ChemicalBook > CAS DataBase List > 1,8-Cineole

1,8-Cineole

Product Name
1,8-Cineole
CAS No.
470-82-6
Chemical Name
1,8-Cineole
Synonyms
EUCALYPTOL;CINEOLE;CINEOL;1,8-CINEOL;MENTHANE;Eukalyptol;LABOTEST-BB LT00440774;1,3,3-trimethyl-2-oxabicyclo(2.2.2)octan;EucaL;Terpan
CBNumber
CB2853653
Molecular Formula
C10H18O
Formula Weight
154.25
MOL File
470-82-6.mol
More
Less

1,8-Cineole Property

Melting point:
1-2 °C(lit.)
Boiling point:
176-177 °C(lit.)
Density 
0.9225
vapor pressure 
1.22hPa at 20℃
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
Odor
at 10.00 % in dipropylene glycol. eucalyptus herbal camphor medicinal
Odor Type
herbal
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.
FreezingPoint 
min. 1.4 ℃
Merck 
14,3895
JECFA Number
1234
BRN 
105109
Dielectric constant
4.8399999999999999
Stability:
Stable. Flammable. Incompatible with acids, bases, strong oxidizing agents.
InChIKey
WEEGYLXZBRQIMU-WAAGHKOSSA-N
LogP
3.4
CAS DataBase Reference
470-82-6(CAS DataBase Reference)
NIST Chemistry Reference
Eucalyptol(470-82-6)
EPA Substance Registry System
Eucalyptol (470-82-6)
More
Less

Safety

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
Hazardous Substances Data
470-82-6(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 2480 mg/kg
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable liquid and vapour

H317May cause an allergic skin reaction

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W246506
Product name
Eucalyptol
Purity
natural, ≥99%, FCC, FG
Packaging
1kg
Price
$115
Updated
2024/03/01
Sigma-Aldrich
Product number
W246506
Product name
Eucalyptol
Purity
natural, ≥99%, FCC, FG
Packaging
10Kg
Price
$1360
Updated
2024/03/01
Sigma-Aldrich
Product number
W246506
Product name
Eucalyptol
Purity
natural, ≥99%, FCC, FG
Packaging
20kg
Price
$1750
Updated
2024/03/01
Sigma-Aldrich
Product number
PHL89195
Product name
Eucalyptol
Purity
phyproof? Reference Substance
Packaging
100MG
Price
$366
Updated
2024/03/01
Sigma-Aldrich
Product number
CRM40684
Product name
Eucalyptol solution
Purity
certified reference material, 2000?μg/mL in methanol, ampule of 1?mL
Packaging
1mL
Price
$102
Updated
2024/03/01
More
Less

1,8-Cineole Chemical Properties,Usage,Production

Description

Eucalyptol is a bicyclic monoterpene that has been found in Eucalyptus and other plants, including C. sativa and has diverse biological activities, including anti-inflammatory, decongestant, antinociceptive, and insect repellent properties. Eucalyptol (10 μM) inhibits TNF-α, IL-1β, IL-4, and IL-5 production by primary human lymphocytes stimulated by ionomycin and phorbol 12-myristate 13-acetate (PMA; ). It also decreases LPS-induced mucus production by primary human nasal turbinate slices when used at a concentration of 10 μM. Eucalyptol (400 mg/kg) decreases carrageenan-induced hind paw edema in rats and reduces the time spent licking the hind paw in a formalin-induced nociception test in mice. It inhibits A. aegypti mosquitoes from feeding on anesthetized gerbils when applied topically at a concentration of 10% and from laying eggs in an ovipositional bioassay when used at a concentration of 1% in standing water. Formulations containing eucalyptol have been used in mouthwash and cough suppressants.

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.

Definition

ChEBI: 1,8-cineole is a cineole. It has a role as a flavouring agent.

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.

Flammability and Explosibility

Flammable

Biochem/physiol Actions

Taste at 30 ppm

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).

Solubility in organics

Soluble in Propylene glycol, miscible with alcohol and oils.

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

Terpin α-Eudesmol Eucalyptus oil

Preparation Products

Cinmethylin p-Cymene
More
Less

1,8-Cineole Suppliers

Americas 1 Belgium 2 Brazil 2 Canada 2 China 235 Czech Republic 1 Europe 6 France 5 Germany 14 Hungary 1 India 46 Italy 2 Japan 7 Mexico 2 Singapore 1 South Korea 1 Spain 6 Switzerland 5 United Kingdom 14 United States 55 Global 408
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
Advantage
60
Target molecule Corp.
Tel
857-239-0968
Fax
857-239-8801
Email
service1@targetmol.com
Country
United States
ProdList
2559
Advantage
60
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Global Essence USA, Inc.
Tel
--
Fax
--
Email
info@globalessence.com
Country
United States
ProdList
540
Advantage
58
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
Silver Fern Chemical Inc
Tel
--
Fax
--
Email
info@silverfernchemical.com
Country
United States
ProdList
157
Advantage
58
PearlChem Corporation
Tel
--
Fax
--
Email
info@pearlchemcorp.com
Country
United States
ProdList
131
Advantage
58
Augustus Oils Ltd
Tel
--
Fax
--
Email
essentials@augustus-oils.ltd.uk
Country
United States
ProdList
1404
Advantage
58
Fleurchem Inc.,
Tel
--
Fax
--
Country
United States
ProdList
119
Advantage
58
Berje Inc.
Tel
--
Fax
--
Email
tlauzurica@berjeinc.com
Country
United States
ProdList
958
Advantage
58
R.E. Carroll, Inc. (formerly J.H. Calo Company)
Tel
--
Fax
--
Email
orders@recarroll.com
Country
United States
ProdList
49
Advantage
58
Citrus and Allied Essences Ltd.
Tel
--
Fax
--
Email
galloca@citrusandallied.com
Country
United States
ProdList
90
Advantage
58
The John D. Walsh Company, Inc.
Tel
--
Fax
--
Email
info@johndwalsh.com
Country
United States
ProdList
96
Advantage
58
Ampak Company, Inc.
Tel
--
Fax
--
Country
United States
ProdList
16
Advantage
58
Prodasynth
Tel
--
Fax
--
Email
info@prodasynth.com
Country
United States
ProdList
423
Advantage
58
Phoenix Aromas & Essential Oils, LLC
Tel
--
Fax
--
Country
United States
ProdList
41
Advantage
58
H.Interdonati inc.
Tel
--
Fax
--
Email
flavorplus@aol.com
Country
United States
ProdList
105
Advantage
58
Auro Chemicals
Tel
--
Fax
--
Email
customerservice@aurochemicals.com
Country
United States
ProdList
246
Advantage
58
Ungerer & Company
Tel
--
Fax
--
Email
cowens@UngererAndCompany.com
Country
United States
ProdList
79
Advantage
58
Lluch Essence S.L.
Tel
--
Fax
--
Email
web@lluche.com
Country
United States
ProdList
2352
Advantage
58
Morre-Tec Industries, Inc.
Tel
--
Fax
--
Email
sales@morretec.com
Country
United States
ProdList
169
Advantage
64
HBCChem Inc.
Tel
--
Fax
--
Email
sales@hbcchem-inc.com
Country
United States
ProdList
4569
Advantage
30
Vigon International, Inc.
Tel
--
Fax
--
Email
jpassamonte@vigoninternational.com
Country
United States
ProdList
1268
Advantage
64
Charkit Chemical Corporation
Tel
--
Fax
--
Email
sales@charkit.com
Country
United States
ProdList
2993
Advantage
65
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
HBCChem, Inc.
Tel
--
Fax
--
Email
Sales@hbcchem-inc.com
Country
United States
ProdList
887
Advantage
50
Anvia Chemicals, LLC
Tel
--
Fax
--
Email
sales@anviachem.com
Country
United States
ProdList
3933
Advantage
0
Chemstock Inc.
Tel
--
Fax
--
Email
mail@chemstock.com
Country
United States
ProdList
575
Advantage
34
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
AlliChem, LLC
Tel
--
Fax
--
Email
sales@allichemllc.com
Country
United States
ProdList
6516
Advantage
60
ChemService Inc.
Tel
--
Fax
--
Country
United States
ProdList
6379
Advantage
68
Medical Isotopes
Tel
--
Fax
--
Email
stohler@medicalisotopes.com
Country
United States
ProdList
6181
Advantage
68
Penta Manufacturing Company
Tel
--
Fax
--
Email
sales@pentamfg.com
Country
United States
ProdList
5076
Advantage
65
Sinova Inc.
Tel
--
Fax
--
Email
sales@sinovainc.com
Country
United States
ProdList
4009
Advantage
58
ChemSampCo, Inc.
Tel
--
Fax
--
Email
sales@chemsampco.com
Country
United States
ProdList
3585
Advantage
60
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
United States
ProdList
6814
Advantage
81
INDOFINE Chemical Company, Inc.
Tel
--
Fax
--
Email
chemical@indofinechemical.com
Country
United States
ProdList
6176
Advantage
69
Florachem
Tel
--
Fax
--
Email
info@florachem.com
Country
United States
ProdList
80
Advantage
66
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
City Chemical LLC
Tel
--
Fax
--
Email
sales@citychemical.com
Country
United States
ProdList
6708
Advantage
72
APAC Pharmaceutical, LLC
Tel
--
Fax
--
Email
sales@apacpharma.com
Country
United States
ProdList
6322
Advantage
38
Sciencelab.com, Inc.
Tel
--
Fax
--
Email
accounting@sciencelab.com
Country
United States
ProdList
4159
Advantage
82
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
david cookson
Tel
--
Fax
--
Email
Borthwicks@aol.com
Country
United States
ProdList
57
Advantage
42
Spectrum Chemicals & Laboratory Products
Tel
--
Fax
--
Email
sales@spectrumchemical.com
Country
United States
ProdList
6699
Advantage
77
MP Biomedicals, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6561
Advantage
81
City Chemicals Corporation
Tel
--
Fax
--
Country
United States
ProdList
6460
Advantage
72
More
Less

View Lastest Price from 1,8-Cineole manufacturers

Hebei Mujin Biotechnology Co.,Ltd
Product
1,8-Cineole 470-82-6
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-06-29
Hebei Weibang Biotechnology Co., Ltd
Product
1,8-Cineole 470-82-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2024-12-03
Hebei Fengqiang Trading Co., LTD
Product
Cineole 470-82-6
Price
US $100.00/drum
Min. Order
1drum
Purity
99
Supply Ability
5000
Release date
2023-09-13

470-82-6, 1,8-CineoleRelated Search:

P-MENTHANE Epichlorohydrin Phenolic epoxy resin N-OCTANE Oleyl alcohol ETHYLENE OXIDE Propylene oxide Eucalyptus oil OLEYL PHOSPHATE (MONO- AND DI- ESTER MIXTURE) Resin epoxy Sodium 1-octanesulfonate Terpineol DIMETHYL-P-NITROPHENYLPHOSPHATE α-Eudesmol 1,4-Cineole 1,8-Cineole DI-TERT-BUTYL ETHER tetrahydro-2,2,6-trimethyl-2H-pyran

  • LABOTEST-BB LT00440774
  • EUCALYPTOL
  • FEMA 2465
  • CINEOLE
  • CINEOLE-1,8
  • CINEOLES
  • CINEOLUM
  • CAJEPUTOL
  • 1,3,3-trimethyl-2-oxabicyclo(2.2.2)octan
  • 1,3,3-Trimethyl-2-oxabicyclo[2,2,2]octan
  • 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan
  • 1,8-cineol (eucalyptol)
  • 1,8-cineole (Eucalyptol)
  • eucalvptol
  • Eucalyptole
  • Eucapur
  • Eukalyptol
  • NCI-C56575
  • p-Cineole
  • p-Menthane, 1,8-epoxy-
  • Terpan
  • Zineol
  • EUCALYPTOL USP
  • NSC 6171-d3
  • p-Cineole-d3
  • Terpan-d3
  • 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 1,8-Cineole, 1,8-Epoxy-p-menthane, Cineolum
  • 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 1,8-Cineole, 1,8-Epoxy-p-menthane
  • Eucalyptol,1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 1,8-Cineole, 1,8-Epoxy-p-menthane
  • Eucalyptol,1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane, 1,8-Cineole, 1,8-Epoxy-p-menthane, Cineolum
  • Eucalyptol, synthesis grade
  • puriss. p.a., terpene standard for GC
  • Eucalyptol (200 mg)
  • [for DeterMination of o-Cresol]
  • 1,8-Cineole&nbsp
  • Cineole, 99% 100GR
  • Cineole, 99% 5GR
  • 1,8-Epoxy-p-menthane Eucalyptol
  • Cyneol
  • SoleduM
  • Tea Tree Water
  • Eucalyptol, 99%, From Eucalyptus robusta Smith
  • 100% Pure Natural 1,8- Cineole/Eucalyptol CAS 470-82-6/ Skype:sales8_1143
  • Eucalyptol solution
  • Cineole 470-82-6
  • 1,8-Cineo
  • 1,8-Epoxy-p-Menthanel
  • Eucalyptol 99%
  • Oil Eucalyptus 80-85%
  • 2-oxa-1,3,3-trimethylbicyclo(2.2.2)octane
  • 2-Oxa-1,3,3-trimethylbicyclo[2.2.2]octane
  • 2-Oxabicyclo[2.2.2]octane, 1,3,3-trimethyl-
  • CINEOL
  • Cucalyptol
  • Eucalyptol, Ph. Eur.
  • EUCALYPTOL, PH HELV
  • EUCALYPTOL, TERPENE STANDARD
  • Cineole,99%