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binapacryl (Ref: FMC 9044)
** endosan ** HOE 02784 ** OMS 571 ** Translations

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

SUMMARY

Binapacryl is a fungicide not approved for use in the EU. It has a low aqueous solubility, is highly volatile and would not normally be expected to leach to groundwater. Binapacryl may be persistent in soil systems. It is highly toxic to mammals, may cause adverse development/fertility effects and is a known skin irritant. Binapacryl is highly toxic to fish and aquatic invertebrates and moderately toxic to birds and honeybees.

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

Description: An obsolete contact fungicide and acaricide once used to control mildew and mites on certain fruits and vegetables

Example pests controlled: Powdery mildew; Panonychid and Tetranychid mites

Example applications: Apples; Pears; Cucumber

Efficacy & activity: -

Availability status: Obsolete

Introduction & key dates: circa 1960

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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C15H18N2O6
Canonical SMILES CCC(C)C1=CC(=CC(=C1OC(=O)C=C(C)C)[N+](=O)[O-])[N+](=O)[O-]
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) ZRDUSMYWDRPZRM-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C15H18N2O6/c1-5-10(4)12-7-11(16(19)20)8-13(17(21)22)15(12)23-14(18)6-9(2)3/h6-8,10H,5H2,1-4H3
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, Insecticide, Miticide
Substance group Dinitrophenol
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Non-systemic. As a miticide it works with ovicidal action, uncoupling or inhibiting oxidative phosphorylation. Respiration inhibitor.
CAS RN 485-31-4
EC number 207-612-9
CIPAC number 138
US EPA chemical code 012201
PubChem CID 10234
CLP index number 609-024-00-1
Molecular mass (g mol-1) 322.31
PIN (Preferred Identification Name) rac-2-[(2R)-butan-2-yl]-4,6-dinitrophenyl 3-methylbut-2-enoate
IUPAC name (RS)-2-sec-butyl-4,6-dinitrophenyl 3-methylcrotonate
CAS name 2-(1-methylpropyl)-4,6-dinitrophenyl 3-methyl-2-butenoate
Other status information Chemical subject to PIC regulations; Severe Marine Pollutant; Rotterdam Convention (Class O)
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 Panonychus citri
Panonychus ulmi
Tetranychus urticae
Tetranychus mcdanieli
Physical state Colourless to brownish crystalline powder
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
  • FMC Corp
  • Hoechst
Example products using this active
  • Acricid
  • Ambox
  • Morocide
  • Endosan
  • Dinapacryl
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Formulated as emulsifiable concentrates and wettable poweders.


ENVIRONMENTAL FATE

for binapacryl

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 Q2 Low
Solubility - In organic solvents at 20oC (mg l-1) 780000 R3 - Acetone -
110000 R3 - Ethanol -
700000 R3 - Xylene -
400 L3 - Hexane -
Melting point (oC) 67 A4 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) - - -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 5.62 X 1004 Calculated -
Log P 4.75 A4 High
Bulk density (g ml-1)/Specific gravity 1.24 Q2 -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 20oC (mPa) 13 A4 Highly volatile
Henry's law constant at 25oC (Pa m3 mol-1) 0.034 CA3 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.24 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 2.86 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 High
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) 100 F3 Persistent
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note General literature states that it may undergo slow hydrolysis
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 - - -
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 - CA2 Slightly mobile
Koc 2400
Notes and range Estimated
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -


ECOTOXICOLOGY

for binapacryl

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) 2400 F3 Calculated Threshold for concern
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 58 F4 Rat High
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 800 V2 Gallus gallus Moderate
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) > 0.05 F3 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.03 F3 Asellus brevicaudus 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) 10.8 F4 Scenedesmus subspicatus Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 50 F3 Moderate
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 Moderately harmful AB1 Typhlodromus pyri -
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 binapacryl

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) 58 F4 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) > 720 F4 Rat -
Mammals - Inhalation LC50 (mg l-1) - - -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.002 F3 -
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 - - -
Exposure Routes Public -
Occupational The probable routes of exposure to binapacryl are by dermal contact or inhalation of dust
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 Highly toxic and may damage liver, kidneys and nervous system
Shows teratogenicity

: 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 Avoid generation of dust
Hazard class 6.1
CLP classification 2013 Health: H302, H312, H360D
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 2: R61
Xn - Harmful: R21/22
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 O - Obsolete substance
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for binapacryl

Language Name
English binapacryl
French binapacryl
German Binapacryl
Danish binapacryl
Italian binapacril
Spanish binapacril
Greek binapacryl
Slovenian binapakril
Polish binapakryl
Swedish -
Hungarian -
Dutch binapacryl

Record last updated: Wednesday 23 May 2018
Contact: aeru@herts.ac.uk