(3'alpha,4'alpha,7'alpha,7'aalpha)-octahydrospiro(1,3-dioxolane-2,5'-(4,7)methano(5H)indene)

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  • Identifiers

    CAS number
    15591-90-9

    Molecular formula
    C12H18O2

    SMILES
    C1CC2C(C1)C3CC2CC34OCCO4

    Safety labels

  • Odor profile

    Fragrance
    Floral 66.61%
    Woody 45.18%
    Fresh 44.43%
    Green 42.35%
    Fruity 40.59%
    Herbal 37.07%
    Sweet 34.22%
    Animal 31.1%
    Rose 30.99%
    Jasmin 29.67%

     

    Flavor
    Bitter 33.1%
    Animal 29.39%
    Sweet 25.72%
    Alkaline 24.36%
    Fatty 24.0%
    Cereal 21.61%
    Shrimp 21.58%
    Cauliflower 20.96%
    Beet 20.54%
    Soil 20.48%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    7.22 (neutral)

    Molecular weight
    194.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    278°C

    Flash point

    • 93.07 ˚C est.

  • Synonyms

    • 15591-90-9
    • EINECS 239-659-6
    • (3'alpha,4'alpha,7'alpha,7'aalpha)-octahydrospiro[1,3-dioxolane-2,5'-[4,7]methano[5H]indene]
    • (3'alpha,4'alpha,7'alpha,7'aalpha)-Octahydrospiro(1,3-dioxolane-2,5'-(4,7)methano(5H)indene)
    • Spiro(1,3-dioxolane-2,5'-(4,7)methano(5H)indene), octahydro-, (3'aalpha,4'alpha,7'alpha,7'aalpha)-
    • Spiro[1,3-dioxolane-2,5'-[4,7]methano[5H]indene], octahydro-, (3'aalpha,4'alpha,7'alpha,7'aalpha)-
    • RefChem:207272
    • 239-659-6
    • octahydrospiro[1,3-dioxolane-2,5'-[4,7]methanoindene]
    • spiro[1,3-dioxolane-2,8'-tricyclo[5.2.1.02,6]decane]
    • HIDQGLHUSVXEQZ-UHFFFAOYSA-N
    • SCHEMBL28158531
    • DTXSID40935322
    • NS00013064
    • Octahydrospiro[[1,3]dioxolane-2,5'-[4,7]methanoindene]
    • (3/'alpha,4/'alpha,7/'alpha,7/'aalpha)-octahydrospiro[1,3-dioxolane-2,5/'-[4,7]methano[5H]indene]
    • 15591-90-9

  • Applications

    Chemical name: (3'alpha,4'alpha,7'alpha,7'aalpha)-octahydrospiro(1,3-dioxolane-2,5'-(4,7)methano(5H)indene); CAS 15591-90-9. The compound is a chiral spiro bicyclic with a 1,3-dioxolane ring and may be used as a chiral building block or synthetic intermediate in pharmaceutical and agrochemical development, providing a rigid scaffold for medicinal chemistry libraries. It can function as a masked carbonyl protecting group in multi-step syntheses. In fragrance research, it could be evaluated as a specialist odorant or fragrance intermediate, and it may also be explored as a building block for specialty polymers or materials requiring conformationally rigid, stereochemically defined units.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 267.0
    methanol 419.36
    isopropanol 254.0
    water 10.59
    ethyl acetate 326.6
    n-propanol 272.66
    acetone 307.98
    n-butanol 277.96
    acetonitrile 387.56
    DMF 333.37
    toluene 481.26
    isobutanol 222.98
    1,4-dioxane 690.72
    methyl acetate 301.82
    THF 748.4
    2-butanone 295.44
    n-pentanol 164.79
    sec-butanol 177.67
    n-hexane 23.88
    ethylene glycol 107.61
    NMP 270.48
    cyclohexane 97.93
    DMSO 301.68
    n-butyl acetate 217.94
    n-octanol 116.59
    chloroform 1869.97
    n-propyl acetate 188.16
    acetic acid 297.78
    dichloromethane 1469.26
    cyclohexanone 525.53
    propylene glycol 104.76
    isopropyl acetate 237.71
    DMAc 251.06
    2-ethoxyethanol 252.27
    isopentanol 238.58
    n-heptane 31.94
    ethyl formate 290.39
    1,2-dichloroethane 581.92
    n-hexanol 193.02
    2-methoxyethanol 449.12
    isobutyl acetate 156.44
    tetrachloromethane 281.42
    n-pentyl acetate 164.54
    transcutol 671.34
    n-heptanol 114.31
    ethylbenzene 176.31
    MIBK 202.3
    2-propoxyethanol 343.3
    tert-butanol 214.74
    MTBE 167.7
    2-butoxyethanol 225.0
    propionic acid 238.03
    o-xylene 230.54
    formic acid 151.55
    diethyl ether 229.13
    m-xylene 277.26
    p-xylene 221.54
    chlorobenzene 554.54
    dimethyl carbonate 162.83
    n-octane 17.48
    formamide 207.05
    cyclopentanone 519.75
    2-pentanone 258.19
    anisole 293.79
    cyclopentyl methyl ether 309.57
    gamma-butyrolactone 608.61
    1-methoxy-2-propanol 340.53
    pyridine 802.18
    3-pentanone 213.94
    furfural 642.72
    n-dodecane 21.11
    diethylene glycol 282.17
    diisopropyl ether 93.43
    tert-amyl alcohol 139.86
    acetylacetone 338.75
    n-hexadecane 24.61
    acetophenone 261.58
    methyl propionate 251.05
    isopentyl acetate 212.79
    trichloroethylene 1166.01
    n-nonanol 111.32
    cyclohexanol 297.42
    benzyl alcohol 259.2
    2-ethylhexanol 118.42
    isooctanol 101.31
    dipropyl ether 136.89
    1,2-dichlorobenzene 435.06
    ethyl lactate 127.97
    propylene carbonate 403.78
    n-methylformamide 280.98
    2-pentanol 166.68
    n-pentane 41.21
    1-propoxy-2-propanol 224.65
    1-methoxy-2-propyl acetate 245.78
    2-(2-methoxypropoxy) propanol 192.75
    mesitylene 171.6
    ε-caprolactone 408.49
    p-cymene 115.09
    epichlorohydrin 645.98
    1,1,1-trichloroethane 562.81
    2-aminoethanol 184.27
    morpholine-4-carbaldehyde 435.43
    sulfolane 428.75
    2,2,4-trimethylpentane 24.54
    2-methyltetrahydrofuran 426.68
    n-hexyl acetate 212.11
    isooctane 26.75
    2-(2-butoxyethoxy)ethanol 263.95
    sec-butyl acetate 150.18
    tert-butyl acetate 199.25
    decalin 43.84
    glycerin 173.17
    diglyme 498.03
    acrylic acid 233.15
    isopropyl myristate 103.3
    n-butyric acid 376.84
    acetyl acetate 292.42
    di(2-ethylhexyl) phthalate 107.05
    ethyl propionate 179.37
    nitromethane 414.48
    1,2-diethoxyethane 234.87
    benzonitrile 478.18
    trioctyl phosphate 76.85
    1-bromopropane 346.13
    gamma-valerolactone 626.42
    n-decanol 84.48
    triethyl phosphate 105.19
    4-methyl-2-pentanol 128.17
    propionitrile 384.84
    vinylene carbonate 492.41
    1,1,2-trichlorotrifluoroethane 401.45
    DMS 184.31
    cumene 122.98
    2-octanol 77.95
    2-hexanone 179.81
    octyl acetate 118.79
    limonene 123.13
    1,2-dimethoxyethane 403.44
    ethyl orthosilicate 99.47
    tributyl phosphate 91.19
    diacetone alcohol 186.84
    N,N-dimethylaniline 172.44
    acrylonitrile 468.24
    aniline 409.96
    1,3-propanediol 274.34
    bromobenzene 649.94
    dibromomethane 882.34
    1,1,2,2-tetrachloroethane 806.33
    2-methyl-cyclohexyl acetate 158.51
    tetrabutyl urea 107.04
    diisobutyl methanol 91.98
    2-phenylethanol 240.49
    styrene 232.28
    dioctyl adipate 130.67
    dimethyl sulfate 190.08
    ethyl butyrate 183.97
    methyl lactate 163.38
    butyl lactate 135.34
    diethyl carbonate 144.63
    propanediol butyl ether 174.94
    triethyl orthoformate 140.4
    p-tert-butyltoluene 106.98
    methyl 4-tert-butylbenzoate 201.07
    morpholine 583.6
    tert-butylamine 165.5
    n-dodecanol 68.58
    dimethoxymethane 383.83
    ethylene carbonate 416.64
    cyrene 183.3
    2-ethoxyethyl acetate 218.6
    2-ethylhexyl acetate 167.85
    1,2,4-trichlorobenzene 443.6
    4-methylpyridine 605.43
    dibutyl ether 127.83
    2,6-dimethyl-4-heptanol 91.98
    DEF 217.47
    dimethyl isosorbide 294.29
    tetrachloroethylene 557.38
    eugenol 203.24
    triacetin 216.77
    span 80 169.76
    1,4-butanediol 119.23
    1,1-dichloroethane 608.47
    2-methyl-1-pentanol 141.55
    methyl formate 241.42
    2-methyl-1-butanol 187.94
    n-decane 30.86
    butyronitrile 367.33
    3,7-dimethyl-1-octanol 120.49
    1-chlorooctane 96.64
    1-chlorotetradecane 48.79
    n-nonane 26.78
    undecane 24.79
    tert-butylcyclohexane 34.65
    cyclooctane 40.89
    cyclopentanol 288.31
    tetrahydropyran 555.38
    tert-amyl methyl ether 116.62
    2,5,8-trioxanonane 330.59
    1-hexene 80.9
    2-isopropoxyethanol 177.88
    2,2,2-trifluoroethanol 172.03
    methyl butyrate 216.66

    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