(E)-11-tetradecenyl acetate

(E)-11-tetradecenyl acetate	Last updated: 23/02/2022
(Also known as: Straight Chain Lepidopteran Pheromone; SCLP; tetra-11-enyl acetate; Tea tortrix sex pheromone; Omnivorous leafroller pheromone; Sparganothris fruitworm pheromone)

Data alerts

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.

Environmental fate	Ecotoxicity	Human health
	Ecotoxicity Moderate alert: Fish acute ecotoxicity: Moderate; Daphnia acute ecotoxicity: Moderate	Human health Low alert

GENERAL INFORMATION

Description

A volatile substance that is classed as a Straight Chain Lepidopteran Pheromone (SCLP) and used as an insect attractant

Example pests controlled

Example applications

Efficacy & activity

Appearance and life cycle

Availability status

Current

Introduction & key dates

Taxonomic classification

UK regulatory status

UK COPR regulatory status

Approved

Date COPR inclusion expires

31/08/2024

UK LERAP status

No UK approval for use

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Approved

Dossier rapporteur/co-rapporteur

Italy/France

Date EC 1107/2009 inclusion expires

31/08/2022

EU Candidate for substitution (CfS)

Listed in EU database

Yes

Approved for use (✓) under EC 1107/2009 in the following EU Member States

ATAustria	BEBelgium	BGBulgaria	CYCyprus	CZCzech Republic	DEGermany	DKDenmark	EEEstonia	ELGreece

ESSpain	FIFinland	FRFrance	HRCroatia	HUHungary	IEIreland	ITItaly	LTLithuania	LULuxembourg
		✓				✓
LVLatvia	MTMalta	NLNetherlands	PLPoland	PTPortugal	RORomania	SESweden	SISlovenia	SKSlovakia
				✓

Additional information

Known to be used in the following countries

USA

Chemical structure

Isomerism

Isomeric

Chemical formula

C₁₆H₃₀O₂

Canonical SMILES

CCC=CCCCCCCCCCCOC(=O)C

Isomeric SMILES

CC/C=C/CCCCCCCCCCOC(=O)C

International Chemical Identifier key (InChIKey)

YJINQJFQLQIYHX-SNAWJCMRSA-N

International Chemical Identifier (InChI)

InChI=1S/C16H30O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18-16(2)17/h4-5H,3,6-15H2,1-2H3/b5-4+

2D structure diagram/image available?

Yes

General status

Biopesticide type

Insecticide, Insect attractant, Pheromone

Substance groups

Pheromone

Minimum active substance purity

Known relevant impurities

Substance origin

Natural

Mode of action

Functions as an insect attractant - mating disrupter

Substance source

Originally isolated from the terminal abdominal segments of virgin female tea tortrix moths (Adoxophyes spp.)

Substance production

Synthesised for commerical use

Uses

Crop protection

Target pests

Various insects belong to the Lepidoptera order including the codling moth (Cydia pomonella), European corn borer (Ostrinia nubilalis, pandemis leafroller (Pandemis pyrusana) and the fruit tree leafroller (Archips argyrospilus)

Target host

Wide variety of crops including top fruit, stone fruit, tree nuts

Farming system suitability

Suitable for use in organic farming and for IPM where approved for use in that country

CAS RN

33189-72-9

EC number

251-401-4

CIPAC number

868

US EPA chemical code

129019

PubChem CID

Molecular mass

254.41

PIN (Preferred Identification Name)

IUPAC name

(E)-11-tetradecen-1-yl acetate

CAS name

(E)-11-tetradecen-1-ol acetate

Other status information

Relevant Environmental Water Quality Standards

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

Physical state

Colourless to pale yellow liquid

Related substances & organisms

(Z)-11-tetradecenyl acetate

(E)-dodec-8-enyl acetate

9-tetradecenyl acetate

Formulations

Property

Product

Manufacturer

Example products

Isomate C LR

CBC (Europe) Ltd

Isomate-LBAM Plus

Pacific Biocontrol Corp

Isonet-ON

Shin Etsu

Formulation and application details

Usually supplied in slow release formulations & dispensers, or in solution for spray application

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

Solubility - In water at 20 °C (mg l⁻¹)

4.0

Low

Solubility - In organic solvents at 20 °C (mg l⁻¹)

Miscible

Toluene

Miscible

Ethyl ether

Miscible

benzene

Insoluble

DMSO

Melting point (°C)

Boiling point (°C)

114

Degradation point (°C)

Flashpoint (°C)

164

Octanol-water partition coefficient at pH 7, 20 °C

4.07 X 10⁰⁵

Calculated

Log P

5.61

High

Fat solubility of residues

Solubility

Data type

Density (g ml⁻¹)

0.878

Dissociation constant pKa) at 25 °C

Vapour pressure at 20 °C (mPa)

78.0

Highly volatile

Henry's law constant at 25 °C (Pa m³ mol⁻¹)

0.003

Non-volatile

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) (aerobic)

DT₅₀ (typical)

DT₅₀ (lab at 20 °C)

DT₅₀ (field)

DT₉₀ (lab at 20 °C)

DT₉₀ (field)

DT₅₀ modelling endpoint

Note

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 20 °C and pH 7

Value

Note

Water-sediment DT₅₀ (days)

Water phase only DT₅₀ (days)

Soil adsorption and mobility

Property

Value

Source; quality score; and other information

Interpretation

Linear

K_d

K_oc

Notes and range

Freundlich

K_f

K_foc

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

Rat

Low

Mammals - Short term dietary NOEL

(mg kg⁻¹)

(ppm diet)

Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)

Birds - Acute LD₅₀ (mg kg⁻¹)

> 2250

Unknown species

Low

Birds - Short term dietary (LC₅₀/LD₅₀)

Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)

Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)

Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)

Soil micro-organisms

Collembola

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

Non-target plants

Honeybees (Apis spp.)

Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Chronic

Bumblebees (Bombus spp.)

Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Mason bees (Osmia spp.)

Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Other pollinators (1)

Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)

Mode of exposure

Other pollinators (2)

Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)

Mode of exposure

Beneficial insects (Ladybirds)

Beneficial insects (Lacewings)

Beneficial insects (Parasitic wasps)

Beneficial insects (Predatory mites)

Beneficial insects (Ground beetles)

Aquatic ecotoxicology

Property

Value

Source; quality score; and other information

Interpretation

Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

6.35

Oncorhynchus mykiss

Moderate

Fish - Chronic 21 day NOEC (mg l⁻¹)

Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)

0.38

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)

Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)

Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)

Mesocosm study data

NOEAEC mg l⁻¹

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

Rat

Low

Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)

2000

Rat

Mammals - Inhalation LC₅₀ (mg l⁻¹)

> 5.0

Rat 4 hr (whole body)

Other Mammal toxicity endpoints

ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)

None allocated

ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)

None allocated

AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)

AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)

None allocated

Dermal penetration studies (%)

Dangerous Substances Directive 76/464

Exposure Routes

Public

Occupational

Mammalian dose elimination route and rate

Health issues

Specific human health issues

Carcinogen

Genotoxic

Endocrine disruptor

; ; ; ;

Reproduction / development effects

Acetyl cholinesterase inhibitor

Neurotoxicant

Respiratory tract irritant

Skin irritant

Skin sensitiser

Eye irritant

Phototoxicant

No data found

General human health issues

No human health issues noted

Handling issues

Property

Value and interpretation

General

Not explosive or oxisiding

CLP classification 2013

Health: H315, H319, H335

WHO Classification

NL (Not listed)

UN Number

Waste disposal & packaging

TRANSLATIONS

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English

(E)-11-tetradecenyl acetate

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Record last updated:	23/02/2022
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