, Veterinary substance
Substance group Organophosphate
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Cholinesterase inhibitor.
CAS RN 22248-79-9
EC number 213-506-3
CIPAC number 265
US EPA chemical code 083701 (Z) / 083702 (E)
PubChem CID 5284462
Molecular mass (g mol-1) 365.96
PIN (Preferred Identification Name) (1Z)-2-chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl phosphate
IUPAC name (Z)-2-chloro-1-(2,4,5-trichlorophenyl)vinyl dimethyl phosphate
CAS name (1Z)-2-chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl phosphate
Other status information -
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 Amblyseius fallacis
Bucculatrix thurberiella
Leptinotarsa decemlineata
Myzus persicae
many others
Physical state Off-white crsytalline 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
  • ISK Biosciences
  • DuPont
  • BASF
  • Shell
Example products using this active
  • Appex
  • Rabon
  • Gardona
  • Ravap
  • Gardcide
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Available in a wide variety of different formulations including concentrates, granules, powders and inpregnated collars .


ENVIRONMENTAL FATE

for tetrachlorvinphos

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) 11.6 H4 Low
Solubility - In organic solvents at 20oC (mg l-1) - - -
Melting point (oC) 94 Q3 -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 3.39 X 1003 Calculated -
Log P 3.53 V3 High
Bulk density (g ml-1)/Specific gravity 1.52 Q2 -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 20oC (mPa) 0.0056 H4 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.86 X 10-04 L3 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.31 Calculated Low 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 7.06 X 10-04 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) - - -

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) 2 M4 Non-persistent
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note Best available data
Dissipation rate RL50 on plant matrix Value 4.0 R4 -
Note Published literature RL50 range 2.0-6.0 days, leaves of 2 field crops, n=2
Dissipation rate RL50 on and in plant matrix 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 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 - H3 Slightly mobile
Koc 900
Notes and range -
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
desmethyltetrachlorvinphos - Soil; Rat (Urinary) - -
2,4,5-trichloroacetophenone - Soil (Aerobic); Plant - -
1-(2,4,5-trichloropheynl)ethanol - Soil (Aerobic) - -
1-(2,4,5-trichlorophenyl)-2-chloroethan-1-ol - Soil (Aerobic); Plant - -
2-chloro-1-(2,4,5-trichlorophenyl)ethanol - Soil (Aerobic); Plant - -
1-(2,4,5-trichlorophenyl)ethan-1-ol - Soil (Aerobic) - -
2,4,5-trichlorobenzoic acid tri-CBA Soil (Aerobic) - -
dimethyl phosphate - Rats (Urinary) - -
monomethyl phosphate - Rats (Urinary) - -


ECOTOXICOLOGY

for tetrachlorvinphos

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) - - -
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 4000 L3 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - L2 Rat, 2 year -
(ppm diet) 125 -
Birds - Acute LD50 (mg kg-1) > 2000 L3 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) > 0.43 F4 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.002 J4 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) - - -
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis 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) - - -
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 1.37 F3 Moderate
Bumblebees (Bombus 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) - - -
-
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) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) - - -
Earthworms - Chronic NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) - - -
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 tetrachlorvinphos

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) > 4000 L3 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 1500 V3 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.85 V3 Rat -
Other Mammal toxicity endpoints Intraperitoneal LD50 > 5000 mg kg-1 V3 Guinea pig -
Subcutaneous LD50 > 5000 mg kg-1 V3 Rabbit -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) - - -
ARfD - Acute Reference Dose (mg kg-1bw day-1) - - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 List I; List II - -
Exposure Routes Public -
Occupational May be absorbed through the skin
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

A0; B0; C0; D0; E0

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

-

General human health issues IARC Group 2B carcinogen; USEPA - probable human carcinogen
Kidney and liver toxicant
Repeated or prolonged skin contact may cause allergic reactions with susceptible person
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 IMDG Transport Code is 6.1
Highly flammable
CLP classification 2013 Health: H302, H312, H332, H341
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R21, R22
Xi - Irritant: R36
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification III - Slightly hazardous
UN Number 2783
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for tetrachlorvinphos

Language Name
English tetrachlorvinphos
French tétrachlorvinphos
German Tetrachlorvinphos
Danish tetrachlorvinphos
Italian tetraclorvinfos
Spanish tetraclorvinfos
Greek -
Slovenian tetraklorvinfos
Polish tetrachlorwinfos
Swedish -
Hungarian -
Dutch tetrachloorvinvos

Record last updated: Saturday 29 June 2019
Contact: aeru@herts.ac.uk