Eucalyptol

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  • Identifiers

    CAS number
    470-82-6

    Molecular formula
    C10H18O

    SMILES
    CC1(C2CCC(O1)(CC2)C)C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

  • Odor profile

    Herbal 66.0%
    Camphoreous 63.64%
    Fresh 59.43%
    Mint 58.71%
    Pine 53.06%
    Woody 52.52%
    Cooling 49.5%
    Terpenic 45.71%
    Earthy 40.3%
    Citrus 38.8%

    Scent© AI

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    10.34 (weak base)

    Molecular weight
    154.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Melting point expt.

    • 34.7 °F (NTP, 1992)
    • 1.5 °C

    Boiling point

    • 349 to 351 °F at 760 mmHg (NTP, 1992)
    • 176.4 °C
    • 176 °C
    • Specific gravity: 0.921-0.923 at 25 °C/25 °C; BP: 176-177 °C

    Flash point est.
    49.77 ˚C

    Flash point expt.

    • 49 °C (120 °F) - closed cup

    Solubility expt.

    • Insoluble (<1 mg/ml at 68 °F) (NTP, 1992)
    • 3500 mg/L (at 21 °C)
    • In water, 3.50X10+3 mg/L at 21 °C
    • Miscible with ether, alcohol, chloroform, glacial acetic acid, and fixed or volatile oils
    • Soluble in alcohols, most fixed oils, glycerin, propylene glycol; 1:5 in 60% alcohol
    • Soluble in ethanol, ethyl ether; slightly soluble in carbon tetrachloride
    • Insoluble in water; miscible in oils
    • soluble (in ethanol)

  • Synonyms

    • Eucalyptol
    • cineole
    • 1,8-Cineole
    • 470-82-6
    • 1,8-Cineol
    • Cajeputol
    • 1,8-Epoxy-p-menthane
    • Eucalyptole
    • Eucapur
    • Zineol
    • Terpan
    • 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane
    • p-Cineole
    • 1,8-Oxido-p-menthane
    • Eukalyptol
    • CINEOL
    • Cucalyptol
    • p-Menthane, 1,8-epoxy-
    • Eukalyptol [Czech]
    • Eucalyptol (natural)
    • FEMA No. 2465
    • 2-Oxabicyclo[2.2.2]octane, 1,3,3-trimethyl-
    • Cineole (VAN)
    • Eucaly
    • NCI-C56575
    • NSC-6171
    • 2-Oxabicyclo(2.2.2)octane, 1,3,3-trimethyl-
    • 1,3,3-Trimethyl-2-oxabicyclo(2.2.2)octane
    • 2-Oxa-1,3,3-trimethylbicyclo(2.2.2)octane
    • NSC6171
    • NSC 6171
    • MFCD00167977
    • RV6J6604TK
    • DTXSID4020616
    • CHEBI:27961
    • 2-Oxa-1,3,3-trimethylbicyclo[2.2.2]octane
    • Soledum
    • DTXCID60616
    • CNL
    • 4,7,7-trimethyl-8-oxabicyclo[2.2.2]octane
    • Eucalyptol [USAN]
    • NCGC00091666-01
    • NCGC00091666-04
    • EUCALYPTOL (II)
    • EUCALYPTOL [II]
    • CINEOLE (MART.)
    • CINEOLE [MART.]
    • EUCALYPTOL (USP-RS)
    • EUCALYPTOL [USP-RS]
    • CINEOLE (EP MONOGRAPH)
    • CINEOLE [EP MONOGRAPH]
    • EUCALYPTOL (USP IMPURITY)
    • EUCALYPTOL [USP IMPURITY]
    • EUCALYPTOL (USP MONOGRAPH)
    • EUCALYPTOL [USP MONOGRAPH]
    • Eucalyptol 1000 ug/mL in Methanol
    • UNII-RV6J6604TK
    • CAS-470-82-6
    • SMR000471853
    • 1,8 Cineole
    • CCRIS 3727
    • HSDB 991
    • Cineole (Eucalyptol)
    • 1,8 Cineol
    • 1,8 Epoxy p menthane
    • Eucalyptol [USAN:USP]
    • EINECS 207-431-5
    • cineoles
    • Rosatra
    • BIDD:ER0481
    • AI3-00578
    • 2,2,4-trimethyl-3-oxabicyclo[2.2.2]octane
    • Germ Free ARIA
    • Eucalyptol (USP)
    • 1.8-cineole
    • 1_8_cineole
    • Eucalyptol, 99%
    • Eucalyptol, Ph Helv
    • p-Menthane,8-epoxy-
    • 1,8-Oxido-p-methane
    • EUCALYPTOL [MI]
    • WLN: T66 A B AOTJ B1 B1 F1
    • 1,8-Cineole;Eucalyptol
    • EUCALYPTOL [FCC]
    • Spectrum2_000221
    • Spectrum3_000683
    • Spectrum4_001747
    • Spectrum5_000704
    • EUCALYPTOL [FHFI]
    • EUCALYPTOL [HPUS]
    • EUCALYPTOL [HSDB]
    • CINEOLE [WHO-DD]
    • EUCALYPTOL [VANDF]
    • bmse000523
    • EC 207-431-5
    • SCHEMBL19622
    • SCHEMBL41020
    • BSPBio_002405
    • KBioGR_002194
    • MLS001050089
    • MLS001066338
    • DivK1c_000333
    • SPECTRUM1500294
    • SPBio_000261
    • Eucalyptol, analytical standard
    • CHEMBL485259
    • GTPL2464
    • CHEMBL1231862
    • CHEMBL1397305
    • CHEMBL5492876
    • SCHEMBL13554591
    • SCHEMBL17836873
    • SCHEMBL23876132
    • CHEBI:23243
    • HMS501A15
    • KBio1_000333
    • KBio3_001625
    • NINDS_000333
    • P-METHANE, 1,8-EPOXY-
    • HMS2271P04
    • Pharmakon1600-01500294
    • HY-N0066
    • RYB82266
    • Tox21_111161
    • Tox21_202090
    • Tox21_302902
    • BDBM50459887
    • CCG-36080

  • Applications

    Eucalyptol (1,8-cineole, CAS 470-82-6) is the cooling key constituent of many eucalyptus species and aromatic herbs, and is widely employed in pharmaceuticals, foods and industry: it is blended into topical rubs, nasal sprays, cough syrups and lozenges as a decongestant, expectorant, anti-inflammatory and mild analgesic; in dentistry and oral care it acts as a bactericidal deodoriser in mouthwashes; in cosmetics and fine fragrances its fresh camphor-mint note imparts cleanliness while its natural antiseptic activity aids preservation; in flavour technology it is an approved additive for confectionery, beverages and processed meats; in agriculture it is being explored as a botanical insect repellent and acaricide; additionally, eucalyptol serves as a green solvent, an aroma carrier in mentholated tobacco and an intermediate for semi-synthetic derivatives in medicinal chemistry.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 268.7
    methanol 349.36
    isopropanol 188.56
    water 5.86
    ethyl acetate 428.76
    n-propanol 264.98
    acetone 282.21
    n-butanol 231.12
    acetonitrile 343.38
    DMF 299.98
    toluene 338.22
    isobutanol 188.48
    1,4-dioxane 627.99
    methyl acetate 418.36
    THF 763.15
    2-butanone 321.67
    n-pentanol 138.8
    sec-butanol 195.04
    n-hexane 109.26
    ethylene glycol 82.7
    NMP 465.34
    cyclohexane 208.2
    DMSO 196.72
    n-butyl acetate 388.74
    n-octanol 175.39
    chloroform 1353.42
    n-propyl acetate 196.03
    acetic acid 278.51
    dichloromethane 1034.64
    cyclohexanone 510.93
    propylene glycol 96.59
    isopropyl acetate 260.07
    DMAc 328.61
    2-ethoxyethanol 176.45
    isopentanol 178.93
    n-heptane 113.97
    ethyl formate 232.31
    1,2-dichloroethane 480.92
    n-hexanol 329.8
    2-methoxyethanol 314.0
    isobutyl acetate 157.08
    tetrachloromethane 359.1
    n-pentyl acetate 251.37
    transcutol 743.85
    n-heptanol 168.69
    ethylbenzene 147.98
    MIBK 177.26
    2-propoxyethanol 439.79
    tert-butanol 198.51
    MTBE 265.56
    2-butoxyethanol 243.64
    propionic acid 278.9
    o-xylene 216.89
    formic acid 127.61
    diethyl ether 395.03
    m-xylene 231.56
    p-xylene 189.8
    chlorobenzene 420.28
    dimethyl carbonate 157.88
    n-octane 46.43
    formamide 149.74
    cyclopentanone 517.43
    2-pentanone 261.82
    anisole 226.03
    cyclopentyl methyl ether 427.8
    gamma-butyrolactone 699.48
    1-methoxy-2-propanol 254.35
    pyridine 460.88
    3-pentanone 284.17
    furfural 518.67
    n-dodecane 35.11
    diethylene glycol 277.43
    diisopropyl ether 153.48
    tert-amyl alcohol 186.66
    acetylacetone 297.87
    n-hexadecane 40.73
    acetophenone 197.55
    methyl propionate 348.5
    isopentyl acetate 323.42
    trichloroethylene 847.21
    n-nonanol 159.98
    cyclohexanol 269.14
    benzyl alcohol 157.89
    2-ethylhexanol 206.84
    isooctanol 131.88
    dipropyl ether 303.6
    1,2-dichlorobenzene 368.9
    ethyl lactate 107.97
    propylene carbonate 402.68
    n-methylformamide 240.01
    2-pentanol 169.9
    n-pentane 105.59
    1-propoxy-2-propanol 323.09
    1-methoxy-2-propyl acetate 374.07
    2-(2-methoxypropoxy) propanol 220.08
    mesitylene 157.43
    ε-caprolactone 519.95
    p-cymene 149.63
    epichlorohydrin 594.14
    1,1,1-trichloroethane 613.12
    2-aminoethanol 145.57
    morpholine-4-carbaldehyde 470.18
    sulfolane 496.16
    2,2,4-trimethylpentane 53.33
    2-methyltetrahydrofuran 567.34
    n-hexyl acetate 356.46
    isooctane 39.99
    2-(2-butoxyethoxy)ethanol 289.41
    sec-butyl acetate 158.15
    tert-butyl acetate 243.89
    decalin 75.57
    glycerin 126.55
    diglyme 507.52
    acrylic acid 229.91
    isopropyl myristate 155.8
    n-butyric acid 308.34
    acetyl acetate 331.32
    di(2-ethylhexyl) phthalate 132.74
    ethyl propionate 201.63
    nitromethane 431.83
    1,2-diethoxyethane 362.45
    benzonitrile 266.75
    trioctyl phosphate 101.58
    1-bromopropane 386.15
    gamma-valerolactone 618.98
    n-decanol 117.0
    triethyl phosphate 150.71
    4-methyl-2-pentanol 105.2
    propionitrile 311.81
    vinylene carbonate 388.35
    1,1,2-trichlorotrifluoroethane 368.3
    DMS 288.88
    cumene 116.73
    2-octanol 118.21
    2-hexanone 181.11
    octyl acetate 186.13
    limonene 204.05
    1,2-dimethoxyethane 296.81
    ethyl orthosilicate 151.46
    tributyl phosphate 138.11
    diacetone alcohol 178.45
    N,N-dimethylaniline 156.39
    acrylonitrile 325.15
    aniline 302.48
    1,3-propanediol 171.55
    bromobenzene 475.71
    dibromomethane 704.28
    1,1,2,2-tetrachloroethane 678.56
    2-methyl-cyclohexyl acetate 221.91
    tetrabutyl urea 145.35
    diisobutyl methanol 116.16
    2-phenylethanol 234.12
    styrene 166.42
    dioctyl adipate 177.06
    dimethyl sulfate 193.2
    ethyl butyrate 251.81
    methyl lactate 142.97
    butyl lactate 169.39
    diethyl carbonate 185.04
    propanediol butyl ether 179.27
    triethyl orthoformate 214.26
    p-tert-butyltoluene 150.78
    methyl 4-tert-butylbenzoate 231.33
    morpholine 558.94
    tert-butylamine 172.0
    n-dodecanol 90.84
    dimethoxymethane 315.88
    ethylene carbonate 346.72
    cyrene 156.95
    2-ethoxyethyl acetate 337.47
    2-ethylhexyl acetate 303.59
    1,2,4-trichlorobenzene 415.1
    4-methylpyridine 443.23
    dibutyl ether 247.34
    2,6-dimethyl-4-heptanol 116.16
    DEF 277.47
    dimethyl isosorbide 399.72
    tetrachloroethylene 535.03
    eugenol 184.71
    triacetin 296.91
    span 80 200.29
    1,4-butanediol 69.47
    1,1-dichloroethane 546.79
    2-methyl-1-pentanol 125.3
    methyl formate 209.6
    2-methyl-1-butanol 190.2
    n-decane 61.27
    butyronitrile 279.06
    3,7-dimethyl-1-octanol 171.73
    1-chlorooctane 174.0
    1-chlorotetradecane 78.53
    n-nonane 63.05
    undecane 44.37
    tert-butylcyclohexane 68.86
    cyclooctane 87.87
    cyclopentanol 270.62
    tetrahydropyran 574.75
    tert-amyl methyl ether 231.25
    2,5,8-trioxanonane 345.22
    1-hexene 182.83
    2-isopropoxyethanol 139.84
    2,2,2-trifluoroethanol 151.83
    methyl butyrate 207.42

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Botanical

Name CAS Botanical Proportion
Litsea pungens (China) Litsea pungens Hemsl., fam. Lauraceae 59.96%