(Z)-hexadec-13-en-11-ynyl acetate |

Last updated: 24/08/2025
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(Also known as: Pine processionary moth sex pheromone; Y11Z13-16Ac; Z13Y11-16Ac; Pityolure) |
The following 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. These hazard alerts do not take account of usage patterns or exposure, thus do not represent risk.
Environmental fate |
Ecotoxicity |
Human health |
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A volatile semiochemical (Straight Chain Lepidopteran Pheromone (SCLP)) used to control the pine processionary moth Thaumetopoea pityocampa |
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Pine processionary moth (Thaumetopoea pityocampa) |
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Pine trees and pine forests |
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- |
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- |
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- |
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Not approved |
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Not applicable |
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No UK approval for use as a plant protection agent |
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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LVLatvia |
MTMalta |
NLNetherlands |
PLPoland |
PTPortugal |
RORomania |
SESweden |
SISlovenia |
SKSlovakia |
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ISIceland |
NONorway |
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- |
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C₁₈H₃₀O₂ |
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C(C)(=O)OCCCCCCCCCCC#C\C=C/CC |
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- |
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JMXCLEFVXYXEQH-PLNGDYQASA-N |
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InChI=1S/C18H30O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-18(2)19/h4-5H,3,8-17H2,1-2H3/b5-4- |
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Yes |
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Insecticide; Semiochemical |
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Pheromone |
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>75% |
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- |
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Natural |
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Functions as an insect attractant - mating disrupter |
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Isolated from abdomen segements of the virgin female processionary moth (Thaumetopoea pityocampa) |
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Forestry |
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Pine processionary moth (Thaumetopoea pityocampa) |
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Pine trees and pine forests |
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Suitable for use in all farming systems where approved for use in that country |
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78617-58-0 |
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- |
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- |
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- |
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- |
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278.43 |
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- |
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(Z)-13-hexadecen-11-yn-1-yl acetate |
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(Z)-hexadec-13-en-11-ynyl acetate |
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- |
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- |
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- |
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Not applicable |
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Not applicable |
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Not known |
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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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- |
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Usually formulated into controlled-release dispensers or rubber septas |
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The commercial production of (Z)-hexadec-13-en-11-ynyl acetate involves a multi-step organic synthesis starting from long-chain alkyne or alkene precursors. The process typically includes Sonogashira coupling or Wittig reactions to introduce the conjugated enyne system, followed by Z-selective olefination to ensure the correct geometric configuration. The terminal alcohol is then acetylated using acetic anhydride or acetyl chloride in the presence of a base like pyridine to yield the acetate ester. |
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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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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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> 2000 |
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source Unknown species |
Low |
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> 1000 |
Q2 Q = Miscellaneous data from online sources 2 = Unverified data of unknown source |
Low |
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> 100 |
Q2 Q = Miscellaneous data from online sources 2 = Unverified data of unknown source |
Low |
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> 100 |
Q2 Q = Miscellaneous data from online sources 2 = Unverified data of unknown source |
Low |
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> 100 |
Q2 Q = Miscellaneous data from online sources 2 = Unverified data of unknown source Unknown species |
Low |
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> 100 |
Q2 Q = Miscellaneous data from online sources 2 = Unverified data of unknown source Unknown species |
Low |
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HUMAN HEALTH AND PROTECTION |
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> 5000 |
Rat |
Low |
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2000 |
Rat |
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Acute percutaneous LD₅₀ > 2000 mg kg⁻¹ |
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source Rat |
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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 |
XNo, known not to cause a problem |
XNo, known not to cause a problem |
No data found |
Eye irritant |
Phototoxicant |
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XNo, known not to cause a problem |
No data found |
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No further information available |
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Not explosive or oxidising Not expected to auto-ignite; Not highly flammable |
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Not listed (Not listed) |
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(Z)-hexadec-13-en-11-ynyl acetate |
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Record last updated: |
24/08/2025 |
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 |