| Terpinen-4-ol |
![]() Last updated: 16/09/2025 |
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(Also known as: Tea tree oil extract; Oil of Melaleuca; TTO; 4-carvomenthenol ; 4-terpinenol) |
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A major component (30-48%) of Tea tree oil which is used to control various fungal pathogens on a wide range of crops | |
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| Chemical structure |
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Terpinen-4-ol exhibits stereoisomerism, specifically optical isomerism, due to the presence of a chiral centre at the carbon bearing the hydroxyl group. This carbon is bonded to four different groups: a hydrogen, a hydroxyl (–OH), a methyl group, and the rest of the cyclohexene ring system, making it stereogenic. As a result, terpinen-4-ol exists as two enantiomers: (4S)-(-)-terpinen-4-ol and (4R)-(+)-terpinen-4-ol forms. | |
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C₁₀H₁₈O | |
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CC1=CCC(CC1)(C(C)C)O | |
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No data | |
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WRYLYDPHFGVWKC-UHFFFAOYSA-N | |
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InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3 | |
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Yes |
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Animal feed additive; Microbiocide | ||||||||||||||
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Plant-derived substance | ||||||||||||||
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300 g/Kg | ||||||||||||||
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Natural | ||||||||||||||
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Tea tree oil appears to disrupt the permeability barrier of microbial cell membrane structures, causing loss of chemiosmotic control. | ||||||||||||||
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562-74-3 | ||||||||||||||
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209-235-5 | ||||||||||||||
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154.25 | ||||||||||||||
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1-methyl-4-isopropyl-1-cyclohexen-4-ol | ||||||||||||||
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terpinen-4-ol | ||||||||||||||
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FLAVIS No. 02.072 | ||||||||||||||
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Clear liquid | ||||||||||||||
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Current | |||
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1920s, Tea tree oil first reported | |||
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Tea tree oil is usually supplied as an emulsifable concentrate that is diluted and used as a foliar spray | |||
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Terpinen-4-ol is produced commercially via extraction from natural sources and chemical synthesis. Steam Distillation is the most common method used to extract terpinen-4-ol from essential oils like tea tree oil (Melaleuca alternifolia). The plant material is subjected to steam, which vaporises the terpinen-4-ol. The vapour is then condensed and collected. Alternatively, fractional distillation or solvent extraction can be used to separate terpinen-4-ol from other components in the essential oil. Terpinen-4-ol can be synthesised from terpinene through a series of chemical reactions, including oxidation and hydrolysis. | |||
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1767 | 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 |
High | ||||||||
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14.7 | 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 |
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211 | 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 |
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79 | E3 E = Manufacturers safety data sheets (closed cup)3 = Unverified data of known source |
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2.14 X 1003 | Calculated | - | |||||||
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3.33 | 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 |
High | ||||||||
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0.933 | E3 E = Manufacturers safety data sheets 3 = Unverified data of known source |
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Not applicable | 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 |
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53200 | 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 |
Highly volatile. If applied directly to plants or soil, drift is a concern & mitigation is advisable | ||||||||
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4.64 | 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 |
Moderately volatile | ||||||||
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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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- | A3 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 ) 3 = Unverified data of known source |
Mobile | |||||||
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61.2 | ||||||||||
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EU dossier - estimated | ||||||||||
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| Known metabolites |
None
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| Terrestrial ecotoxicology |
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1300 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
Moderate | ||||||||
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> 1000 | A3 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 ) predicted data3 = Unverified data of known source |
Low | ||||||||
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| Aquatic ecotoxicology |
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| General |
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High (class III) | - | - | ||||||||
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1300 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
Moderate | ||||||||
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> 2500 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rabbit3 = Unverified data of known source |
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Intraperitoneal LD₅₀ = 250 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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| Subcutaneous LD₅₀ = 750 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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| Health issues |
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Harmful is swallowed | ||||||||||||||||||||||||||||
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Not explosive or oxidising | |||
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Health: H302, H315, H317, H319, H336 | |||
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Not listed (Not listed) | |||
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terpinen-4-ol | ||
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| Record last updated: | 16/09/2025 |
| 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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