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diflubenzuron (Ref: OMS 1804)
** DFB ** difluron ** ENT 29054 ** Translations

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

SUMMARY

Diflubenzuron is a urea-derived insecticide that is approved for use in the EU. It has a low aqueous solubility and is volatile. Based on its chemical properties, it is not expected to leach to groundwater. It is not persistent in soils but can be in water in some circumstances. It has a low mammalian toxicity. It is moderately toxic to fish, honeybees and earthworms but more toxic to aquatic invertebrates. Diflubenzuron is relatively non-toxic to birds and algae

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

Description: A persistent urea derivative insecticide used to control a wide range of leaf-eating insects

Example pests controlled: Scararid flies; Armyworms; Leafminers, Whiteflies; Termites; Fungus gnats; Shore flies

Example applications: Ornamentals in greenhouses, shadehouses and commercial structures; Building protection from termite colonies; Fruit

Efficacy & activity: Efficiacy has been shown via extensive use.

Availability status: Current

Introduction & key dates: 1972, first reported; 1975, first introduced

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Greece/Slovakia
Date inclusion expires 31/12/2019
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

Also used in: Australia, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C14H9ClF2N2O2
Canonical SMILES C1=CC(=C(C(=C1)F)C(=O)NC(=O)NC2=CC=C(C=C2)Cl)F
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) QQQYTWIFVNKMRW-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C14H9ClF2N2O2/c15-8-4-6-9(7-5-8)18-14(21)19-13(20)12-10(16)2-1-3-11(12)17/h1-7H,(H2,18,19,20,21)
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 Insecticide
Substance group Benzoylurea
Minimum active substance purity 950 g/kg
Known relevant impurities EU dossier: 4-chloroaniline
Substance origin Synthetic
Mode of action Selective, non-systemic with contact and stomach action, acts by inhibiting chitin synthesis
CAS RN 35367-38-5
EC number 252-529-3
CIPAC number 339
US EPA chemical code 108201
PubChem CID 37123
Molecular mass (g mol-1) 310.68
PIN (Preferred Identification Name) N-[(4-chlorophenyl)carbamoyl]-2,6-difluorobenzamide
IUPAC name 1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea
CAS name N-(((4-chlorophenyl)amino)carbonyl)-2,6-difluorobenzamide
Other status information -
Relevant Environmental Water Quality Standards UK Environment Agency non-statutory standard for the protection of aquatic life in freshwater annual average 0.001 ug/L, max acceptable conc 0.015 ug/L
UK Environment Agency non-statutory standard for the protection of aquatic life in saltwater annual average 0.005 ug/L, max acceptable conc 0.01 ug/L
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 15
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Cydia pomonella
Plutella xylostella
Spodoptera littoralis
Lucilia cuprina
Spodoptera exigua
Physical state White crystalline 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
  • Certis
  • Chemtura
  • Duphar
Example products using this active
  • Dimilin Flo
  • Dimilin WG-80
  • Astonex
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Supplied in a variety of formulations including wettable powders, oil-dispersable concentrates and granules.


ENVIRONMENTAL FATE

for diflubenzuron

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) 0.08 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 6980 A5 - Acetone -
63 A5 - n-Hexane -
290 A5 - Toluene -
1100 A5 - Methanol -
Melting point (oC) 227.6 A5 -
Boiling point (oC) Decomposes before boiling at normal pressure A5 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 7.76 X 1003 Calculated -
Log P 3.89 A5 High
Bulk density (g ml-1)/Specific gravity 1.57 A5 -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 20oC (mPa) 0.00012 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 4.70 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.17 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 1.26 X 10-03 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 In acetonitrile 257nm = 15148, 290nm = 10500 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) 3 K4 Non-persistent
DT50 (lab at 20oC) 3.2 A5 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 2.0-6.7 days
Dissipation rate RL50 on plant matrix Value 14.2 R4 -
Note Published literature RL50 range 7.9-23.7 days, 2 field crops, various matrices, n=3
Dissipation rate RL50 on and in plant matrix Value 11.7 R4 -
Note Published literature RL50 range 2.8-21.0 days, 4 field & undercover grown crops, various matrices, n=4
Aqueous photolysis DT50 (days) at pH 7 Value 80 A5 Stable
Note Not a significant degradation route
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 96 K4 Moderately persistent
Note Stable pH 5 to pH 7, some hydrolysis at pH 9
Water-sediment DT50 (days) 4.5 A5 Fast
Water phase only DT50 (days) 3.0 A5 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 - - -
Koc -
Notes and range -
Freundlich Kf 65.2 A5 Non-mobile
Kfoc 4620
1/n 1.1
Notes and range EU dossier Kf range 34.2-97.7 mL/g, Kfoc range 1983-6918 mL/g, 1/n range 0.97-1.22, Soils=4
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
4-chlorophenylurea This metabolite may cause environmental pollution, click here for further information Soil   0.308   Major fraction, Relevant
2,6-difluorobenzoic acid This metabolite may cause environmental pollution, click here for further information Soil   0.133   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
4-chloroaniline
Note: Mutagenic
PCA Plant; Animal - -
4-chloroacetanilide PCAA Animal - -
2,6-difluorobenzamide DFBAM Rat; Animal (Milk) - -


ECOTOXICOLOGY

for diflubenzuron

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) 320 A5 (Other literature Log BCF range 2.9-3.6 (R3)) Threshold for concern
CT50 (days) 0.6 -
Mammals - Acute oral LD50 (mg kg-1) > 4640 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 5000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 1206 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 0.13 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.2 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.0026 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.00004 A5 Daphnia magna High
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.0021 F3 Americamysis bahia High
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) > 0.19 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 20 A5 Pseudokirchneriella subcapitata Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) 1 Q2 Unknown species Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 74.2 A5 Apis mellifera Moderate
Oral acute 48 hour LD50 (μg bee-1) > 9.1 A5 Apis mellifera Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 500 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 500 A5 Eisenia foetida, 56 day corr Low
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect Harmless Dose: 300 g ha-1
AA3 Typhlodromus pyri
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect Harmful Dose: 300 g ha-1
AA3 Chrysoperla carnea
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.75 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 0.00007 A5 Zooplankton EAC -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for diflubenzuron

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) > 4640 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rabbit -
Mammals - Inhalation LC50 (mg l-1) > 2.5 A5 Rat, 4 hr (nose only, dust) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.1 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) 0.033 A5 Dog, SF=100 -
Dermal penetration studies (%) 0.2-13 A5 concentration dependant -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks identified
Occupational Acceptable risks for proposed uses - PPE/PPC advised
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; A5 Calc MAC=60 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 Reported to cause methaemoglobinaemia
Endocrine issues - Pregnane X cellular receptor activation
Possible liver & spleen toxicant

: 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 9
CLP classification 2013 Health: H373
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xi - Irritant: R36
N - Dangerous for the environment: R50/53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S13, S20/21, S26, S39, S60/61
WHO Classification III - Slightly hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 3077 or 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for diflubenzuron

Language Name
English diflubenzuron
French diflubenzuron
German Diflubenzuron
Danish diflubenzuron
Italian diflubenzuron
Spanish diflubenzuron
Greek -
Slovenian diflubenuron
Polish diflubenzuron
Swedish diflubensuron
Hungarian diflubenzuron
Dutch diflubenzuron

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