Name | TERPINEOL |
Synonyms | FEMA 3045 TERPINEOL abietinol abietinal terpineols TERPINEOL CP mixtureofp-methenols Terpineol,mixtureofisomers terpineol anhydrous, mixture of isomers |
CAS | 8006-39-1 |
EINECS | 682-088-6 |
Molecular Formula | C10H18O |
Molar Mass | 154.24932 |
Density | 0.934 g/mL at 20 °C(lit.) |
Melting Point | 35-40 °C |
Boling Point | 213-218 °C(lit.) |
Flash Point | 87℃ (Cleveland open test) |
Appearance | Liquid |
Storage Condition | Room Temprature |
Refractive Index | n20/D 1.484 |
Physical and Chemical Properties | Chemical properties colorless thick liquid, with lilac flower aroma. Freezing point 37 ℃, boiling point 219 ℃. Soluble in organic solvents such as ethanol, acetone, chloroform, ether and benzene, insoluble in water. Human oral LD503 ~ 4g/kg, rat oral LD504.3 g/kg,ADI1mg/kg(CE). |
Use | Use 1, Terpineol is China's regulations allow the use of edible spices, mainly used in lemon, orange, strawberry, peach and other fruit essences. Dosage according to the normal production needs, generally in the chewing gum 40mg/kg; Seasoning in 38mg/kg; Baked food in 19mg/kg; Cold drink in 16mg/kg; Candy in 14mg/kg; 5.4mg/kg in 12-16mg/kg soft drinks in pudding. 2, GB 2760-1996 for the permitted use of edible spices. Mainly used in the preparation of lemon, lime and other citrus fruits and peach, cherry, raspberry and other flavors. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/38 - Irritating to eyes and skin. |
Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
Raw Materials | Sodium sulfate Water Polyoxyethylene lauryl ether Benzyltriethylammonium chloride Turpentine oil Methyl vinyl ketone Isoprene ALPHA-PINENE Geranium oil Pinitol oil Terpine hydrate |
WGK Germany | 1 |
RTECS number | WZ6600000 |
EPA chemical information | Terpinol (8006-39-1) |
production method
1. pine trunk is dried by dry distillation or steam distillation to obtain pine oil, which is then obtained by fractionation.
turpentine is treated with 23% dilute sulfuric acid to transform the main component α-pinene into hydrated terpin hydrate, which is then heated with phosphoric acid and then distilled.
from dehydration of 1,8-terpene diol.
2, terpineol naturally exists in turpentine, geraniol, pine needle oil, etc., and is prepared from turpentine or isoprene as raw material in industry.
sulfuric acid catalytic two-step method: under the action of 30% sulfuric acid, pinene in turpentine oil generates hydrated terpene glycol crystal precipitation. after separation, it is dehydrated under the catalysis of 0.2% sulfuric acid to generate terpineol, and the crude alcohol is separated in layers, and the finished product is distilled under reduced pressure.
If the phase transfer catalysis method is used, the effect is better. 33g turpentine, 50g 80% sulfuric acid, 0.1g triethylbenzylammonium chloride (TEBA) and 1mL of 10% flat aqueous solution were added to the flask, and the reaction was quickly stirred at 12~14 ℃ for 12h. 25.6g of white powdered terpene glycol was obtained with 58.7% yield.
24g terpene glycol and 48mL 0.2% sulfuric acid were added to the flask, and stirred at 102~105 ℃ for 4~5h. Let stand to remove the water layer, and the oil layer is neutralized with 3% sodium hydroxide solution, let stand and delaminate to obtain 18.2g yellow oily liquid. Distillate under reduced pressure, collect fraction at 190~200 ℃(90kPa) to obtain 15.5g of fine product with 73% yield.
Isoprene is condensed with butenone, and then reacted with Grignard reagent to prepare terpineol.
Phosphoric acid catalyzed one-step method: 75mL turpentine (containing β-pinene 91%) and 75mL 30% phosphoric acid aqueous solution, strongly stirred at 70°C for 16h. The reaction liquid is cooled and left to stand, and the water layer is separated. The oil layer is neutralized to neutral with dilute NaOH aqueous solution, the water layer is separated, and then washed with a small amount of salt water. Finally, it is dried by anhydrous sodium sulfate and distilled under reduced pressure to obtain the finished product.
category
flammable liquids
toxicity classification
Poisoning
acute toxicity
oral-rat LD50: 1230 mg/kg; oral-mouse LD50: 1360 mg/kg
stimulus data
skin-rabbit 10 mg/24 hours mild; eyes-rabbit 0.75 mg severe
flammability hazard characteristics
Flammable; combustion produces irritating smoke
storage and transportation features
Warehouse ventilation and low temperature drying
fire extinguishing agent
Dry powder, foam, sand, water
occupational standards
STEL 5 mg/m3