Cineole

Cineole - Names and Identifiers

Name	Cineole
Synonyms	CINEOLE Cineole CINEOLES CINEOLUM FEMA 2465 CAJEPUTOL EUCALYPTOL CINEOLE-1,8 Eucalyptol 1,8-Cineole eucalyptol(e) 1,8-Oxido-p-menthane 1,8-Epoxy-p-menthane LABOTEST-BB LT00440774 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane 1,8,8-trimethyl-7-oxabicyclo[2.2.2]octane
CAS	470-82-6
EINECS	207-431-5
InChI	InChI=1/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3/t8-,10+
InChIKey	WEEGYLXZBRQIMU-WAAGHKOSSA-N

Cineole - Physico-chemical Properties

Molecular Formula	C10H18O
Molar Mass	154.25
Density	0.9225
Melting Point	1-2°C(lit.)
Boling Point	176-177°C(lit.)
Specific Rotation(α)	+44.6 (c, 0.19 in EtOH). +70 (c, 0.21 in EtOH)
Flash Point	122°F
JECFA Number	1234
Water Solubility	Soluble in water(3500 mg/L (at 21°C). Miscible with ether, alcohol, chloroform, glacial acetic acid, oils. Soluble in ethanol, ethyl ether; slightly soluble in carbon tetrachloride.
Solubility	3.5g/l
Vapor Presure	1.22hPa at 20℃
Appearance	Liquid
Color	Clear colorless to slightly yellow
Merck	14,3895
BRN	105109
Storage Condition	2-8°C
Stability	Stable. Flammable. Incompatible with acids, bases, strong oxidizing agents.
Refractive Index	n20/D 1.457(lit.)
Physical and Chemical Properties	Colorless oily liquid. There is a smell like camphor. Relative density 923-4600 (25/25 ℃), melting point 1-1.5 ℃, boiling point -177 ℃, refractive index 1.4550-1. (20 ℃). Micro-soluble in water, soluble in ethanol, ether, chloroform, acetic acid, animal and vegetable oils. Chemical stability.
Use	Widely used in medicine, but also for the preparation of toothpaste flavor.

Cineole - Risk and Safety

Risk Codes	R10 - Flammable R37/38 - Irritating to respiratory system and skin. R41 - Risk of serious damage to eyes R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. S16 - Keep away from sources of ignition.
UN IDs	UN 1993 3/PG 3
WGK Germany	2
RTECS	OS9275000
TSCA	Yes
HS Code	2932 99 00
Hazard Class	3
Packing Group	III
Toxicity	LD50 orally in Rabbit: 2480 mg/kg

Cineole - Reference Information

FEMA	2465 \| EUCALYPTOL
freezing point	min. 1.4 ℃
LogP	3.4
NIST chemical information	Information provided by: webbook.nist.gov (external link)
EPA chemical information	Information provided by: ofmpub.epa.gov (external link)
brief introduction	eucalyptol (1,8-Cineole;Cajeputol), also known as eucalyptol, eucalyptol, eucalyptol, etc., is a colorless oily transparent liquid, widely exists in natural aromatic oil, and is the main component of eucalyptol. Eucalyptol has camphor flavor and cool herbal flavor. It has bactericidal and insecticidal effects. It is mostly used in medicine and food spices, and is also commonly used as a preservative.
the method of preparing	terpineol to synthesize eucalyptol includes the following steps: 1) adding the mass ratio of terpineol to dichloromethane of 1:13 and the mass ratio of terpineol to solid catalyst zinc trifluoromethanesulfonate of 1:10.4 into the reaction bottle; Under normal temperature and pressure, stirring with a stirrer under nitrogen protection for 4 hours at a rotating speed of 80 rpm, after the reaction is over, let stand for 25min to obtain reaction solution I; 2) Add dichloromethane into the reaction solution I, the mass ratio of terpineol to dichloromethane is 1:6, stir with a stirrer for 1h, and the rotation speed is 40 rpm to obtain the reaction solution II; 3) Add saturated sodium bicarbonate solution to the reaction solution II for extraction, the mass ratio of terpineol to saturated sodium bicarbonate solution is 1:19, stand for 10min, take the lower solution to obtain the reaction solution Ⅲ;4) Wash the reaction solution Ⅲ with saturated salt water, the mass ratio of terpineol to saturated salt water is 1:14.4, and the washing is carried out in 3 times; add anhydrous sodium sulfate to dry, terpineol and anhydrous sodium sulfate The mass ratio is 1:9.6; the light yellow transparent liquid, that is, eucalyptol solution, is obtained by spin drying with a rotary evaporator. The conversion rate of eucalyptol was calculated to be 65.5% by GC detection.
content analysis	the freezing point of o-cresol preparation is not less than 30 ℃. When applying, it needs to be distilled, take the fraction at 190~192 ℃, and put it in a dry glass stopper bottle for later use. Before application, 100% pure eucalyptus should be used to check that its freezing point should be 55.2 ℃. The operation accurately weighed 2.1g of o-cresol (0.002g), put it into a hard test tube with an inner diameter of 15-20 mrn, then put the test tube into a casing with a diameter of 30-40mm, insert a precision thermometer, stir until it is completely solidified, and record the temperature that rises to the highest point. Take out the test tube and stir it in hot water. After melting, put the test tube into the casing, and place the casing in a 1L beaker filled with water lower than the expected freezing point of 5~10 ℃. When it is cooled to the fine crystals in the test tube, or has been cooled to the expected freezing point, the stirring is accelerated to make it solidify quickly. Note the temperature that has risen to the highest point. After repeated melting as above, put it into the casing, cool to 1~2 ℃ lower than the second measured temperature, that is, start stirring as before, read the temperature that rises to the highest point until the difference between the two results does not exceed 0.1 ℃, and calculate the percentage of eucalyptus content according to the table 03554. Or as determined by polar column method in GT-10-4.
toxicity	GRAS(FEMA). LD502480mg/kg (rat, oral).
usage limit	FEMA(mg/kg): soft drink 0.13; Cold drink 0.50; Candy 1 5; Baked food 0.50~4.0; Gum candy 190. Moderate limit (FDA § 172.515,2000).
use	GB 2760-96 specifies food spices that are allowed to be used. Mainly used in cough sugar, artificial mint, etc. is one of the inherent components of lavender oil and ear lavender oil, and is a necessary spice for the preparation of this type of essential oil. Appropriate amount is used in herbal types such as lavender, newly mowed grass and fragrant fragrance, which has the effect of increasing freshness. Used for medicinal soap, spray or cosmetic essence and other sanitary products, such as toothpaste, etc., with bactericidal effect. It can be used as a mask for bad breath in industrial products. It is also used for edible flavors. It is used for the preparation of oral essence and the manufacture of pharmaceutical products. As a food additive, Japan's "Food Additives Public Agreement" stipulates that eucalyptus has a purity of more than 85% and shall not be used for purposes other than flavoring. It is widely used in medicine and also used to prepare toothpaste flavors.
production method	eucalyptus is widely found in natural aromatic oils and is the main component of eucalyptus oil. Eucalyptus can be made separately from aromatic oil. For example, fractionate eucalyptus oil, collect 175-180 ℃ fractions, and slightly refine them. If it is necessary to manufacture products with higher purity, the eucalyptus obtained by fractionation in aromatic oil can be cooled and dried with HCI. Hydrochloric acid and eucalyptus crystals are separated, decomposed and crystallized with hot water, and then rectified to obtain pure eucalyptus. The synthesis method is to convert terpenes into acids and then dehydrate them. it is obtained from eucalyptus oil, blue eucalyptus oil and other essential oils containing more eucalyptus, which are rectified at 170~180 ℃ and separated by freezing or fractionation under freezing.
category	flammable liquid
toxicity classification	poisoning
acute toxicity	oral-rat LD50: 2480 mg/kg; Subcutaneous-mouse LD50: 1070 mg/kg
flammability hazard characteristics	flammability in case of open flame, high temperature and oxidant; Combustion produces stimulating smoke
storage and transportation characteristics	warehouse ventilation and low temperature drying; Store separately from oxidant, acid and alkali
fire extinguishing agent	dry powder, dry sand, carbon dioxide, foam, 1211 fire extinguishing agent
toxic substance data	information provided by: pubchem.ncbi.nlm.nih.gov (external link)