| (E,Z)-dodeca-7,9-dienyl acetate (Ref: BAS 288 1) |

Last updated: 23/10/2025
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(Also known as: Straight Chain Lepidopteran Pheromone; SCLP; E7Z9-12Ac; European grapevine moth sex pheromone; Lobesia botrana pheromone) |
The following Pesticide Hazard Tricolour (PHT) alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement. The alerts for Highly Hazardous Pesticides (HHPs) are based on applying the FAO/WHO (Type 1) and the PAN (Type II) criteria to PPDB data. Further details on the HHP indicators are given in the tables below. Neither the PHT nor the HHP hazard alerts take account of usage patterns or exposure, thus they do not represent risk.
| PHT: Environmental fate |
PHT: Ecotoxicity |
PHT: Human health |
Highly Hazardous Pesticide |
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A volatile substance that is classed as a Straight Chain Lepidopteran Pheromone (SCLP) and used as an insect attractant |
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Various insects belong to the Lepidoptera order including the European grapevine moth (Lobesia botrana) |
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Mainly vines |
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- |
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- |
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- |
| EC Regulation 1107/2009 (repealing 91/414) |
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Approved |
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Italy/France |
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30/08/2037 |
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No |
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Yes |
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ATAustria |
BEBelgium |
BGBulgaria |
CYCyprus |
CZCzech Republic |
DEGermany |
DKDenmark |
EEEstonia |
ELGreece |
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ESSpain |
FIFinland |
FRFrance |
HRCroatia |
HUHungary |
IEIreland |
ITItaly |
LTLithuania |
LULuxembourg |
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✓ |
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LVLatvia |
MTMalta |
NLNetherlands |
PLPoland |
PTPortugal |
RORomania |
SESweden |
SISlovenia |
SKSlovakia |
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✓ |
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ISIceland |
NONorway |
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(E,Z)-dodeca-7,9-dienyl acetate exhibits geometric (cis/trans or E/Z) isomerism, and in this case, it contains two double bonds, each capable of forming E/Z isomers, resulting in multiple stereoisomeric combinations. |
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C₁₄H₂₄O₂ |
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CCC=CC=CCCCCCCOC(=O)C |
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CC/C=C/C=C\CCCCCCOC(=O)C |
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LLRZUAWETKPZJO-DEQVHDEQSA-N |
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InChI=1S/C14H24O2/c1-3-4-5-6-7-8-9-10-11-12-13-16-14(2)15/h4-7H,3,8-13H2,1-2H3/b5-4+,7-6- |
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Yes |
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Insecticide; Semiochemical |
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Pheromone |
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>95.0% |
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- |
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Natural |
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Functions as an insect attractant - mating disrupter |
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Originally isolated from the female moth (Lobesia botrana) pheromone gland |
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Crop protection |
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Various insects belong to the Lepidoptera order including the European grapevine moth (Lobesia botrana) |
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Mainly vines |
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Suitable for use in all farming systems where approved for use in that country |
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54364-62-4 |
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259-127-7 |
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864 |
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- |
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- |
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224.34 |
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- |
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- |
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(E,Z)-dodeca-7,9-dienyl acetate |
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| UK Poisons List Order 1972 |
Rotterdam Convention |
Montreal Protocol |
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| Stockholm Convention |
OSPAR |
EU Water Framework Directive |
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- |
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- |
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- |
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Yes [ R12 Rule 12: Pesticide active ingredients that are bioaccumulative (where bio-concentration factor (BCF) > 2000 l kg⁻¹ (if BCF is not available, where Log P >=5)) ] |
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- |
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Not applicable |
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Not applicable |
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UNM |
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Not applicable |
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- |
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Colourless to pale yellow liquid |
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Current |
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- BASF
- CBC (Europe) Ltd
- Scentry Biologicals Inc., USA
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- RAK 2
- Isomate C LR
- European Grapevine Moth Pheromone
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Usually supplied in liquid formulations to be used in a slow release pheromone dispenser/trap |
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The synthesis of (E,Z)-dodeca-7,9-dienyl acetate begins with a suitable starting material, often a long-chain alkene or alkyne which undergoes hydroformylation, a process that adds a formyl group (CHO) to the carbon chain, resulting in an aldehyde intermediate. The aldehyde intermediate is then reduced to the corresponding alcohol using a reducing agent such as sodium borohydride or lithium aluminium hydride. The resulting alcohol is subjected to isomerisation to ensure the double bonds are in the correct positions (at the 7th and 9th carbons) and in the desired configurations (E and Z). Finally, the alcohol is acetylated to form the acetate ester, (E,Z)-dodeca-7,9-dienyl acetate. This step can be achieved using acetic anhydride or acetyl chloride in the presence of a catalyst. |
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While exact CO₂e values are not published for specific pheromones, some general information is available. The PHERA reported that biotechnological production (e.g. yeast fermentation) of pheromones can reduce GHG emissions by up to 90% compared to traditional chemical synthesis and GHG emissions are typically in the 5 to 10 kg CO₂e per kg of pheromone produced. Other sources suggest that small scale pheromone synthesis typically has emissions in the range 1 – 3 kg CO₂e per kg of pheromone produced. |
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0.67 |
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Low |
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Miscible |
Acetone |
- |
| Miscible |
Ethyl acetate |
- |
| Miscible |
n-Heptane |
- |
| Miscible |
Methanol |
- |
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Miscible |
Olive oil |
- |
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298 |
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- |
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250 |
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- |
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138 |
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- |
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4.07 X 1005 |
Calculated |
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5.61 |
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High |
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- |
- |
- |
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- |
- |
- |
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- |
- |
- |
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- |
- |
- |
| - |
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0.17 |
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Low volatility. If applied directly to plants, drift is a concern & mitigation is advisable |
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0.6 |
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Moderately volatile |
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- |
- |
- |
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- |
- |
- |
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- |
- |
- |
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49.7 |
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- |
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- |
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- |
- |
- |
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- |
- |
- |
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- |
- |
- |
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- |
- |
- |
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- |
- |
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- |
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As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below. |
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- |
| Soil adsorption and mobility |
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None
| Terrestrial ecotoxicology |
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> 5000 |
Rat |
Low |
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- |
- |
- |
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- |
- |
- |
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> 5620 |
Unknown species |
Low |
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- |
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- |
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- |
- |
- |
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- |
- |
- |
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- |
- |
- |
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- |
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- |
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- |
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- |
- |
- |
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- |
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6.35 |
Oncorhynchus mykiss |
Moderate |
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- |
- |
- |
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- |
- |
- |
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0.38 |
Daphnia magna |
Moderate |
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- |
- |
- |
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- |
- |
- |
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- |
- |
- |
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- |
- |
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- |
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- |
- |
- |
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- |
- |
- |
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- |
- |
- |
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0.45 |
Raphidocelis subcapitata |
Moderate |
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- |
- |
- |
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- |
- |
- |
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- |
- |
- |
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- |
- |
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| Regulatory Threshold Levels (RTLs) used to calculate Total Applied Toxicity (TAT) |
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500 |
Worst case of acute and chronic mammals |
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562 |
Worst case of acute and chronic birds |
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No data |
No data for acute and chronic earthworms |
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No data |
No data for non-target plants vegetative vigour and seedling emergence |
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No data |
No data for contact and oral honeybees |
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No data |
No data for parasitic wasps and predatory mites |
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0.0635 |
Worst case of temperate acute and chronic fish |
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0.0038 |
Worst case of temperate acute and chronic aquatic invertebrates |
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0.045 |
Worst case of free-floating plants, rooted plants, acute and chronic algae |
| HUMAN HEALTH AND PROTECTION |
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Low (class I) |
- |
- |
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> 5000 |
Rat |
Low |
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- |
- |
- |
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- |
- |
- |
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> 2000 |
Rat |
- |
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> 5.0 |
Rat 4 hr (whole body) |
- |
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- |
- |
- |
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None allocated |
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None allocated |
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- |
- |
- |
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None allocated |
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- |
- |
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- |
- |
- |
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- |
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- |
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- |
- |
- |
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| Carcinogen |
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Endocrine disruptor |
XNo, known not to cause a problem |
A0 A = Chromosome aberration (EFSA database) 0 = No data ; B0 B = DNA damage/repair (EFSA database) 0 = No data ; C0 C = Gene mutation (EFSA database) 0 = No data ; D0 D = Genome mutation (EFSA database) 0 = No data ; E3 E = Unspecified genotoxicity type (miscellaneous data source) 3 = Negative |
XNo, known not to cause a problem |
| Reproduction / development effects |
Acetyl cholinesterase inhibitor |
Neurotoxicant |
XNo, known not to cause a problem |
XNo, known not to cause a problem |
XNo, known not to cause a problem |
| Respiratory tract irritant |
Skin irritant |
Skin sensitiser |
?Possibly, status not identified |
✓Yes, known to cause a problem |
XNo, known not to cause a problem |
| Eye irritant |
Phototoxicant |
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✓Yes, known to cause a problem |
No data found |
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No human health issues noted |
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Not explosive or oxisiding |
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Health: H315, H319, H335 Environment: H411 |
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Not listed (Not listed) |
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- |
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(E,Z)-dodeca-7,9-dienyl acetate |
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| Record last updated: |
23/10/2025 |
| Contact: |
aeru@herts.ac.uk |
| Please cite as: |
Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242 |
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