1H-Cycloprop(e)azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, (1aR,4R,4aR,7bS)-

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    489-40-7

    Molecular formula
    C15H24

    SMILES
    CC1CCC2C(C2(C)C)C3=C(CCC13)C

    Safety labels

    Health Hazard
    Health

    Retention indicies (RI)

    • DB5: 1412.0
    • Carbowax: 1516.67

  • Odor profile

    Woody 87.37%
    Spicy 48.78%
    Dry 47.67%
    Amber 45.88%
    Sweet 42.9%
    Sandalwood 39.89%
    Balsamic 39.04%
    Cedar 38.81%
    Vetiver 35.49%
    Herbal 34.25%

    Scent© AI

  • Properties

    XLogP3-AA
    4.1

    pKa est.
    10.18 (weak base)

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    277°C

    Flash point est.
    73.43 ˚C

  • Synonyms

    • 489-40-7
    • 1H-Cycloprop[e]azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, [1aR-(1a.alpha.,4.alpha.,4a.beta.,7b.alpha.)]-
    • (-)-alpha-Gurjunene
    • 1H-Cycloprop[e]azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, (1aR,4R,4aR,7bS)-
    • 4-Aromadendrene
    • 1,1,4,7-Tetramethyl-1a,2,3,4,4a,5,6,7b-octahydro-1H-cyclopropa[e]azulene
    • 1H-Cycloprop(e)azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, (1aR,4R,4aR,7bS)-
    • 1H-Cycloprop[e]azulene, 1a.beta.,2,3,4,4a.alpha.,5,6,7b.beta.-octahydro-1,1,4.beta.,7-tetramethyl-
    • (-)-.alpha.-Gurjunene
    • .alpha.-Gurjunene
    • 1-Epi-a-gurjunene
    • 1-Epi-alpha-gurjunene
    • CID 16213731
    • (-)-I+/--gurjunene
    • DTXSID70859406
    • (4R,4aR)-1,1,4,7-tetramethyl-1a,2,3,4,4a,5,6,7b-octahydrocyclopropa[e]azulene
    • SPCXZDDGSGTVAW-UHFFFAOYSA-N
    • 1H-Cycloprop(e)azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, (1aR-(1aalpha,4alpha,4abeta,7balpha))-
    • DB-017838
    • NS00013065
    • 1,1,4,7-Tetramethyl-1a,2,3,4,4a,5,6,7b-octahydro-1H-cyclopropa[e]azulene #
    • 1H-Cycloprop[e]azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, (1a.alpha.,4.alpha.,4a.beta.,7b.alpha.)-

  • Applications

    Applications of 1H-Cycloprop(e)azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, (1aR,4R,4aR,7bS)- (CAS 489-40-7) center on its profile as a hydrophobic sesquiterpene hydrocarbon with a cycloprop[e]azulene scaffold: in perfumery it is used at trace–moderate levels to add dry-woody, resinous/cedar nuances, providing depth and drydown persistence in fine fragrance, soaps, detergents, candles, and air-care due to its slower volatility and reasonable heat/alkali stability; in essential-oil research and adulteration control it serves as a chemotaxonomic marker, GC–MS quantitation standard, and for chiral GC method development to authenticate conifer-derived oils; in synthesis and structure–odor studies it acts as a chiral building block/skeleton for selective oxidations, hydrogenations, and terpenoid analog libraries; in ecology/biology it is screened for antimicrobial and insect-repellent potential and used to probe plant–insect interactions; in atmospheric chemistry it functions as a biogenic VOC to study oxidation pathways and secondary organic aerosol formation; additionally, its water-insolubility and good solubility in organics favor formulation, microencapsulation, and controlled-release studies.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 160.99
    methanol 77.75
    isopropanol 215.56
    water 0.19
    ethyl acetate 366.36
    n-propanol 212.06
    acetone 440.74
    n-butanol 239.36
    acetonitrile 198.23
    DMF 359.98
    toluene 528.58
    isobutanol 204.83
    1,4-dioxane 778.85
    methyl acetate 321.59
    THF 1425.76
    2-butanone 455.02
    n-pentanol 148.41
    sec-butanol 198.19
    n-hexane 85.89
    ethylene glycol 27.62
    NMP 334.16
    cyclohexane 201.6
    DMSO 200.11
    n-butyl acetate 469.34
    n-octanol 197.03
    chloroform 730.27
    n-propyl acetate 259.73
    acetic acid 89.47
    dichloromethane 594.81
    cyclohexanone 691.66
    propylene glycol 54.47
    isopropyl acetate 359.68
    DMAc 307.2
    2-ethoxyethanol 181.17
    isopentanol 232.23
    n-heptane 129.09
    ethyl formate 194.46
    1,2-dichloroethane 441.56
    n-hexanol 319.93
    2-methoxyethanol 242.13
    isobutyl acetate 267.36
    tetrachloromethane 185.52
    n-pentyl acetate 303.73
    transcutol 429.05
    n-heptanol 187.04
    ethylbenzene 259.44
    MIBK 361.92
    2-propoxyethanol 399.4
    tert-butanol 265.09
    MTBE 465.78
    2-butoxyethanol 258.71
    propionic acid 131.28
    o-xylene 291.31
    formic acid 14.77
    diethyl ether 445.86
    m-xylene 368.19
    p-xylene 323.83
    chlorobenzene 422.02
    dimethyl carbonate 154.33
    n-octane 63.04
    formamide 30.85
    cyclopentanone 843.86
    2-pentanone 431.86
    anisole 364.6
    cyclopentyl methyl ether 601.22
    gamma-butyrolactone 655.12
    1-methoxy-2-propanol 257.88
    pyridine 615.91
    3-pentanone 342.73
    furfural 416.57
    n-dodecane 51.48
    diethylene glycol 196.29
    diisopropyl ether 222.97
    tert-amyl alcohol 211.08
    acetylacetone 477.61
    n-hexadecane 60.92
    acetophenone 300.55
    methyl propionate 287.61
    isopentyl acetate 512.45
    trichloroethylene 655.04
    n-nonanol 184.84
    cyclohexanol 284.4
    benzyl alcohol 221.79
    2-ethylhexanol 245.84
    isooctanol 170.25
    dipropyl ether 371.94
    1,2-dichlorobenzene 356.53
    ethyl lactate 125.0
    propylene carbonate 370.12
    n-methylformamide 125.42
    2-pentanol 187.39
    n-pentane 101.06
    1-propoxy-2-propanol 343.1
    1-methoxy-2-propyl acetate 466.15
    2-(2-methoxypropoxy) propanol 239.74
    mesitylene 261.56
    ε-caprolactone 511.45
    p-cymene 234.06
    epichlorohydrin 689.92
    1,1,1-trichloroethane 496.77
    2-aminoethanol 63.94
    morpholine-4-carbaldehyde 437.41
    sulfolane 528.45
    2,2,4-trimethylpentane 56.2
    2-methyltetrahydrofuran 826.95
    n-hexyl acetate 417.69
    isooctane 67.72
    2-(2-butoxyethoxy)ethanol 297.81
    sec-butyl acetate 238.33
    tert-butyl acetate 398.14
    decalin 94.41
    glycerin 63.7
    diglyme 534.61
    acrylic acid 99.53
    isopropyl myristate 221.12
    n-butyric acid 230.75
    acetyl acetate 267.56
    di(2-ethylhexyl) phthalate 167.67
    ethyl propionate 254.9
    nitromethane 182.87
    1,2-diethoxyethane 350.85
    benzonitrile 325.88
    trioctyl phosphate 142.67
    1-bromopropane 403.09
    gamma-valerolactone 740.35
    n-decanol 145.56
    triethyl phosphate 171.1
    4-methyl-2-pentanol 162.23
    propionitrile 266.67
    vinylene carbonate 319.42
    1,1,2-trichlorotrifluoroethane 273.41
    DMS 293.33
    cumene 189.04
    2-octanol 150.22
    2-hexanone 300.66
    octyl acetate 244.71
    limonene 289.04
    1,2-dimethoxyethane 450.29
    ethyl orthosilicate 168.13
    tributyl phosphate 156.13
    diacetone alcohol 296.16
    N,N-dimethylaniline 230.8
    acrylonitrile 249.46
    aniline 298.43
    1,3-propanediol 123.81
    bromobenzene 534.29
    dibromomethane 481.13
    1,1,2,2-tetrachloroethane 512.54
    2-methyl-cyclohexyl acetate 309.86
    tetrabutyl urea 193.26
    diisobutyl methanol 186.59
    2-phenylethanol 332.62
    styrene 287.71
    dioctyl adipate 228.79
    dimethyl sulfate 175.29
    ethyl butyrate 339.52
    methyl lactate 117.32
    butyl lactate 196.23
    diethyl carbonate 220.36
    propanediol butyl ether 195.43
    triethyl orthoformate 254.57
    p-tert-butyltoluene 242.77
    methyl 4-tert-butylbenzoate 297.99
    morpholine 640.76
    tert-butylamine 197.98
    n-dodecanol 119.8
    dimethoxymethane 402.45
    ethylene carbonate 308.02
    cyrene 221.55
    2-ethoxyethyl acetate 351.67
    2-ethylhexyl acetate 419.73
    1,2,4-trichlorobenzene 381.54
    4-methylpyridine 604.45
    dibutyl ether 286.01
    2,6-dimethyl-4-heptanol 186.59
    DEF 331.76
    dimethyl isosorbide 460.75
    tetrachloroethylene 347.56
    eugenol 234.2
    triacetin 306.72
    span 80 224.51
    1,4-butanediol 62.15
    1,1-dichloroethane 456.75
    2-methyl-1-pentanol 150.51
    methyl formate 124.7
    2-methyl-1-butanol 198.04
    n-decane 82.57
    butyronitrile 319.98
    3,7-dimethyl-1-octanol 207.66
    1-chlorooctane 208.87
    1-chlorotetradecane 96.96
    n-nonane 81.1
    undecane 63.96
    tert-butylcyclohexane 90.39
    cyclooctane 100.65
    cyclopentanol 301.73
    tetrahydropyran 852.06
    tert-amyl methyl ether 290.14
    2,5,8-trioxanonane 356.8
    1-hexene 190.51
    2-isopropoxyethanol 177.57
    2,2,2-trifluoroethanol 47.38
    methyl butyrate 301.79

    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
Ambrosia artemisiafolia Ambrosia artemisiafolia (Catinga de bode), fam. Asteraceae (Compositae) 0.24%
Amomum pavieanum rhizome Amomum pavieanum Pierre & Gagnep, fam. Zingiberaceae 0.1%
Amomum villosum Amomum villosum Lour., fam. Zingiberaceae 0.01%
Amyris 1 8015-65-4 Amyris balsamifera L., fam. Rutaceae 1.0%
Artemisia nilagirica (vulgaris) (India) 1 Artemisia nilagirica (C.B. Clarks) Pamp. (A. vulgaris Hook f.), Asteraceae 1.92%
Cedrela odorata Cedrela odorata L., fam. Meliaceae 0.45%
Davana 1 8016-03-3 Artemisia pallens Wall. ex DC., fam. Asteraceae (Compositae) 0.01%
Eucalyptus cloeziana leaf (Chemotype 1) Eucalyptus cloeziana F. Muell., fam. Myrtaeceae 0.08%
Eucalyptus globulus (Yunnan) 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.02%
Eupatorium maximilianii Eupatorium maximilianii (Erva de Sao Joao), fam. Asteraceae (Compositae) 2.09%
Fissitigma shangtzeense, flower extract Fissitigma shangtzeense Tsiang et P.T. Li, fam. Annonaceae 1.76%
Gurjun balsam Dipterocarpus turbinatus Gaertn F., fam. Dipterocarpaceae 47.5%
Spike lavender (Spain) 3 8016-78-2 Lavandula latifolia Medikus (L. spica D.C.), fam. Lamiaceae (Labiatae) 0.1%
Mace 2 8007-12-3 Myristica fragrans Houtt., fam. Myristicaceae 0.01%
Melaleuca leucadendra (Australia) 1 Melaleuca leucadendra L., fam. Myrtaceae 0.01%
Melaleuca leucadendra (Australia) 2 Melaleuca leucadendra L., fam. Myrtaceae 0.01%
Patchouli (Indonesia, Sumatra) 2 8014-09-3 Pogostemon cablin Benth. (P. patchouli Pellet), fam. Lamiaceae (Labiatae) 2.8%
Peppermint (USA) 3 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 0.2%
Peppermint (Greece) 1 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 0.7%
Pimento (Allspice) 2 8006-77-7 Pimenta dioica (L.) Merr. (P. officinalis Lindl.), fam. Myrtaceae 0.14%
Piper hancei (China) Piper hancei Maxim, fam. Piperaceae 0.01%
Sage, spanish (Spain) 3 8016-65-7 Salvia lavandulaefolia Vahl., fam. Lamiaceae (Labiatae) 0.1%
Spikenard 2 8022-22-8 Nardostachys jatamansi (Roxb.) DC., fam. Valerianaceae 0.6%
Tea Tree (Australia) 1 68647-73-4 Melaleuca alternifolia (Maiden et Betche) Cheel, fam. Myrtaceae 0.23%
Eucalyptus amplifolia (Uruguay) Eucalyptus amplifolia Naud., fam. Myrtaceae 0.5%
Vitex agnus-castus leaf (Finland) Vitex agnus-castus L., fam. Verbenaceae 0.1%
Croton adenocalyx (Marmeleiro) Croton adenocalyx A. DC., fam. Euphorbiaceae 0.31%
Marigold pot 1 70892-20-5 Calendula officinalis L. (Pot Marigold), fam. Asteraceae (Compositae) 0.1%
Marigold pot 2 70892-20-5 Calendula officinalis L. (Pot Marigold), fam. Asteraceae (Compositae) 0.58%
Schinus latifolius Schinus latifolius Engl., fam. Anarcadiaceae 0.01%
Lepechinia urbanii Lepechinia urbanii (Briq.) Epling, fam. Lamiaceae (Labiatae) 0.24%
Parsley leaf (Korea) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (C. sativum Hoffm.), fam. Apiaceae 0.82%
Thyme red (Spain) 3 8007-46-3 Thymus zygis L., fam. Lamiaceae (Labiatae) 0.01%
Santolina chamaecyparisus (Spain) 84961-58-0 Santolina chamaecyparisus L., ssp. squarrosa DC., fam. Asteraceae 0.17%
Lovage seed (France) 8016-31-7 Levisticum officinale Koch, fam. Apiaceae (Umbelliferae) 0.1%
Tea Tree (Australia) 7 68647-73-4 Melaleuca alternifolia (Maiden et Betche) Cheel, fam. Myrtaceae 0.2%
Patchouli (Indonesia, Java) 1 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 0.36%
Patchouli (Indonesia, Sumatra) 3 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 2.8%
Sage, dalmatian 3 8022-56-8 Salvia officinalis L., fam. Lamiaceae (Labiatae) 0.01%
Niaouli (Madagascar) 1 Melaleuca quinquenervia (Cav.) S.T. Blake, fam. Myrtaceae 0.3%
Niaouli (Madagascar) 2 Melaleuca quinquenervia (Cav.) S.T. Blake, fam. Myrtaceae 0.47%
Kaempferia galanga rhizome (Malaysia) Kaempferia galanga L. (Alpinia sessilis Kon.), fam. Zingiberaceae 0.17%
Hyssop (Finland) 1 8006-83-5 Hyssopus officinalis L., fam. Lamiaceae (Labiatae) 0.6%
Hyssop (Finland) 3 8006-83-5 Hyssopus officinalis L., fam. Lamiaceae (Labiatae) 1.1%
Hyssop (Finland) 4 8006-83-5 Hyssopus officinalis L., fam. Lamiaceae (Labiatae) 0.45%
Cedrus atlantica (Morocco) Cedrus atlantica Man., fam. Cupressaceae 1.7%
Niaouli (Madagascar) 3 Melaleuca quinquenervia (Cav.) S.T. Blake, fam. Myrtaceae 0.29%
Eucalyptus globulus (Burundi) 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.6%
Eucalyptus maidenii (Burundi) Eucalyptus maidenii F. Muell., fam. Myrtaceae 1.2%
Lemon verbena (Morocco) 1 Aloysia triphylla (L'Herit.) Britton (Lippia citriodora (Lam.) O. Kuntze) 0.1%