| hydroprene (Ref: OMS 1696) |
 |
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SUMMARY
Hydroprene is an amenity and domestic insecticide without EU regulatory approval for use. It has a low aqueous solubility, is quite volatile and, based on its chemical properties, it is slightly mobile but unlikely to leach to groundwater. It is not generally persistent in soil systems. It has a low mammalian toxicity. It shows a moderate level of toxicity to fish and daphnia but is relatively non-toxic to adult honey bees but may be harmful to bee larvae. GENERAL INFORMATION 
for hydroprene
Description: Used mainly for the control of insects in buildings and food handling establishments but also has some domestic applications
Example pests controlled: Cockroaches, Beetles, moths
Example applications: Non-cropped areas; Public hygiene applications
Efficacy & activity: -
Availability status: Unknown
Introduction & key dates: circa 1975
EC Regulation 1107/2009 (repealing 91/414):
| Status | Not approved |
| Dossier rapporteur/co-rapporteur | Not applicable |
| Date inclusion expires | Not applicable |
| EU Candidate for substitution (CfS) | Not applicable |
| Listed in EU database | No |
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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Chemical structure:
| Isomerism | Hydroprene is a chiral molecule and has both geometrical and optical isomers. The technical material is an isomeric mixture. The S enantiomer is the most biologically active. |
| Chemical formula | C17H30O2 |
| Canonical SMILES | CCOC(=O)C=C(C)C=CCC(C)CCCC(C)C |
| Isomeric SMILES | CCOC(=O)/C=C(\C)/C=C/CC(C)CCCC(C)C |
| International Chemical Identifier key (InChIKey) | FYQGBXGJFWXIPP-UEVLXMDPSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C17H30O2/c1-6-19-17(18)13-16(5)12-8-11-15(4)10-7-9-14(2)3/h8,12-15H,6-7,9-11H2,1-5H3/b12-8+,16-13+ |
| 2D structure diagram/image available? | Yes |
General status:
| Pesticide type | Insecticide, Insect growth regulator | |||
| Substance group | Unclassified | |||
| Minimum active substance purity | - | |||
| Known relevant impurities | - | |||
| Substance origin | Synthetic | |||
| Mode of action | A juvenile hormone mimic. Contact and stomach action, acts by duplicating the action of juvenile hormones keeping the insect in an immature state | |||
| CAS RN | 41205-09-8 | |||
| Alternative/old CAS RN | 41096-46-2 | |||
| EC number | - | |||
| CIPAC number | None allocated | |||
| US EPA chemical code | 486300 | |||
| PubChem CID | 5372477 | |||
| Molecular mass (g mol-1) | 266.4 | |||
| PIN (Preferred Identification Name) | rac-ethyl (2E,4E,7R)-3,7,11-trimethyldodeca-2,4-dienoate | |||
| IUPAC name | ethyl (E,E)-(RS)-3,7,11-trimethyldodeca-2,4-dienoate | |||
| CAS name | ethyl (2E,4E)-3,7,11-trimethyl-2,4-dodecadienoate | |||
| Other status information | - | |||
| Relevant Environmental Water Quality Standards | - | |||
| Herbicide Resistance Classification (HRAC) | Not applicable | |||
| Herbicide Resistance Classification (WSSA) | Not applicable | |||
| Insecticide Resistance Classification (IRAC) | 7A | |||
| Fungicide Resistance Classification (FRAC) | Not applicable | |||
| Examples of recorded resistance | None recorded | |||
| Physical state | Amber coloured liquid | |||
| 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 as a pesticide under EC Regulation 1107/2009 | |||
| Formulation and application details | Available as an aerosol or emulsifiable concentrate. | |||
ENVIRONMENTAL FATE
for hydroprene
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 0.54 | B4 | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | - | - | - | |
| Melting point (oC) | Not applicable | L3 | - | |
| Boiling point (oC) | 174 | V3 | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | 148 | L3 - (closed cup) | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 5.62 X 1003 | Calculated | - |
| Log P | 3.75 | B4 | High | |
| Bulk density (g ml-1)/Specific gravity | 0.866 | B4 | - | |
| Dissociation constant (pKa) at 25oC | - | - | - | |
| Note: | ||||
| Vapour pressure at 20oC (mPa) | 40 | L3 | Highly volatile | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 46.5 | L3 | Moderately volatile | |
GUS leaching potential index  |
0.85 | Calculated | Low leachability | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 3.76 X 10-03 | Calculated | - |
| Note | - | |||
| Potential for particle bound transport index |
- | Calculated | Low | |
| Maximum UV-vis absorption L mol-1 cm-1 | - | - | - | |
| Surface tension (mN m-1) | - | - | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 5 | L2 | Non-persistent |
| DT50 (lab at 20oC) | - | - | - | |
| DT50 (field) | - | - | - | |
| DT90 (lab at 20oC) | - | - | - | |
| DT90 (field) | - | - | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | General literature states DT50 in soil is a few days. | |||
| 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) | 2 | B4 | Moderately fast | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | Q3 | Slightly mobile |
| Koc | 610 | |||
| Notes and range | - | |||
| Freundlich | Kf | - | - | - |
| Kfoc | - | |||
| 1/n | - | |||
| Notes and range | - | |||
| pH sensitivity | - | |||
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | - | - | - |
| CT50 (days) | - | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | > 5000 | B4 Rat | Low | |
| Mammals - Short term dietary NOEL | (mg kg-1) | 50 | L3 Rat | High |
| (ppm diet) | - | - | ||
| Birds - Acute LD50 (mg kg-1) | - | - | - | |
| Birds - Short term dietary (LC50/LD50) | - | - | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 0.5 | B4 Oncorhynchus mykiss | Moderate | |
| Fish - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 0.13 | B4 Daphnia magna | Moderate | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | 0.05 | B3 Daphnia magna | Moderate | |
| 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) | 6350 | 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) | > 1000000 | L3 (Nb bee larvae LD50 0.1 ug/bee) | Low | |
| 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 | - | - | - | |
| 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 hydroprene
General:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Threshold of Toxicological Concern (Cramer Class) |
Low (class I) | - | - | |
| Mammals - Acute oral LD50 (mg kg-1) | > 5000 | B4 Rat | Low | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 5000 | B4 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | > 5.5 | L3 Rat | - | |
| Other Mammal toxicity endpoints | Acute percutaneous LD50 > 5100 mg kg-1 | F3 Rabbit | - | |
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | - | - | - | |
| 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 | - | |||
| 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 | |||
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | Probable kidney, liver and gastrointestinal toxicant | |||||||
: 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 |
Highly volatile IMGD Transport class 9 Not compatible with oxidising agents |
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| CLP classification 2013 | Health: H319, H331 Environment: H400 |
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| EC Risk Classification |
T- Toxic: R23 Xi - Irritant: R36 N - Dangerous for the environment: R50/53 |
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| EC Safety Classification |
S60, S61 | |||
| WHO Classification | U | - | Unlikely to present an acute hazard | |
| US EPA Classification (formulation) | IV | - | Caution - Not acutely toxic | |
| UN Number | 3082 | |||
| Waste disposal & packaging |
Packaging Group III (minor danger) | |||
| Language | Name |
| English | hydroprene |
| French | - |
| German | - |
| Danish | - |
| Italian | - |
| Spanish | hidropreno |
| Greek | - |
| Slovenian | hidropren |
| Polish | hydropren |
| Swedish | - |
| Hungarian | - |
| Dutch | - |
Record last updated: Wednesday 30 May 2018
Contact: aeru@herts.ac.uk