Linalool oxide, cis-

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    5989-33-3

    Molecular formula
    C10H18O2

    SMILES
    C[C@]1(CC[C@@H](O1)C(C)(C)O)C=C

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1077.4
    • Carbowax: 1441.14

  • Odor profile

    Floral 80.23%
    Herbal 71.49%
    Green 71.33%
    Woody 69.18%
    Sweet 63.18%
    Fresh 58.64%
    Earthy 52.6%
    Mint 48.71%
    Citrus 41.77%
    Camphoreous 40.23%

    Scent© AI

  • Properties

    XLogP3-AA
    1.4

    Molecular weight
    170.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point

    • 188.00 to 192.00 °C. @ 760.00 mm Hg

    Flash point est.
    83.66 ˚C

  • Synonyms

    • cis-Linalool Oxide
    • 5989-33-3
    • Linalool oxide, (Z)-
    • 2-[(2R,5S)-5-ethenyl-5-methyloxolan-2-yl]propan-2-ol
    • cis-Linalool 3,6-oxide
    • cis-alpha,alpha,5-Trimethyl-5-vinyltetrahydrofuran-2-methanol
    • cis-Linalyl Oxide
    • 2U90CGE5DT
    • (Z)-Furanoid linalool oxide
    • Linalool oxide, cis-
    • (Z)-Linalool oxide B
    • cis-Furan linalool oxide
    • (+/-)-cis-Linalyl oxide
    • CIS-F-LINALOOL OXIDE
    • EPOXYDIHYDROLINALOOL II
    • CHEBI:88903
    • Linalool oxide I (cis, furanoid)
    • EINECS 227-814-0
    • FEMA NO. 3746, CIS-
    • (+/-)-LINALOOL OXIDE, (Z)-
    • 2-Furanmethanol, 5-ethenyltetrahydro-.alpha.,.alpha.,5-trimethyl-, (2R,5S)-rel-
    • Linalool oxide B
    • cis-2-Methyl-2-vinyl-5-(1-hydroxy-1-methylethyl)tetrahydrofuran
    • cis-5-Ethenyltetrahydro-alpha,alpha,5-trimethyl-2-furanmethanol
    • 2-Furanmethanol, 5-ethenyltetrahydro-alpha,alpha,5-trimethyl-, (2R,5S)-rel-
    • Linalool oxide I
    • CIS-FURANOID
    • (2R,5S)-linalyl oxide
    • 3,7-Dimethyl-1,6-octadien-3-ol epoxy deriv., cis-
    • UNII-2U90CGE5DT
    • cis-Furanoid linalool oxide
    • 1,6-Octadien-3-ol, 3,7-dimethyl-, epoxy deriv., cis-
    • linalool oxide B (cis-THF)
    • SCHEMBL111540
    • CHEMBL2252948
    • CHEBI:132839
    • 11063-77-7
    • 34995-77-2
    • DB-307762
    • Q27160941
    • 5-Ethenyltetrahydro-a,a,5-trimethyl-cis-2-Furanmethanol
    • 2-Furanmethanol, 5-ethenyltetrahydro-alpha,alpha,5-trimethyl-, cis-
    • 5-Ethenyltetrahydro-a,a,5-trimethyl-(2R,5S)-rel-2-Furanmethanol

  • Applications

    cis-Linalool oxide (CAS 5989-33-3) is a fragrance ingredient with fresh floral, light citrus and green-herbal facets, widely used in fine fragrances, eaux de cologne and functional scents for soaps, shampoos, detergents, fabric softeners, candles and air care to enhance freshness, diffusion and natural lavender/lilac-like nuances; in flavors it is employed at very low levels as a modifier to add floral–fruity–herbal highlights to beverages, confectionery, dairy, tea, hop/beer and spice profiles; in analysis and research it serves as a GC–MS reference/quantitation standard for identification and quality control of essential oils (e.g., lavender, coriander, basil, ho leaf), supporting traceability and formulation work, and as a versatile building block for modeling and fine-tuning terpene top notes; its use typically follows IFRA and relevant safety guidance, with good storage practices to limit oxidation and maintain a clean, stable profile in finished products.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 350.27
    methanol 523.14
    isopropanol 364.65
    water 12.66
    ethyl acetate 196.27
    n-propanol 311.1
    acetone 221.28
    n-butanol 311.08
    acetonitrile 209.64
    DMF 390.02
    toluene 170.29
    isobutanol 293.18
    1,4-dioxane 459.51
    methyl acetate 224.34
    THF 541.16
    2-butanone 242.01
    n-pentanol 220.68
    sec-butanol 338.49
    n-hexane 54.23
    ethylene glycol 147.67
    NMP 307.69
    cyclohexane 74.74
    DMSO 292.6
    n-butyl acetate 192.14
    n-octanol 235.86
    chloroform 703.06
    n-propyl acetate 129.52
    acetic acid 190.43
    dichloromethane 471.44
    cyclohexanone 300.65
    propylene glycol 274.04
    isopropyl acetate 161.87
    DMAc 440.56
    2-ethoxyethanol 289.09
    isopentanol 281.32
    n-heptane 61.12
    ethyl formate 159.59
    1,2-dichloroethane 210.63
    n-hexanol 360.56
    2-methoxyethanol 437.9
    isobutyl acetate 119.26
    tetrachloromethane 147.88
    n-pentyl acetate 157.76
    transcutol 539.99
    n-heptanol 199.68
    ethylbenzene 125.13
    MIBK 166.62
    2-propoxyethanol 435.08
    tert-butanol 456.94
    MTBE 310.55
    2-butoxyethanol 259.52
    propionic acid 210.71
    o-xylene 154.51
    formic acid 110.25
    diethyl ether 212.43
    m-xylene 156.35
    p-xylene 181.32
    chlorobenzene 169.19
    dimethyl carbonate 96.39
    n-octane 33.29
    formamide 117.21
    cyclopentanone 294.61
    2-pentanone 187.58
    anisole 214.2
    cyclopentyl methyl ether 251.2
    gamma-butyrolactone 297.6
    1-methoxy-2-propanol 389.45
    pyridine 218.02
    3-pentanone 160.05
    furfural 315.67
    n-dodecane 36.2
    diethylene glycol 350.01
    diisopropyl ether 99.75
    tert-amyl alcohol 373.2
    acetylacetone 214.25
    n-hexadecane 39.12
    acetophenone 188.17
    methyl propionate 168.75
    isopentyl acetate 207.24
    trichloroethylene 388.86
    n-nonanol 200.64
    cyclohexanol 269.24
    benzyl alcohol 193.93
    2-ethylhexanol 212.36
    isooctanol 161.39
    dipropyl ether 167.96
    1,2-dichlorobenzene 184.33
    ethyl lactate 122.39
    propylene carbonate 237.04
    n-methylformamide 191.09
    2-pentanol 235.81
    n-pentane 60.86
    1-propoxy-2-propanol 319.33
    1-methoxy-2-propyl acetate 233.99
    2-(2-methoxypropoxy) propanol 272.41
    mesitylene 110.43
    ε-caprolactone 284.11
    p-cymene 119.47
    epichlorohydrin 319.47
    1,1,1-trichloroethane 298.75
    2-aminoethanol 261.7
    morpholine-4-carbaldehyde 419.75
    sulfolane 330.2
    2,2,4-trimethylpentane 50.29
    2-methyltetrahydrofuran 359.02
    n-hexyl acetate 259.29
    isooctane 40.41
    2-(2-butoxyethoxy)ethanol 321.12
    sec-butyl acetate 114.64
    tert-butyl acetate 186.89
    decalin 54.87
    glycerin 288.19
    diglyme 483.74
    acrylic acid 174.81
    isopropyl myristate 131.7
    n-butyric acid 234.64
    acetyl acetate 149.28
    di(2-ethylhexyl) phthalate 135.74
    ethyl propionate 130.01
    nitromethane 251.56
    1,2-diethoxyethane 206.9
    benzonitrile 210.43
    trioctyl phosphate 113.31
    1-bromopropane 203.29
    gamma-valerolactone 407.68
    n-decanol 155.74
    triethyl phosphate 107.28
    4-methyl-2-pentanol 177.22
    propionitrile 215.74
    vinylene carbonate 238.74
    1,1,2-trichlorotrifluoroethane 295.1
    DMS 178.22
    cumene 113.31
    2-octanol 157.41
    2-hexanone 156.1
    octyl acetate 162.4
    limonene 154.1
    1,2-dimethoxyethane 425.53
    ethyl orthosilicate 105.34
    tributyl phosphate 120.12
    diacetone alcohol 229.17
    N,N-dimethylaniline 186.7
    acrylonitrile 216.21
    aniline 180.68
    1,3-propanediol 281.08
    bromobenzene 179.44
    dibromomethane 328.12
    1,1,2,2-tetrachloroethane 396.51
    2-methyl-cyclohexyl acetate 173.34
    tetrabutyl urea 143.53
    diisobutyl methanol 136.56
    2-phenylethanol 222.8
    styrene 129.38
    dioctyl adipate 161.81
    dimethyl sulfate 158.03
    ethyl butyrate 150.97
    methyl lactate 153.53
    butyl lactate 156.62
    diethyl carbonate 120.73
    propanediol butyl ether 275.62
    triethyl orthoformate 137.45
    p-tert-butyltoluene 125.08
    methyl 4-tert-butylbenzoate 215.67
    morpholine 437.76
    tert-butylamine 334.65
    n-dodecanol 126.0
    dimethoxymethane 270.16
    ethylene carbonate 198.02
    cyrene 214.23
    2-ethoxyethyl acetate 179.11
    2-ethylhexyl acetate 168.63
    1,2,4-trichlorobenzene 222.78
    4-methylpyridine 264.76
    dibutyl ether 166.63
    2,6-dimethyl-4-heptanol 136.56
    DEF 213.56
    dimethyl isosorbide 354.78
    tetrachloroethylene 244.75
    eugenol 209.73
    triacetin 236.62
    span 80 250.35
    1,4-butanediol 153.08
    1,1-dichloroethane 293.31
    2-methyl-1-pentanol 211.22
    methyl formate 154.28
    2-methyl-1-butanol 267.66
    n-decane 53.26
    butyronitrile 230.63
    3,7-dimethyl-1-octanol 226.78
    1-chlorooctane 139.39
    1-chlorotetradecane 68.72
    n-nonane 50.54
    undecane 42.48
    tert-butylcyclohexane 61.22
    cyclooctane 38.13
    cyclopentanol 276.94
    tetrahydropyran 345.93
    tert-amyl methyl ether 232.85
    2,5,8-trioxanonane 370.8
    1-hexene 131.41
    2-isopropoxyethanol 217.0
    2,2,2-trifluoroethanol 104.34
    methyl butyrate 157.7

    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
Aristolochia asclepiadifolia root Aristolochia asclepiadifolia, fam. Aristolochiaceae 1.0%
Bergamot (Italy) 1 8007-75-8 Citrus bergamia Risso et Poiteau, fam. Rutaceae 0.01%
Blackcurrant bud 1 68606-81-5 Ribes nigrum L., fam. Grossulariaceae 0.14%
Davana 1 8016-03-3 Artemisia pallens Wall. ex DC., fam. Asteraceae (Compositae) 0.05%
Spike lavender (Spain) 3 8016-78-2 Lavandula latifolia Medikus (L. spica D.C.), fam. Lamiaceae (Labiatae) 0.3%
Lavender (France) 2a 8000-28-0 Lavandula angustifolia Mill. (L. officinalis Chaix), fam. Lamiaceae 1.54%
Linaloe wood 8006-86-8 Bursera delpechiana Poiss., fam. Burseraceae 2.0%
Narcissus tazetta absolute 2 8023-75-4 Narcissus tazetta L., fam. Amaryllidaceae 0.1%
Osmanthus absolute 68917-05-5 Osmanthus fragrans (Thunb.) Lour., fam. Oleaceae 0.5%
Rosa rugosa Rosa rugosa Thunb., var. plena Regel, fam. Rosaceae 0.01%
Eucalyptus grandis (Uruguay) Eucalyptus grandis W. Hill ex Maiden, fam. Myrtaceae 0.7%
Melittis melissophyllum Melittis melissophylum L., ssp. albida Guss, fam. Lamiaceae (Labiatae) 0.01%
Juniperus martinezii Juniperus martinezii Perez de la Rosa, fam. Cupressaceae 0.05%
Juniperus flaccida var. flaccida Juniperus flaccida Schlecht, var. flaccida, fam. Cupressaceae 0.05%
Swangi (Citrus hystrix) leaf (Thailand) 2b Citrus hystrix DC (Swangi), fam. Rutaceae 0.01%
Swangi (Citrus hystrix) peel (Thailand) 2c Citrus hystrix DC (Swangi), fam. Rutaceae 0.34%
Swangi (Citrus hystrix) juice (Thailand) 2a Citrus hystrix DC (Swangi), fam. Rutaceae 0.97%
Swangi (Citrus hystrix) peel (Thailand) 2d Citrus hystrix DC (Swangi), fam. Rutaceae 0.01%
Hedychium coronarium flower (Japan) Hedychium coronarium Koenig, fam. Zingiberaceae 0.15%
Daphne genkwa Daphne genkwa Sieb. et Zucc., fam. Thymelaeaceae 0.54%
Mandarin leaf (Petitgrain mandarin.) (Israel) 2 Citrus reticulata Blanco, cultivar Yussuf Effendy, fam. Rutaceae 0.06%
Mandarin leaf (Petitgrain mandarin.) (Israel) 3 Citrus reticulata Blanco, cultivar Dancy, fam. Rutaceae 0.44%
Mandarin leaf (Petitgrain mandarin.) (Israel) 5 Citrus reticulata Blanco, cultivar Clementine, Rutaceae 0.49%
Mandarin leaf (Petitgrain mandarin.) (Israel) 6 Citrus reticulata Blanco, cultivar Michal, fam. Rutaceae 0.32%
Pistacia lentiscus (Spain) 1a leaf 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.02%
Geranium (China, Yunnan) 6 8000-46-2 Pelargonium graveolens L'Herit. ex Aiton, fam. Geraniaceae 0.32%
Osmanthus concentrate 1 (Sukhumi-Abkhasia) 68917-05-5 Osmanthus fragrans (Thunb.) Lour., fam. Oleaceae 2.4%
Osmanthus concentrate 2 (Sukhumi-Abkhasia) 68917-05-5 Osmanthus fragrans (Thunb.) Lour., fam. Oleaceae 21.1%
Osmanthus headspace (living flowers) 68917-05-5 Osmanthus fragrans (Thunb.) Lour., fam. Oleaceae 1.0%
Osmanthus headspace (picked flowers) 1 68917-05-5 Osmanthus fragrans (Thunb.) Lour., fam. Oleaceae 1.26%
Osmanthus headspace (picked flowers) 2 68917-05-5 Osmanthus fragrans (Thunb.) Lour., fam. Oleaceae 5.0%
Geranium (India) 3 8000-46-2 Pelargonium graveolens L'Herit. ex Aiton, fam. Geraniaceae 0.53%
Mandarin (Italy) 5 8008-31-9 Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutaceae 0.01%
Orange, sweet (Japan) (oxygenated compounds) 8028-48-6 Citrus sinensis (L.) Osbeck, cultivar Fukuhara, fam. Rutaceae 0.01%
Orange, sweet (China) 2 8028-48-6 Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.02%
Spike lavender (Spain) 4 8016-78-2 Lavandula latifolia Medikus (L. spica D.C.), fam. Lamiaceae (Labiatae) 6.7%
Clary sage (U.S.A.) 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 0.04%
Clary sage (France) 2 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 0.01%
Clary sage (Russia) 1 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 0.01%
Clary sage flower 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 0.01%
Lavender (France) 6 8000-28-0 Lavandula angustifolia Mill., fam. Lamiaceae (Labiatae) 0.16%
Avocado leaf Persea gratissima Gaertner (P. americana Mill.), fam. Lauraceae 0.01%
Coriander fruit (Finland) 4 8008-52-4 Coriandrum sativum L., fam. Apiaceae (Umbelliferae) 0.05%
Bitter orange leaf 3 (Petitgrain) 8014-17-3 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.05%
Lavandin (Italy) 1 (Grosso) 8022-15-9 Lavandula x hybrida Rev. (L. x intermedia Emeric ex Loiseleur), Lamiaceae 0.1%
Origanum solymicum (Turkey) Origanum solymicum P.H. Davis, fam. Lamiaceae (Labiatae) 0.09%
Lavandin (France) 2 8022-15-9 Lavandula x hybrida Rev. (L. x intermedia); fam. Lamiaceae (Labiatae) 2.59%
Clary sage (France) 1 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 0.4%
Lemon verbena (Morocco) 1 Aloysia triphylla (L'Herit.) Britton (Lippia citriodora (Lam.) O. Kuntze) 0.05%
Geranium (India) 8 8000-46-2 Pelargonium graveolens L'Herit. ex Aiton, fam. Geraniaceae 0.13%