| bromopropylate (Ref: GS 19851) |
 |
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GENERAL INFORMATION 
for bromopropylate
Description: A bridged diphenyl acaricide used to control mites on fruit and other crops
Example pests controlled: European red mite; Two-spotted mite; Carmine mite; Apple rust mite; Bryobia mite
Example applications: Fruit crops including citrus, grapes, strawberries and other berries; Cotton; Hops; Sugarbeet; Sugarcane; Tea; Ornamentals; Some vegetables
Availability status: Current
Introduction & key dates: 1967, first reported
EC Regulation 1107/2009 (repealing 91/414):
| Status | Not approved |
| Dossier rapporteur/co-rapporteur | - |
| Date inclusion expires | Expired |
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 |
HR |
HU |
IE |
IT |
LT |
LU |
LV |
MT |
NL |
PL |
PT |
RO |
SE |
SI |
SK |
UK |
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Also used in: Australia
General status:
| Pesticide type | Acaricide | |
| Substance group | Benzilate | |
| Minimum active substance purity | - | |
| Known relevant impurities | - | |
| 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 | |
| Chiral molecule | No | |
| 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 key (InChIKey) | FOANIXZHAMJWOI-UHFFFAOYSA-N | |
| International Chemical Identifier (InChI) | InChI=1S/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 | |
| PIN (Preferred Identification Name) | propan-2-yl bis(4-bromophenyl)hydroxyacetate | |
| IUPAC name | isopropyl 4,4'-dibromobenzilate | |
| CAS name | 1-methylethyl 4-bromo-α-(4-bromophenyl)-α-hydroxybenzeneacetate | |
| Other status information | Slightly phytoxic to some varieties of apple, plum and ornamentals | |
| Herbicide Resistance Classification (HRAC) | Not applicable | |
| Herbicide Resistance Classification (WSSA) | Not applicable | |
| Insecticide Resistance Classification (IRAC) | Not known | |
| Fungicide Resistance Classification (FRAC) | Not applicable | |
| Examples of recorded resistance | Tetranychus urticae | |
| Physical state | White crystals | |
| Related substances & organisms | ||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
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| Example products using this active |
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| UK LERAP status | No UK approval for use or outside scope | |||
| Formulation and application details | Usually supplied as an emulsifiable concentrate. | |||
ENVIRONMENTAL FATE
for bromopropylate
| 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 expected to self ignite; 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 | Low volatility | |
| 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) | |||
| Plant matrix DT50 (days) | Value | 6.2 | R4 | - |
| Note | DT50 range 1.9 - 17.8 days, 4 plants/crops, various matrices | |||
| 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
for bromopropylate
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 1050 | N3 Whole fish | Threshold for concern |
| CT50 (days) | Not available | - | ||
| 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) | - | - | - | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | 52 | L3 Scenedemus subspicatus | Low | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | - | - | - | |
| Honeybees | Contact acute 48 hour LD50 (μg bee-1) | - | - | - |
| Oral acute 48 hour LD50 (μg bee-1) | - | - | - | |
| Unknown mode 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 | LR50 / EC50 / NOEC / % Effect | - | - | - |
| Other arthropod (1) | LR50 g ha-1 | - | - | - |
| % Effect | Harmful | L2 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 bromopropylate
General:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Threshold of Toxicological Concern (Cramer Class) |
High (class III) | - | - | |
| 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 | |||
| European MRLs | Click here for the EU MRL pesticide database | |||
| Drinking Water MAC (μg l-1) | - | - | - | |
Health issues:
| Carcinogen | Mutagen | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| 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 found
Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
No information available | |||
| CLP classification 2013 | - | |||
| EC Risk Classification |
Xi - Irritant: R38 | |||
| EC Safety Classification |
None | |||
| WHO Classification | U | - | Unlikely to present an acute hazard | |
| US EPA Classification (formulation) | IV | - | Caution - Not acutely toxic | |
| UN Number | - | |||
| Waste disposal & packaging |
- | |||
TRANSLATIONS
for bromopropylate
| 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: Saturday 13 August 2016
Contact: aeru@herts.ac.uk