bromopropylate (Ref: GS 19851)
** phenisobromolate ** Translations

Environmental Fate - Ecotoxicology - Human Health

GENERAL INFORMATION

Description: A bridged diphenyl acaricide used to control tetranychid and eriophyid mites

Introduction: 1967, first reported

EC Directive 1107/2009 (repealing 91/414):
Status Excluded from Annex 1
Dossier rapporteur/co-rapporteur -
Date inclusion expires Essential use only

Approved for use () or known to be used () in the following European countries:

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also registered in: Australia

General status:
Pesticide type Acaricide
Substance group Benzilate
Substance origin Synthetic
Mode of action Non systemic with contact action and residual activity
CAS RN 18181-80-1
EC number 242-070-7
CIPAC number 503
US EPA chemical code 028802
Chemical formula C17H16Br2O3
SMILES CC(C)OC(=O)C(C1=CC=C(C=C1)Br)(C2=CC=C(C=C2)Br)O
International Chemical Identifier (InChI) InChI=1/C17H16Br2O3/c1-11(2)22-16(20)17(21,12-3-7-14(18)8-4-12)13-5-9-15(19)10-6-13/h3-11,21H,1-2H3
Structure diagram/image available? Yes
Molecular mass (g mol-1) 428.1
IUPAC Name isopropyl 4,4'-dibromobenzilate
CAS Name 1-methylethyl 4-bromo-α-(4-bromophenyl)-α-hydroxybenzeneacetate
Other status information -
Herbicide Resistance Classification (HRAC) Not applicable
Insecticide Resistance Classification (IRAC) Not known
Fungicide Resistance Classification (FRAC) Not applicable
Physical state White crystals
Related substances & organisms

Formulations:
Property Value
Example manufacturers of products using this active
  • Syngenta
  • AgroCare Chemicals
Example products using this active -
UK LERAP status No UK approval for use or outside scope
Formulation and application details Usually supplied as an emulsifiable concentrate.


ENVIRONMENTAL FATE

Property Value Source/Quality Score/Other Information Interpretation
Solubility - In water at 20oC (mg l-1) 0.1 V3 - @ 25 DegC Low
Solubility - In organic solvents at 20oC (mg l-1) 850000 L3 - Acetone -
970000 L3 - Dichloromethane -
750000 L3 - Benzene -
530000 L3 - Xylene -
Melting Point (oC) 77 L3 -
Boiling Point (oC) Decomposes before boiling L3 -
Degradation point (oC) - - -
Flashpoint (oC) Not highly flammable L3 -
Octanol-water partition coefficient at pH 7, 20oC P 2.51 X 1005 Calculated -
Log P 5.4 V3 High
Bulk density (g ml-1)/Specific gravity 1.59 L3 -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 25oC (mPa) 0.011 V3 - @ 25 degC Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1) 4.70 X 10-02 V3 - @ 25 degC Non-volatile
Henry's law constant at 20oC (dimensionless) 4.00 X 10-07 K3 Moderately volatile
GUS leaching potential index 0.35 Calculated Low leachability
SCI-GROW groundwater index (µg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Value 8.33 X 10-03 Calculated -
Note -
Potential for particle bound transport index - Calculated High
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -

Degradation:
Property Value Source/Quality Score/Other Information Interpretation
Soil degradation (days) (aerobic) DT50 (typical) 59 W4 Moderately persistent
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
Note Field and lab studies DT50 range 40-70 days; Other sources DT50 4-13 weeks (R4)
Aqueous photolysis DT50 (days) at pH 7 Value - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 118 K4 Persistent
Note DT50: 34 days at pH 9 (L3)
Water-Sediment DT50 (days) 63 K4 Moderately fast
Water phase only DT50 (days) 4 K4 Moderately fast

Soil adsorption and mobility:
Property Value Source/Quality Score/Other Information Interpretation
Linear Kd - W3 Non-mobile
Koc 6309
Notes and range Best available data
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Key metabolites:
Metabolite Formation Medium Estimated Maximum Occurrence Fraction 91/414 Relevancy
4,4-dibromobenzilic acid Soil     -


ECOTOXICOLOGY

Property Value Source/Quality Score/Other Information Interpretation
Bio-concentration factor BCF 1050 N3 Whole fish Threshold for concern
CT50 (days) Not available -
Bioaccumulation potential - Calculated High
Mammals - Acute oral LD50 (mg kg-1) > 5000 L3 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 2000 L3 Coturnix japonica Moderate
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.35 L3 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.17 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) - - -
Algae - Acute 72 hour EC50, growth (mg l-1) 52 L3 Scenedemus subspicatus Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees - Acute 48 hour LD50 (µg bee-1) 183 L3 Low
Earthworms - Acute 14 day LC50 (mg kg-1) 1000 L3 Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50product ha
EC50product ha
NOECproduct ha
% Effect 		- - -
Other arthropod (1) LR50 g ha-1 Harmful HarmfulL2 Typhlodromus pyri Harmful
% 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

General:
Property Value Source/Quality Score/Other Information Interpretation
Mammals - Acute oral LD50 (mg kg-1) > 5000 L3 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 4000 L3 Rat -
Mammals - Inhalation LC50 (mg l-1) 4.0 L3 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.03 JMPR 1993 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.2 UK ACP 1999 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public [General public exposure should be low since substance is largely obsolete]
Occupational [Occupational exposure should be low since substance is largely obsolete]
Examples of European MRLs (mg kg-1) Value Tomatoes and beans (with pods): 1.0; Pomes, citrus and grapes: 2.0; Other fruit and vegetables: 0.05
Note [Current May 2007, will be reviewed before December 2008.]
For the EU pesticides database click here
Drinking Water MAC (µg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant Respiratory tract irritant Skin irritant Eye irritant

-

-

-

-

-

-

-

-

General human health issues [No further information available]

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data

Handling issues:
Property Value Source/Quality Score/Other Information Interpretation
General [No information available]
EC Risk Classification -
EC Safety Classification -
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) IV - Caution - Not acutely toxic
UN Number -
Waste disposal & packaging -


TRANSLATIONS

Language Name
English bromopropylate
French bromopropylate
German Bromopropylate
Danish bromopropylat
Italian bromopropilato
Spanish bromopropilato
Greek -
Slovenian bromopropilat
Polish bromopropylat
Swedish -
Hungarian brompropilat
Dutch -
Record last updated: Wednesday 21 December 2011
Contact: aeru@herts.ac.uk