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dinocap (Ref: ENT 24727)
** DPC ** DNOPC ** crotothane ** dinocap-4 ** dinocap-6 ** meptyldinocap ** Translations

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

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

Description: A protectant fungicide for powdery mildew control but also suppresses mites

Example pests controlled: Powdery mildew; Spidermites

Example applications: Fruit including apple, apricot, cherry, citrus, grape, peach, pear; Cucumbers; Pumpkins; Squash; Hops

Efficacy & activity: -

Availability status: Current

Introduction & key dates: cica 1991

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Austria
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: Australia

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule
Chemical formula C18H24N2O6
Canonical SMILES CCCCCCC(C)C1=CC(=CC(=C1OC(=O)C=CC)[N+](=O)[O-])[N+](=O)[O-]
Isomeric SMILES CCCCCCC(C)C1=CC(=CC(=C1OC(=O)/C=C/C)[N+](=O)[O-])[N+](=O)[O-]
International Chemical Identifier key (InChIKey) NIOPZPCMRQGZCE-WEVVVXLNSA-N
International Chemical Identifier (InChI) InChI=1S/C18H24N2O6/c1-3-5-6-7-8-9-11-14-12-15(19(22)23)13-16(20(24)25)18(14)26-17(21)10-4-2/h4,10,12-13H,3,5-9,11H2,1-2H3/b10-4+
2D 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, Acaricide
Substance group Dinitrophenol
Minimum active substance purity 920 g/kg
Known relevant impurities EU dossier 2,6-dinitro-4-octylphenol and 2,4-dinitro-6-octylphenol at ~26g/Kg
Substance origin Synthetic
Mode of action Contact with protective and curative action. Respiration inhibitor. Uncoupler of oxidative phosphorylation via disruption of proton gradient.
CAS RN 131-72-6
Alternative/old CAS RN 39300-45-3
EC number 228-088-8/254-408-0
CIPAC number 98
US EPA chemical code 036001
PubChem CID 5284389
CLP index number 609-023-00-6
Molecular mass (g mol-1) 364.18
PIN (Preferred Identification Name) 2,6-dinitro-4-octanylphenyl and 2,4-dinitro-6-octanylphenyl esters of (2E)-but-2-enoic acid in which “octanyl” is a mixture of octan-2-yl, octan-3-yl and octan-4-yl groups
IUPAC name (RS)-2,6-dinitro-4-octylphenyl crotonates and (RS)-2,4-dinitro-6-octylphenyl crotonates
CAS name 2(or 4)-isooctyl-4,6(or 2,6)-dinitrophenyl (2E)-2-butenoate
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not known
Fungicide Resistance Classification (FRAC) 29
Examples of recorded resistance Typhlodromus pyri
Physical state Dark reddish brown, oily liquid
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
  • Landseer
  • Rohm & Haas
Example products using this active
  • Karathane liquid
  • Crotothane
  • Caprane
  • Ezenosan
  • Mildex
  • Isocothane
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Supplied in a variety of formulations including emulsifiable concentrates, wettable powders and dusts.


ENVIRONMENTAL FATE

for dinocap

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) 0.183 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 22000 L3 - Methanol -
9000 L3 - n-Heptane -
250000 L3 - Xylene -
250000 L3 - Ethyl acetate -
Melting point (oC) -25 A4 -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) 67 L3 - (closed cup) -
Octanol-water partition coefficient at pH 7, 20oC P 3.16 X 1006 Calculated -
Log P 6.5 A5 High
Bulk density (g ml-1)/Specific gravity 1.14 A5 -
Dissociation constant (pKa) at 25oC 12.7 V3 -
Note: Strong base
Vapour pressure at 20oC (mPa) 0.0073 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.62 X 10-02 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.83 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 5.35 X 10-03 Calculated -
Note Estimated concentrations of chemicals with Koc values greater than 9995 ml g-1 are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
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 240nm = 16727, 310nm = 2155 A5 -
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) 5.2 B4 Non-persistent
DT50 (lab at 20oC) 12 A5 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) 57 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 4-24 days, DT90 range 14-113 days; Defra give DT50 range 4.5-6.1 days; Other sources: DT50 5 days (DW4)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 10.1 R4 -
Note Published literature RL50 range 5.8-14.4 days, fruit from 2 undercover crops, n=2
Aqueous photolysis DT50 (days) at pH 7 Value 0.2 A5 Fast
Note pH sensitive: DT50 0.68 days at pH 4, 0.2 days at pH 5
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 23 A4 Non-persistent
Note pH and temperature sensitive: DT50 280 days at pH 4 and 20 degC, 73 days at pH 4 and 30 deg C, 6.5 days at pH 9 and 20 degC, 1.7 days at pH 9 and 30 degC. Values mean of 2,4- and 2,6- isomers. 2,6- isomer hydrolyses quickest.
Water-sediment DT50 (days) 8.4 A4 Fast
Water phase only DT50 (days) 3.5 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 - DW3 Non-mobile
Koc 5500
Notes and range -
Freundlich Kf 633 A5 Non-mobile
Kfoc 58245
1/n 1.05
Notes and range EU dossier kf range 52-3102 mL/g, Kfoc range 2889-310200 mL/g, 1/n range 0.87-1.73, Soils=6
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
2,4-dinitro-6-octylphenol This metabolite may cause environmental pollution, click here for further information Soil   0.220   Major fraction, Relevant


ECOTOXICOLOGY

for dinocap

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) 992 A5 Whole fish Threshold for concern
CT50 (days) 0.8 -
Mammals - Acute oral LD50 (mg kg-1) 1212 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 18.2 B5 Rat High
(ppm diet) 75 -
Birds - Acute LD50 (mg kg-1) > 2150 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) 22989 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.0053 A5 Lepomis macrochirus High
Fish - Chronic 21 day NOEC (mg l-1) 0.00179 A5 Pimephales promelas High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.0042 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.00094 A4 Daphnia magna High
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) 0.240 A4 Chironomus riparius Moderate
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) 0.32 A3 Scenedemus subspicatus Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 29.3 A5 Moderate
Oral acute 48 hour LD50 (μg bee-1) 6.4 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 60 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 4.06 A5 Eisenia foetida, corr Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 100 Mortality
Dose: 0.49 kg ha-1
A5 Aphidius rhopalosiphi, adults
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 100 Mortality
Dose: 0.49 kg ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 2.1 kg ha-1; 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for dinocap

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) 1212 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rabbit -
Mammals - Inhalation LC50 (mg l-1) > 3.0 A5 Rat, 4 hr -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.004 A5 Dog, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.004 A5 Dog, 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) 0.003 A5 -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public -
Occupational -
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 Moderately toxic
Chronic occupational exposure has been shown to lead to cataracts and sometimes glaucoma

: 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 6.1
CLP classification 2013 Health: H302, H315, H317, H332, H360D, H373
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 2: R61
Xn - Harmful: R20/22, R48/22, R43
Xi - Irritant: R38
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S45, S53, S60, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group I (great danger)


TRANSLATIONS

for dinocap

Language Name
English dinocap
French dinocap
German Dinocap
Danish dinocap
Italian dinocap
Spanish dinocap
Greek dinocap
Slovenian dinokap
Polish dinokap
Swedish -
Hungarian dinikap
Dutch dinocap

Record last updated: Wednesday 03 April 2019
Contact: aeru@herts.ac.uk