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spirodiclofen (Ref: BAJ 2740)
** Translations

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

Description: A foliar applied acaricide active against a range of sucking insects on fruit and nuts

Example pests controlled: Mites; Pear sucker; Scale insects; Earwigs; Aphids; Whitefly

Example applications: Fruit including apple, pear, grape, peach, apricot, nectarine, orange, currants, citrus, berries; Tomatoes; Cucumber; Almonds; Coconut

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2000, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Austria/Netherlands
Date inclusion expires 31/07/2020
EU Candidate for substitution (CfS) No
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 C21H24Cl2O4
Canonical SMILES CCC(C)(C)C(=O)OC1=C(C(=O)OC12CCCCC2)C3=C(C=C(C=C3)Cl)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) DTDSAWVUFPGDMX-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C21H24Cl2O4/c1-4-20(2,3)19(25)26-17-16(14-9-8-13(22)12-15(14)23)18(24)27-21(17)10-6-5-7-11-21/h8-9,12H,4-7,10-11H2,1-3H3
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
Spirodiclofen - 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 Acaricide, Insecticide
Substance group Tetronic acid
Minimum active substance purity 965 g/kg
Known relevant impurities EU dossier - 3-(2,4-dichlorophenyl)-4-hydroxy-1-oxaspiro4.5
dec-3-en-2-one (BAJ-2740 enol) 6g/kg & N,N-dimethylacetamide 4g/kg
Substance origin Synthetic
Mode of action Selective, non-systemic, distrupts mite development, an inhibitor of lipid biosynthesis
CAS RN 148477-71-8
EC number -
CIPAC number 737
US EPA chemical code 124871
PubChem CID 177863
Molecular mass (g mol-1) 411.32
PIN (Preferred Identification Name) 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4.5]dec-3-en-4-yl 2,2-dimethylbutanoate
IUPAC name 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4.5]dec-3-en-4-yl 2,2-dimethylbutyrate
CAS name 3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro(4.5)dec-3-en-4-yl 2,2-dimethylbutanoate
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 23
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Tetranychus urticae
Physical state White 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
  • Bayer CropScience
Example products using this active
  • Envidor SC 240
UK LERAP status None (may vary with mixtures)
Formulation and application details Often supplied as a suspension concentrate that is mixed with water and used as a spray.


ENVIRONMENTAL FATE

for spirodiclofen

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) 0.05 A4 Low
Solubility - In organic solvents at 20oC (mg l-1) 20000 A5 - n-Heptane -
250000 A5 - Ethyl acetate -
250000 A5 - Xylene -
250000 A5 - Dichloromethane -
Melting point (oC) 94.8 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 6.76 X 1005 Calculated -
Log P 5.83 A5 High
Bulk density (g ml-1)/Specific gravity 1.29 A5 -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 20oC (mPa) 3.00 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.00 X 10-02 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.42 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 No absorption 300-400nm; [Neutral solution 201nm = 37869 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) 7 A5 Non-persistent
DT50 (lab at 20oC) 7.3 A5 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) 24 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 1.1-13 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 10.1 R3 -
Note Citrus fruit, n=1
Aqueous photolysis DT50 (days) at pH 7 Value 123 A5 Stable
Note Data for midday summer conditions at 40 deg N
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 52.1 A5 Moderately persistent
Note pH sensitive: DT50 119.6 days at pH 4, 2.5 days at pH 9, all at 20 degC
Water-sediment DT50 (days) 3.2 A5 Fast
Water phase only DT50 (days) 0.7 A5 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 - A4 Non-mobile
Koc 31037
Notes and range -
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
3-(2,4-dichlorophenyl)-4-hydroxy-1-oxaspiro(4.5)dec-3-en-2-one This metabolite may cause environmental pollution, click here for further information Soil   0.519   Major fraction, Relevant
3-(2,4-dichlorophenyl)-3-hydroxy-1-oxaspiro(4.5)decane-2,4-dione This metabolite may cause environmental pollution, click here for further information Soil   0.444   Major fraction, Relevant
3-(2,4-dichlorophenyl)-3,4-dihydroxy-1-oxaspiro(4.5)decan-2-one This metabolite may cause environmental pollution, click here for further information Soil   0.164   Major fraction, Relevant
2,4-dichlorobenzoic acid This metabolite may cause environmental pollution, click here for further information Soil   0.396   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
3-hydroxy-spirodiclofen-enol Spirodiclofen metabolite M02 Plant - -
2,4-dichloro-mandelic acid cyclohexyl ester Spirodiclofen metabolite M09 Animal; Plant - -
unknown BAJ 2740-dioxoketone Water (Photolysis) - -
3-(2,4-dichlorophenyl)-1,4-dioxaspiro[5.5]undecane-2,5-dione BAJ 2740-lactide Soil - -
4-hydroxy-spirodiclofen-enol Spirodiclofen metabolite M03 Plant - -
2,4-dichloro-mandelic acid cyclohexyl ester glucosylpentoside Spirodiclofen metabolite M04 Plant - -
2,4-dichloro-mandelic acid hydroxy-cyclohexyl ester Spirodiclofen metabolite M05 Plant - -
2,4-dichloro-mandelic acid Spirodiclofen metabolite M06 Plant - -
2,4-dichloro-mandelic acid glucosyl cyclohexyl ester Spirodiclofen metabolite M07 Plant - -
2,4-dichloro-mandelic acid glucoside Spirodiclofen metabolite M08 Animal; Plant - -


ECOTOXICOLOGY

for spirodiclofen

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) 491 A5 Threshold for concern
CT50 (days) 0.79 -
Mammals - Acute oral LD50 (mg kg-1) > 2500 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) > 6 A5 Rat High
(ppm diet) > 70 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 1061 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 0.035 A5 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) 0.02 A3 Oncorhynchus mykiss, 42 day microcosm study Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 0.051 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.025 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 0.032 A5 Chironomus riparius High
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) > 0.06 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 196 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
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 2.4 A5 Typhlodromus pyri -
% Effect 22 Parasitism
Dose: 58 g ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 0 Mortality
Dose: 53.3 g ha-1
A5 Typhlodromus pyri
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.98 mg kg-1 soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for spirodiclofen

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) > 2500 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.03 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.015 A5 Dog, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.009 A4 SF=100 -
Dermal penetration studies (%) 0.4-3.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational No unacceptable risks to operators or other workers identified for intended uses
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.1 EU Dir 89/778/EC limit; Calc MAC=0.045 μg l-1; A5 -

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 Possible adrenal gland toxicant
Liver toxicant
USEPA - probable human carcinogen

: 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 or oxidising
IMDG Transport Code is usually 3
CLP classification 2013 Human: H317, H350, H361f, H373
Environment: H410
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
Xn - Harmful: R43
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification NL - Not listed
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Usually 1294
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group II (medium danger)


TRANSLATIONS

for spirodiclofen

Language Name
English spirodiclofen
French spirodiclofen
German Spirodiclofen
Danish spirodiclofen
Italian spirodiclofen
Spanish espirodiclofen
Greek -
Slovenian spirodiklofen
Polish spirodiklofen
Swedish -
Hungarian -
Dutch spirodiclofen

Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk
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