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1,8-Cineole

1,8-Cineole
1,8-Cineole structure
CAS No.
470-82-6
Chemical Name:
1,8-Cineole
Synonyms
EucaL;yptoL;Terpan;Zineol;Cyneol;CINEOL;CINEOLE;Eucapur;SoleduM;terpane
CBNumber:
CB2853653
Molecular Formula:
C10H18O
Formula Weight:
154.25
MOL File:
470-82-6.mol

1,8-Cineole Properties

Melting point:
1-2 °C(lit.)
Boiling point:
176-177 °C(lit.)
Density 
0.9225
refractive index 
n20/D 1.457(lit.)
FEMA 
2465 | EUCALYPTOL
Flash point:
122 °F
storage temp. 
2-8°C
solubility 
3.5g/l
form 
Liquid
color 
Clear colorless to slightly yellow
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.
Merck 
14,3895
JECFA Number
1234
BRN 
105109
Stability:
Stable. Flammable. Incompatible with acids, bases, strong oxidizing agents.
InChIKey
WEEGYLXZBRQIMU-WAAGHKOSSA-N
CAS DataBase Reference
470-82-6(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
EUCALYPTOL
FDA 21 CFR
310.545
EWG's Food Scores
1
FDA UNII
RV6J6604TK
NIST Chemistry Reference
Eucalyptol(470-82-6)
EPA Substance Registry System
Eucalyptol (470-82-6)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS02
Signal word  Warning
Hazard statements  H226-H303
Precautionary statements  P233-P240-P241+P242+P243-P280-P303+P361+P353-P501-P210-P403+P235-P370+P378-P241-P280a-P501a
Hazard Codes  Xi,F
Risk Statements  10-37/38-41-36/37/38
Safety Statements  26-39-16
RIDADR  UN 1993 3/PG 3
WGK Germany  2
RTECS  OS9275000
TSCA  Yes
HS Code  2932 99 00
HazardClass  3
PackingGroup  III
Toxicity LD50 orally in Rabbit: 2480 mg/kg

1,8-Cineole price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.43788 1,8-Cineole for synthesis 470-82-6 100 mL $30.15 2021-03-22 Buy
Sigma-Aldrich CRM40684 Eucalyptol solution certified reference material, 2000?μg/mL in methanol, ampule of 1?mL 470-82-6 1 mL $79.1 2021-03-22 Buy
Sigma-Aldrich W246506 Eucalyptol natural, ≥99%, FCC, FG 470-82-6 1 kg $105 2021-03-22 Buy
Sigma-Aldrich 8.43788 1,8-Cineole for synthesis 470-82-6 500 mL $114.7 2021-03-22 Buy
Sigma-Aldrich Y0000176 Cineole European Pharmacopoeia (EP) Reference Standard 470-82-6 $190 2021-03-22 Buy

1,8-Cineole Chemical Properties,Uses,Production

Chemical Properties

1,8-Cineole occurs in many terpene-containing essential oils, sometimes as the main component. For example, eucalyptus oils contain up to 85% 1,8-cineole and laurel leaf oil contains up to 70%. It is a colorless liquid with a characteristic odor, slightly reminiscent of camphor. 1,8-Cineole is one of the few fragrance materials that is obtained exclusively by isolation from essential oils, especially eucalyptus oils. Technical-grade 1,8- cineole with a purity of 99.6–99.8% is produced in large quantities by fractional distillation of Eucalyptus globulus oil. A product essentially free from other products can be obtained by crystallization of cineole-rich eucalyptus oil fractions

Chemical Properties

Eucalyptol has a characteristic camphoraceous odor and fresh, pungent, cooling taste.

Occurrence

Its name is derived from its presence in the essential oils of Eucalyptus globulus and Melaleuca leucadendron L. (essential oil of cajeput). It was originally identified in the essential oil of Artemisia maritime and subsequently in a large number (approx. 270) of other essential oils: rosemary, laurel leaves, clary sage, myrrh, cardamom, star anise, camphor, lavender, peppermint, Litsea guatemalensis, Luvunga scadens Roxb., Achillea micrantha and Salvia triloba. The essential oil of Eucalyptus polibrac tea has been reported to contain up to 91% eucalyptol. Also reported found in citrus oils and juices, guava, papaya, cinnamon bark, root and leaf, ginger, corn mint oil, spearmint, nutmeg, pepper, Thymus zygis, cardamom, cranberry, laurel, pepper, sweet marjoram, coriander, Spanish origanum, Ocimum basilicum, curcuma, sage, laurel, sweet and bitter fennel, myrtle leaf and berry, pimento and calamus.

Uses

Labelled 1,8-Cineol, the chief constituent of oil of eucalyptus. Used as pharmaceutic aid (flavor).

Uses

1,8-Cineol is the chief constituent of oil of eucalyptus. Used as pharmaceutic aid (flavor).

Uses

eucalyptol is considered an antiseptic. This is a monoterpene compound that provides the fragrance associated with the essential oil of eucalyptus. eucalyptol is also used to fragrance cosmetic preparations.

Preparation

By fractional distillation (170 to 180°C) from those essential oils containing high levels of eucalyptol, such as Eucalyptus globulus (approx. 60%), and subsequent separation of the product by congealing the distillate.

Aroma threshold values

Detection: 1 to 64 ppb. Aroma characteristics at 1.0%: sweet, cooling, fresh, chemical pine, slightly minty with a spicy cardamom nuance.

Taste threshold values

Taste characteristics at 5 ppm: cooling, fresh, oily, green, spicy, pine-like.

General Description

Colorless liquid with a camphor-like odor. Spicy cooling taste.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

Cineole will react with acids and bases.

Fire Hazard

Flash point data for Cineole are not available but Cineole is probably combustible.

Anticancer Research

A statistically significant reduction of cell proliferation was observed compared tothe control cells when tested on RKO cells and human colon cancer cell linesHCT116 injected into the SCID mice. The 1,8-cineole induced apoptosis by inactivatingsurviving and Akt, activating p38, inducing PARP, and cleaving caspase-3(Rodd et al. 2015).

Toxicology

Eucalyptol, a colourless organic compound, is a monoterpenoid and an ether. Among its various uses, eucalyptol is predominantly used as an insecticide and in fragrances (Klocke et al. 1987). The ques- tion of whether eucalyptol could potentiate toxicity has been assessed because of its widespread use in households. When Kunming mice received feed with a high dose of eucalyptol, liver and kidney tissue demonstrated vacuolar and granular degeneration (Xu et al. 2014). When the animals were fed with a subacute dose of eucalyptol, no discernible difference in body weight was observed (Xu et al. 2014).  Eucalyptol’s safety profile has been assessed. Fatality after ingestion of eucalyptol oil has been reported; the approximate lethal dose of eucalyptol in the human is between 0.05 and 0.5 mL/kg of body weight (Hindle 1994). When male rats received eucalyptol, eosinophilic protein droplets accumulated in a dose- dependent fashion (Kristiansen and Madsen 1995). However, in a study of mutagenicity using CHO cells, eucalyptol did not induce mutagenicity as evidenced in the sister chromatid exchange assay (Galloway et al. 1987). Likewise, eucalyptol did not induce carcinogenicity in pathogen-free CFLP mice (Roe et al. 1979).

Metabolism

Eucalyptol undergoes oxidation in vivo with the formation of hydroxy cineole, which is excreted as hydroxycineoleglucuronic acid (Williams, 1959).

Purification Methods

Purify 1,8-cineol by dilution with an equal volume of pet ether, then saturate with dry HBr. The precipitate is filtered off, washed with small volumes of pet ether, then cineole is regenerated by stirring the crystals with H2O. It can also be purified via its o-cresol or resorcinol addition compounds. Store it over Na until required. Purify it also by fractional distillation. It is insoluble in H2O but soluble in organic solvents. [IR: Kome et al. Nippon Kagaku Zasshi [J Chem Soc Japan (Pure Chem Sect)] 80 66 1959, Chem Abstr 603 1961, Beilstein 17 II 32, 17/1 V 273.]

1,8-Cineole Preparation Products And Raw materials

Raw materials

Preparation Products


1,8-Cineole Suppliers

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View Lastest Price from 1,8-Cineole manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-10-12 1,8-Cineole
470-82-6
US $10.00 / KG 1KG 99% 5tons Hebei Guanlang Biotechnology Co., Ltd.
2021-09-26 Cineole 470-82-6
470-82-6
US $24.00 / mg 20mg >98% 1000.00 kgs NanJing Spring & Autumn Biological Engineering CO., LTD.
2020-05-11 1,8-Cineole
470-82-6
US $0.00 / ml 0.1ml GC≥98% 100ml Shanghai Standard Technology Co., Ltd.

1,8-Cineole Spectrum


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