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captafol (Ref: Ortho-5865)
** captofol ** difolatan ** merpafol ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

Captafol is a broad spectrum fungicide that is not approved for use in the EU. It has a low aqueous solubility, is non-volatile and, based on its chemical properties, would not normally be expected to leach to groundwater. It is not persistent in soil or water systems. Captafol has a low mammalian toxicity and is not expected to bioaccumulate. It is reported as a carcinogen and irritant. It is moderately toxic to birds, honeybees, earthworms and most aquatic organisms.

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

Description: A broad-spectrum phthalimide, contact fungicide often used to control diseases of fruit and other crops

Example pests controlled: Foliage and fruit fungal diseases

Example applications: Fruit including apples, citrus, cranberry, blueberry, prunes, stone fruit; Potatoes; Tomatoes; Coffee; Peanuts; Onions;

Efficacy & activity: -

Availability status: Unknown

Introduction & key dates: circa 1962

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur -
Date inclusion expires Expired/Banned
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule, an isomeric mixture
Chemical formula C10H9Cl4NO2S
Canonical SMILES C1C=CCC2C1C(=O)N(C2=O)SC(C(Cl)Cl)(Cl)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) JHRWWRDRBPCWTF-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C10H9Cl4NO2S/c11-9(12)10(13,14)18-15-7(16)5-3-1-2-4-6(5)8(15)17/h1-2,5-6,9H,3-4H2
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide
Substance group Phthalimide
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Acts by inhibiting the germination of spores. Multi-site activity.
CAS RN 2425-06-1
EC number 219-363-3
CIPAC number 185
US EPA chemical code 081701
PubChem CID 17038
CLP index number 613-046-00-7
Molecular mass (g mol-1) 349.06
PIN (Preferred Identification Name) 2-[(1,1,2,2-tetrachloroethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
IUPAC name N-(1,1,2,2-tetrachloroethylthio)cyclohex-4-ene-1,2-dicarboximide
CAS name 3a,4,7,7a-tetrahydro-2-[(1,1,2,2-tetrachloroethyl)thio]-1H-isoindole-1,3(2H)-dione
Other status information Chemical subject to PIC regulations; Rotterdam Convention (Class Ia)
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) M4
Examples of recorded resistance -
Physical state Colourless/yellow crystals
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
  • Scotts Company
  • Chevron
  • Makhteshim Agan
  • Pillar International
Example products using this active
  • Merpafol
  • Crisfolatan
  • Folcid
  • Difolatan
  • Haipen
  • Sanspor
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Available in a variety of formulations including dusts, wettable powders, aqueous suspensions and suspension concentrates.


ENVIRONMENTAL FATE

for captafol

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) 1.4 G4 Low
Solubility - In organic solvents at 20oC (mg l-1) 25000 L3 - Benzene -
17000 L3 - Toluene -
100000 L3 - Xylene -
43000 L3 - Acetone -
Melting point (oC) 161 A4 -
Boiling point (oC) Decomposes before boiling L3 -
Degradation point (oC) 161 L3 -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 6.76 X 1003 Calculated -
Log P 3.83 G4 High
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 20oC (mPa) 1.30 X 10-09 G4 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.30 X 10-01 H3 Moderately volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.11 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 2.30 X 10-02 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 Medium
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) 39 F4 Moderately persistent
DT50 (lab at 20oC) - - -
DT50 (field) 7.0 DW4 Non-persistent
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note FAO state DT50 23-55 days; Other literature values DT50 range from 2-11 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
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 - L3 -
Note Rapidly hydrolysed in acidic and alkaline conditions
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 2000
Notes and range Best available data
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
tetrahydrophthalimidic acid - Animals - -
dichloroactetic acid - Animals - -
phthalic acid - Animals - -
ammonia - Animals - -
tetrahydrophthalimide THPI Animals - -


ECOTOXICOLOGY

for captafol

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) 27 Q2 Estimated Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) > 5500 L3 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - L2 Rat, 2 year -
(ppm diet) 500 -
Birds - Acute LD50 (mg kg-1) 101700 F3 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.5 L3 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) > 0.25 J3 Cyprinidae, 13 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 3.34 L3 Daphnia magna Moderate
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 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) > 96.7 F3 72 Hr Moderate
Earthworms - Acute 14 day LC50 (mg kg-1) > 351 F4 Eisenia foetida Moderate
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 captafol

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) > 5500 L3 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 F4 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.72 L3 Rat -
Other Mammal toxicity endpoints - -
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 - - -
Exposure Limits [UK LT TWA 8hr: 0.1 mg/m3] Occupation Exposure -
Exposure Routes Public -
Occupational Contact dermatitis, severe irritation of the respiratory tract, eye damage and other systemic effects are reported
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
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 IARC group 2A carcinogen; USEPA - probable human carcinogen
May cause dermatitis
May cause conjunctivitis and periorbital edema

: 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 Corrosive to metals
Avoid generation of dust
CLP classification 2013 Health: H317, H350
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 2: R45
Xn - Harmful: R43
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S45, S53, S61, S60
WHO Classification Ia - Extremely hazardous
US EPA Classification (formulation) IV - Caution - Not acutely toxic
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for captafol

Language Name
English captafol
French captafole
German Captafol
Danish captafol
Italian captafol
Spanish captafol
Greek -
Slovenian kaptafol
Polish kaptafol
Swedish -
Hungarian -
Dutch captafol

Record last updated: Tuesday 30 October 2018
Contact: aeru@herts.ac.uk