(Also known as: Pine processionary moth sex pheromone; Y11Z13-16Ac; Z13Y11-16Ac; Pityolure)
Hazard alerts
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.
Example manufacturers & suppliers of products using this active now or historically
SEDQ
Example products using this active
Formulation and application details
Usually formulated into controlled-release dispensers or rubber septas
Commercial production
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.
Impact on climate of production and use
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.
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C at pH 7 (mg l⁻¹)
-
-
-
Solubility - In organic solvents at 20 °C (mg l⁻¹)
-
-
-
Melting point (°C)
-
-
-
Boiling point (°C)
-
-
-
Degradation point (°C)
-
-
-
Flashpoint (°C)
-
-
-
Octanol-water partition coefficient at pH 7, 20 °C
P
-
-
-
Log P
-
-
-
Fat solubility of residues
Solubility
-
-
-
Data type
-
-
-
Density (g ml⁻¹)
-
-
-
Dissociation constant pKa) at 25 °C
-
-
-
-
Vapour pressure at 20 °C (mPa)
-
-
-
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
-
-
-
Volatilisation as max % of applied dose lost
From plant surface
-
-
-
From soil surface
-
-
-
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
-
-
-
Surface tension (mN m⁻¹)
-
-
-
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
-
Soil degradation (days)
DT₅₀ (typical)
-
-
-
DT₅₀ (lab at 20 °C)
-
-
-
DT₅₀ (field)
-
-
-
DT₉₀ (lab at 20 °C)
-
-
-
DT₉₀ (field)
-
-
-
DT₅₀ modelling endpoint
-
-
-
Note
-
Soil mineralisation
Aerobic (at 20 °C)
-
-
-
Anaerobic (at 20 °C)
-
-
Dissipation rate RL₅₀ (days) on plant matrix
Value
-
-
-
Note
-
Dissipation rate RL₅₀ (days) on and in plant matrix
Value
-
-
-
Note
-
Aqueous photolysis DT₅₀ (days) at pH 7
Value
-
-
-
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
-
-
-
Note
-
Water-sediment DT₅₀ (days)
-
-
-
Water phase only DT₅₀ (days)
-
-
-
Sediment phase only DT₅₀ (days)
-
-
-
Air degradation
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.
Decay in stored produce DT₅₀
-
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd (mL g⁻¹)
-
-
-
Koc (mL g⁻¹)
-
Notes and range
-
Freundlich
Kf (mL g⁻¹)
-
-
-
Kfoc (mL g⁻¹)
-
1/n
-
Notes and range
-
pH sensitivity
-
Known metabolites
None
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 5000
A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes
Rat
Low
Mammals - Short Term Oral NOAEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Mammals - Long Term (Chronic) Oral NOAEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Birds - Acute LD₅₀ (mg kg⁻¹)
> 2000
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
Unknown species
Low
Birds - Short term dietary LC₅₀ (mg kg⁻¹ bw d⁻¹)
-
-
-
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹ dw soil)
> 1000
Q2 Q = Miscellaneous data from online sources 2 = Unverified data of unknown source
Note: These RTLs have been calculated using the regulatory approach used in the European Union and based on ecotoxocity values in the PPDB.
Species group
RTL
Notes
Mammals
500
Worst case of acute and chronic mammals
Birds
200
Worst case of acute and chronic birds
Soil organisms
100
Worst case of acute and chronic earthworms
Terrestrial plants
No data
No data for non-target plants vegetative vigour and seedling emergence
Pollinators
2
Worst case of contact and oral honeybees
Arthropods
No data
No data for parasitic wasps and predatory mites
Fish
1
Worst case of temperate acute and chronic fish
Aquatic invertebrates
1
Worst case of temperate acute and chronic aquatic invertebrates
Aquatic plants
No data
No data for free-floating plants, rooted plants, acute and chronic algae
HUMAN HEALTH AND PROTECTION
General
Property
Value
Source; quality score; and other information
Interpretation
Threshold of Toxicological Concern (Cramer Class)
Low (class I)
-
-
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 5000
A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes
Rat
Low
Mammals - Short Term Oral NOAEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Mammals - Long Term (Chronic) Oral NOAEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
> 2000
A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
-
-
-
Other Mammal toxicity endpoints
Acute percutaneous LD₅₀ > 2000 mg kg⁻¹
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
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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Ecotoxicity
