(1aR,3aS,7bS)-1,1,3a,7-Tetramethyl-1a,2,3,3a,4,5,6,7b-octahydro-1H-cyclopropa[a]naphthalene

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  • Identifiers

    CAS number
    489-29-2

    Molecular formula
    C15H24

    SMILES
    CC1=C2[C@H]3[C@H](C3(C)C)CC[C@@]2(CCC1)C

    Retention indicies (RI)

    • DB5: 1380.0

  • Odor profile

    Woody 89.24%
    Amber 56.25%
    Dry 52.81%
    Cedar 42.08%
    Sweet 41.82%
    Spicy 41.79%
    Musk 40.12%
    Sandalwood 36.31%
    Vetiver 35.19%
    Powdery 35.07%

    Scent© AI

  • Properties

    XLogP3-AA
    4.4

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    271°C

    Flash point est.
    96.01 ˚C

  • Synonyms

    • beta-Maaliene
    • 489-29-2
    • I(2)-Maaliene
    • CHEBI:132831
    • DTXSID001318559
    • (1aR,3aS,7bS)-1,1,3a,7-Tetramethyl-1a,2,3,3a,4,5,6,7b-octahydro-1H-cyclopropa[a]naphthalene
    • HY-N11972
    • DA-51068
    • CS-0890200
    • G89119
    • Q67879726
    • (1aR,3aS,7bS)-1,1,3a,7-tetramethyl-2,3,4,5,6,7b-hexahydro-1aH-cyclopropa[a]naphthalene

  • Applications

    (1aR,3aS,7bS)-1,1,3a,7-Tetramethyl-1a,2,3,3a,4,5,6,7b-octahydro-1H-cyclopropa[a]naphthalene (CAS 489-29-2) is a hydrophobic, chiral polycyclic hydrocarbon used mainly in research and analytics: as a GC/GC‑MS reference for identification, retention‑index calibration, and volatile profiling of essential oils, fragrance matrices, and petrochemical samples; as a rigid chiral scaffold for stereoselective synthesis via oxidation, hydrogenation, and selective functionalization to alcohols, ketones, epoxides, and aroma derivatives; as a chiroptical (CD/VCD) and NMR reference and a mechanistic model for carbocation rearrangements, cyclopropane ring openings, and photochemistry; and it is also studied in vitro for terpene‑like bioactivities (antimicrobial, insect behavior modulation) and as a potential odorant component, with deployability subject to domain‑specific regulatory review.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 69.63
    methanol 37.78
    isopropanol 88.38
    water 0.11
    ethyl acetate 188.47
    n-propanol 94.84
    acetone 214.4
    n-butanol 110.58
    acetonitrile 98.47
    DMF 207.84
    toluene 305.44
    isobutanol 91.74
    1,4-dioxane 389.52
    methyl acetate 162.08
    THF 776.12
    2-butanone 233.83
    n-pentanol 70.0
    sec-butanol 85.64
    n-hexane 48.71
    ethylene glycol 12.27
    NMP 219.17
    cyclohexane 101.71
    DMSO 97.28
    n-butyl acetate 278.22
    n-octanol 112.49
    chloroform 364.33
    n-propyl acetate 142.6
    acetic acid 42.36
    dichloromethane 297.97
    cyclohexanone 404.3
    propylene glycol 24.57
    isopropyl acetate 185.68
    DMAc 191.92
    2-ethoxyethanol 84.75
    isopentanol 107.72
    n-heptane 77.1
    ethyl formate 94.31
    1,2-dichloroethane 222.03
    n-hexanol 183.48
    2-methoxyethanol 116.94
    isobutyl acetate 156.15
    tetrachloromethane 93.39
    n-pentyl acetate 183.21
    transcutol 216.44
    n-heptanol 108.04
    ethylbenzene 163.79
    MIBK 199.66
    2-propoxyethanol 224.43
    tert-butanol 121.15
    MTBE 220.49
    2-butoxyethanol 139.92
    propionic acid 62.09
    o-xylene 185.9
    formic acid 7.4
    diethyl ether 218.18
    m-xylene 238.36
    p-xylene 203.54
    chlorobenzene 230.91
    dimethyl carbonate 87.53
    n-octane 36.39
    formamide 15.37
    cyclopentanone 485.57
    2-pentanone 229.03
    anisole 219.69
    cyclopentyl methyl ether 357.07
    gamma-butyrolactone 364.41
    1-methoxy-2-propanol 129.22
    pyridine 318.65
    3-pentanone 195.04
    furfural 230.54
    n-dodecane 30.63
    diethylene glycol 101.0
    diisopropyl ether 121.72
    tert-amyl alcohol 100.61
    acetylacetone 246.54
    n-hexadecane 36.82
    acetophenone 184.34
    methyl propionate 158.58
    isopentyl acetate 304.39
    trichloroethylene 340.02
    n-nonanol 107.73
    cyclohexanol 144.22
    benzyl alcohol 121.23
    2-ethylhexanol 147.02
    isooctanol 97.15
    dipropyl ether 221.18
    1,2-dichlorobenzene 208.93
    ethyl lactate 72.39
    propylene carbonate 203.46
    n-methylformamide 65.46
    2-pentanol 86.78
    n-pentane 53.61
    1-propoxy-2-propanol 191.76
    1-methoxy-2-propyl acetate 272.29
    2-(2-methoxypropoxy) propanol 141.06
    mesitylene 171.93
    ε-caprolactone 294.05
    p-cymene 156.03
    epichlorohydrin 380.1
    1,1,1-trichloroethane 251.0
    2-aminoethanol 29.04
    morpholine-4-carbaldehyde 263.33
    sulfolane 304.36
    2,2,4-trimethylpentane 31.7
    2-methyltetrahydrofuran 449.1
    n-hexyl acetate 254.21
    isooctane 38.09
    2-(2-butoxyethoxy)ethanol 164.4
    sec-butyl acetate 134.06
    tert-butyl acetate 216.07
    decalin 58.8
    glycerin 29.74
    diglyme 291.67
    acrylic acid 48.95
    isopropyl myristate 135.9
    n-butyric acid 109.95
    acetyl acetate 137.47
    di(2-ethylhexyl) phthalate 103.91
    ethyl propionate 147.12
    nitromethane 93.79
    1,2-diethoxyethane 189.5
    benzonitrile 186.11
    trioctyl phosphate 88.67
    1-bromopropane 207.12
    gamma-valerolactone 413.04
    n-decanol 84.84
    triethyl phosphate 108.85
    4-methyl-2-pentanol 80.32
    propionitrile 142.02
    vinylene carbonate 173.61
    1,1,2-trichlorotrifluoroethane 144.79
    DMS 186.11
    cumene 123.46
    2-octanol 84.82
    2-hexanone 169.3
    octyl acetate 150.51
    limonene 190.62
    1,2-dimethoxyethane 231.94
    ethyl orthosilicate 104.4
    tributyl phosphate 96.37
    diacetone alcohol 166.29
    N,N-dimethylaniline 152.22
    acrylonitrile 129.81
    aniline 158.36
    1,3-propanediol 55.03
    bromobenzene 299.92
    dibromomethane 242.82
    1,1,2,2-tetrachloroethane 261.72
    2-methyl-cyclohexyl acetate 202.17
    tetrabutyl urea 122.62
    diisobutyl methanol 108.1
    2-phenylethanol 204.28
    styrene 174.56
    dioctyl adipate 139.22
    dimethyl sulfate 103.37
    ethyl butyrate 198.93
    methyl lactate 65.09
    butyl lactate 119.6
    diethyl carbonate 131.66
    propanediol butyl ether 105.04
    triethyl orthoformate 150.63
    p-tert-butyltoluene 162.65
    methyl 4-tert-butylbenzoate 193.1
    morpholine 334.75
    tert-butylamine 94.99
    n-dodecanol 69.36
    dimethoxymethane 231.88
    ethylene carbonate 165.52
    cyrene 132.23
    2-ethoxyethyl acetate 204.18
    2-ethylhexyl acetate 261.98
    1,2,4-trichlorobenzene 225.05
    4-methylpyridine 333.06
    dibutyl ether 163.12
    2,6-dimethyl-4-heptanol 108.1
    DEF 191.11
    dimethyl isosorbide 294.02
    tetrachloroethylene 180.46
    eugenol 145.92
    triacetin 182.5
    span 80 129.73
    1,4-butanediol 28.52
    1,1-dichloroethane 218.07
    2-methyl-1-pentanol 73.27
    methyl formate 64.74
    2-methyl-1-butanol 93.04
    n-decane 48.91
    butyronitrile 164.41
    3,7-dimethyl-1-octanol 118.54
    1-chlorooctane 125.43
    1-chlorotetradecane 59.55
    n-nonane 47.24
    undecane 38.52
    tert-butylcyclohexane 56.91
    cyclooctane 57.52
    cyclopentanol 156.05
    tetrahydropyran 434.68
    tert-amyl methyl ether 158.8
    2,5,8-trioxanonane 200.58
    1-hexene 108.72
    2-isopropoxyethanol 87.99
    2,2,2-trifluoroethanol 23.82
    methyl butyrate 169.01

    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
Plectranthus barbatus (Brazil) 1 Plectranthus barbatus Andr. (Coleus barbatus), fam. Lamiaceae (Labiatae) 0.59%
Davana 1 8016-03-3 Artemisia pallens Wall. ex DC., fam. Asteraceae (Compositae) 0.2%
Eupatorium maximilianii Eupatorium maximilianii (Erva de Sao Joao), fam. Asteraceae (Compositae) 2.66%
Fern, sweet 1 Comptonia peregrina (L.) Coulter, fam. Pteridophytae 0.5%
Fern, sweet 2 Comptonia peregrina (L.) Coulter, fam. Pteridophytae 0.11%
Spikenard 1 8022-22-8 Nardostachys jatamansi (Roxb.) DC., fam. Valerianaceae 18.0%
Vanillosmopsis arborea bark Vanillosmopsis arborea Baker, fam. Asteraceae (Compositae) 2.04%
Cordia cylindrostachya Cordia cylidrostachya Roem & Schult., fam. Boraginaceae 1.1%
Cascarilla 2 8007-06-5 Croton eluteria Bennett, fam. Euphorbiaceae 0.01%
Juniper leaf (France) 8012-91-7 Juniperus communis L., fam. Cupressaceae 0.01%
Cajuput (China) 8008-98-8 Melaleuca cajuputi Powell, var. cajuputi, fam. Myrtaceae 0.38%
Amomum villosum (China) 2b Amomum villosum Lour. var. xanthioides, fam. Zingiberaceae 0.12%
Oenothera odorata flower concrete (China) Oenothera odorata Jacq., fam. Onagraceae 1.06%
Patchouli (China) 1 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 0.66%
Tea Tree (Australia) 9 68647-73-4 Melaleuca alternifolia (Maiden et Betche) Cheel, fam. Myrtaceae 0.01%
Eugenia ovalifolia leaf Eugenia ovalifolia Camb., fam. Myrtaceae 0.4%
Porophyllum ruderale (Brazil) 1b root Porophyllum ruderale Sass, fam. Asteraceae (Compositae) 4.3%
Conyza bonariensis (Brazil) Conyza bonariensis (L.) Cronquist, fam. Asteraceae (Compositae) 0.3%