(1R,4'R,5S,5'R,7R)-1,5'-dihydroxy-2,4',8,8-tetramethylspiro[6-oxabicyclo[3.2.1]oct-2-ene-7,2'-oxolane]-4-one

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  • Identifiers

    CAS number
    144841-11-2

    Molecular formula
    C14H20O5

    SMILES
    C[C@@H]1C[C@]2([C@]3(C(=CC(=O)[C@H](C3(C)C)O2)C)O)O[C@H]1O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 44.27%
    Odorless 33.14%
    Woody 32.66%
    Caramellic 29.79%
    Roasted 26.13%
    Burnt 24.59%
    Mint 23.5%
    Spicy 22.83%
    Creamy 21.32%
    Vanilla 20.61%

     

    Flavor
    Bitter 67.29%
    Fruity 25.16%
    Caramel 22.2%
    Cotton candy 21.67%
    Seedy 21.41%
    Mildew 21.39%
    Extremely sweet 21.36%
    Sweet 21.25%
    Sweet-like 21.12%
    Cedarleaf 20.95%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.3

    pKa est.
    7.61 (neutral)

    Molecular weight
    268.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    560°C

    Flash point

    • 163.11 ˚C est.

  • Synonyms

    • DTXSID201103849
    • 144841-11-2
    • (1a(2)R,2R,4R,5R,5a(2)S)-4,5-Dihydro-1a(2),5-dihydroxy-2a(2),4,8a(2),8a(2)-tetramethylspiro[furan-2(3H),7a(2)-[6]oxabicyclo[3.2.1]oct[2]en]-4a(2)-one
    • 144841-11-2

  • Applications

    Chemical name: (1R,4'R,5S,5'R,7R)-1,5'-dihydroxy-2,4',8,8-tetramethylspiro[6-oxabicyclo[3.2.1]oct-2-ene-7,2'-oxolane]-4-one CAS number: 144841-11-2 It is commonly used as a chiral building block and intermediate in pharmaceutical synthesis; it is also employed as a precursor for specialty polymers and resins, including coatings and adhesive formulations; it can serve as a scaffold for catalysts in asymmetric synthesis; and it is evaluated as a reactive intermediate in fine chemical manufacturing and advanced materials development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 80.55
    methanol 266.34
    isopropanol 56.17
    water 26.73
    ethyl acetate 55.81
    n-propanol 58.78
    acetone 125.59
    n-butanol 49.58
    acetonitrile 79.83
    DMF 408.43
    toluene 34.63
    isobutanol 36.11
    1,4-dioxane 146.08
    methyl acetate 60.54
    THF 227.66
    2-butanone 72.51
    n-pentanol 40.95
    sec-butanol 35.31
    n-hexane 1.19
    ethylene glycol 79.13
    NMP 208.66
    cyclohexane 2.18
    DMSO 300.71
    n-butyl acetate 37.75
    n-octanol 27.32
    chloroform 191.45
    n-propyl acetate 42.09
    acetic acid 123.21
    dichloromethane 176.04
    cyclohexanone 107.55
    propylene glycol 47.12
    isopropyl acetate 42.42
    DMAc 197.56
    2-ethoxyethanol 129.19
    isopentanol 36.77
    n-heptane 1.41
    ethyl formate 71.99
    1,2-dichloroethane 77.38
    n-hexanol 38.26
    2-methoxyethanol 236.97
    isobutyl acetate 29.77
    tetrachloromethane 22.95
    n-pentyl acetate 41.36
    transcutol 81.99
    n-heptanol 31.28
    ethylbenzene 20.38
    MIBK 45.03
    2-propoxyethanol 132.35
    tert-butanol 47.02
    MTBE 20.77
    2-butoxyethanol 74.1
    propionic acid 55.65
    o-xylene 23.95
    formic acid 206.48
    diethyl ether 31.76
    m-xylene 29.75
    p-xylene 27.81
    chlorobenzene 50.24
    dimethyl carbonate 67.06
    n-octane 1.18
    formamide 284.92
    cyclopentanone 171.08
    2-pentanone 63.79
    anisole 48.19
    cyclopentyl methyl ether 58.0
    gamma-butyrolactone 210.87
    1-methoxy-2-propanol 153.66
    pyridine 120.78
    3-pentanone 44.11
    furfural 216.55
    n-dodecane 1.32
    diethylene glycol 159.95
    diisopropyl ether 9.93
    tert-amyl alcohol 29.79
    acetylacetone 103.69
    n-hexadecane 1.52
    acetophenone 69.16
    methyl propionate 63.93
    isopentyl acetate 34.43
    trichloroethylene 194.52
    n-nonanol 26.06
    cyclohexanol 39.15
    benzyl alcohol 70.33
    2-ethylhexanol 20.56
    isooctanol 25.14
    dipropyl ether 15.72
    1,2-dichlorobenzene 53.73
    ethyl lactate 43.41
    propylene carbonate 96.96
    n-methylformamide 231.09
    2-pentanol 28.36
    n-pentane 1.49
    1-propoxy-2-propanol 66.81
    1-methoxy-2-propyl acetate 57.36
    2-(2-methoxypropoxy) propanol 49.11
    mesitylene 17.48
    ε-caprolactone 94.52
    p-cymene 15.04
    epichlorohydrin 199.97
    1,1,1-trichloroethane 51.54
    2-aminoethanol 88.44
    morpholine-4-carbaldehyde 240.27
    sulfolane 224.64
    2,2,4-trimethylpentane 1.19
    2-methyltetrahydrofuran 74.28
    n-hexyl acetate 49.03
    isooctane 1.17
    2-(2-butoxyethoxy)ethanol 58.13
    sec-butyl acetate 28.93
    tert-butyl acetate 41.34
    decalin 2.31
    glycerin 110.59
    diglyme 123.29
    acrylic acid 74.09
    isopropyl myristate 18.55
    n-butyric acid 68.62
    acetyl acetate 52.11
    di(2-ethylhexyl) phthalate 27.36
    ethyl propionate 40.57
    nitromethane 263.36
    1,2-diethoxyethane 33.24
    benzonitrile 75.7
    trioctyl phosphate 21.98
    1-bromopropane 25.02
    gamma-valerolactone 247.58
    n-decanol 18.14
    triethyl phosphate 21.33
    4-methyl-2-pentanol 20.55
    propionitrile 51.07
    vinylene carbonate 115.75
    1,1,2-trichlorotrifluoroethane 146.03
    DMS 46.51
    cumene 15.72
    2-octanol 21.7
    2-hexanone 43.39
    octyl acetate 25.75
    limonene 15.84
    1,2-dimethoxyethane 153.83
    ethyl orthosilicate 19.22
    tributyl phosphate 21.47
    diacetone alcohol 63.47
    N,N-dimethylaniline 42.48
    acrylonitrile 97.68
    aniline 50.77
    1,3-propanediol 104.86
    bromobenzene 48.3
    dibromomethane 80.84
    1,1,2,2-tetrachloroethane 119.26
    2-methyl-cyclohexyl acetate 33.72
    tetrabutyl urea 33.14
    diisobutyl methanol 13.48
    2-phenylethanol 61.5
    styrene 21.08
    dioctyl adipate 28.88
    dimethyl sulfate 114.05
    ethyl butyrate 32.37
    methyl lactate 70.57
    butyl lactate 39.11
    diethyl carbonate 23.93
    propanediol butyl ether 52.8
    triethyl orthoformate 25.33
    p-tert-butyltoluene 13.57
    methyl 4-tert-butylbenzoate 58.95
    morpholine 136.85
    tert-butylamine 19.82
    n-dodecanol 12.54
    dimethoxymethane 238.37
    ethylene carbonate 86.52
    cyrene 84.39
    2-ethoxyethyl acetate 50.14
    2-ethylhexyl acetate 27.5
    1,2,4-trichlorobenzene 62.05
    4-methylpyridine 100.89
    dibutyl ether 13.98
    2,6-dimethyl-4-heptanol 13.48
    DEF 86.7
    dimethyl isosorbide 96.03
    tetrachloroethylene 89.09
    eugenol 68.82
    triacetin 50.73
    span 80 40.74
    1,4-butanediol 58.06
    1,1-dichloroethane 57.55
    2-methyl-1-pentanol 31.54
    methyl formate 191.02
    2-methyl-1-butanol 31.4
    n-decane 2.27
    butyronitrile 50.9
    3,7-dimethyl-1-octanol 21.41
    1-chlorooctane 12.06
    1-chlorotetradecane 4.69
    n-nonane 1.81
    undecane 1.68
    tert-butylcyclohexane 1.99
    cyclooctane 1.21
    cyclopentanol 57.56
    tetrahydropyran 59.84
    tert-amyl methyl ether 18.94
    2,5,8-trioxanonane 82.58
    1-hexene 5.64
    2-isopropoxyethanol 70.83
    2,2,2-trifluoroethanol 85.6
    methyl butyrate 55.3

    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