Molecular Formula | C10H18O |
Molar Mass | 154.25 |
Density | 0.93 g/mL at 25 °C (lit.) |
Melting Point | 31-35 °C (lit.) |
Boling Point | 217-218 °C (lit.) |
Flash Point | 90 °C |
JECFA Number | 366 |
Water Solubility | negligible |
Solubility | 0.71g/l |
Vapor Presure | 6.48Pa at 23℃ |
Appearance | Transparent colorless liquid |
Specific Gravity | 0.9386 |
Color | Clear colorless |
Merck | 14,9171 |
BRN | 2325137 |
pKa | 15.09±0.29(Predicted) |
Storage Condition | 2-8°C |
Refractive Index | 1.482-1.485 |
MDL | MFCD00001557 |
Physical and Chemical Properties | Terpineol has three isomers: α,β, and γ. According to its melting point, it should be solid, but the synthetic products sold on the market are mostly liquid mixtures of these three isomers. α-terpineol has three types: right-handed, left-handed and racemic. D-α-terpineol naturally exists in cardamom oil, sweet orange oil, orange leaf oil, neroli oil, jasmine oil and nutmeg oil. L-α-terpineol naturally exists in pine needle oil, camphor oil, cinnamon leaf oil, lemon oil, white lemon oil and rose wood oil. β-terpineol has cis and trans isomers (rare in essential oils). γ-terpineol exists in the form of free or ester in cypress oil. The mixture of α-terpineol is used in spices. It is a colorless viscous liquid. It has a unique clove aroma. Boiling point 214~224 ℃, relative density d25250.930 ~ 0.936. Refractive index nD201.482 ~ 1.485. Insoluble in water, soluble in ethanol, propylene glycol and other organic solvents. Alpha-terpineol is found in leaves, flowers and grass stems of more than 150 plants. D-optically active body exists in essential oils such as cypress, cardamom, star anise, and orange blossom. L-optically active body exists in essential oils such as lavender, melaleuca, white lemon, cinnamon leaf, etc. Figure 2 shows the chemical structural formulas of the three isomers of terpineol α,β, and γ |
Hazard Symbols | Xi - Irritant![]() |
Risk Codes | R10 - Flammable R38 - Irritating to the skin R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S16 - Keep away from sources of ignition. S37 - Wear suitable gloves. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection |
UN IDs | UN1230 - class 3 - PG 2 - Methanol, solution |
WGK Germany | 1 |
RTECS | WZ6700000 |
TSCA | Yes |
HS Code | 29061400 |
Reference Show more | 1. Ma Yanshi, Li, Yang, Zhao Yi, et al. Antennal potential and behavioral responses of cloud-spotted gastrodiae to volatile components of Carya cathayensis in different damaged states [J]. Journal of Zhejiang Agriculture and Forestry University 2019 36(03):12-18. 2. Ma Yan, Li Yang Shi, Yi Zhao, et al. GC-EAD and behavioral responses of volatile components in Carya cathayensis under different damage states [J]. Chinese Journal of Applied Entomology, 2019, 056(003):530-538. 3. Li, Aoxin, et al. "A strategy of rapid screening. Pest management science 76.3 (2020): 917-927. 4. [IF = 5.753] Yin Yan-Jiao et al."The Fight Against Panax notoginseng Root-Rot Disease Using Zingiberaceae Essential Oils as Potential Weapons."Front Plant Sci. 2018 Oct;0:1346 5. [IF=4.35] Yao Ma et al."Volatile Oil Profile of Prickly Ash (Zanthoxylum) Pericarps from Different Locations in China."Foods. 2021 Oct;10(10):2386 |
colorless thick liquid with the aroma of clove flowers. Freezing point 37 deg C; Boiling point of 219 deg C. Soluble in ethanol, acetone, chloroform, ether and benzene and other organic solvents, insoluble in water.
It is prepared by condensation reaction of isoprene with butenone and then reaction with Grignard reagent; Or from pinene in turpentine oil under the action of 30% sulfuric acid to form hydrated terpene diol Crystal precipitate, after separation by dehydration, separation, distillation to obtain the finished product.
Terpineol is mainly used in lemon, orange, strawberry, peach and other fruit essence. In general, 14mg/kg in 38mg/kgI candy in 40mg/kgI seasoning in chewing gum; 19mg/kg in baked food; 16mg/kg in cold drinks; 12~16mg/kg in pudding; soft drinks in 5. 4 mg/kg.
FEMA | 3045 | ALPHA-TERPINEOL |
LogP | 2.6 at 30℃ |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
biological activity | α-terpineol was isolated from Eucalyptus globule bill, it has strong antibacterial activity against periodontal disease and cariogenic bacteria. α-Terpineol has antifungal activity, T. Mentagrophtes, which may lead to irreversible cell division. |
Use | a single pecienol. It is one of the antifungal active ingredients of the Essential Oil of Melaleuca alternifolia (Tea Tree). |
production method | 1. Isoprene and butenone by condensation reaction, and then reaction with Grignard reagent; Or from the turpentine pinene in 30% sulfuric acid under the formation of hydrated terpene diol crystal precipitation, separation after dehydration, separation, distillation to obtain the finished product. 2. Separation and extraction from Long Leaf Pine. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |