Acetoxypinoresinol

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  • Identifiers

    CAS number
    81426-14-4

    Molecular formula
    C22H24O8

    SMILES
    CC(=O)O[C@]12CO[C@@H]([C@H]1CO[C@@H]2C3=CC(=C(C=C3)O)OC)C4=CC(=C(C=C4)O)OC

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 75.39%
    Sweet 63.0%
    Creamy 47.48%
    Balsamic 46.16%
    Powdery 43.29%
    Spicy 41.58%
    Phenolic 37.45%
    Floral 36.85%
    Odorless 34.67%
    Milky 30.3%

     

    Flavor
    Bitter 82.03%
    Bland 25.67%
    Sweet 22.94%
    Sweet-like 22.67%
    Vanilla 21.79%
    Parsley 21.36%
    Eugenol 21.23%
    Odorless 20.49%
    Naphthalic 20.44%
    Cedarleaf 20.07%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    7.32 (neutral)

    Molecular weight
    416.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    622°C

    Flash point

    • 235.41 ˚C est.

  • Synonyms

    • 1-Acetoxypinoresinol
    • 81426-14-4
    • Acetoxypinoresinol
    • [(3R,3aS,6S,6aR)-3,6-bis(4-hydroxy-3-methoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-yl] acetate
    • DTXSID40331966
    • ((3R,3aS,6S,6aR)-3,6-bis(4-hydroxy-3-methoxy-phenyl)-3,4,6,6a-tetrahydro-1H-furo(3,4-c)furan-3a-yl) acetate
    • ((3R,3aS,6S,6aR)-3,6-bis(4-hydroxy-3-methoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo(3,4-c)furan-3a-yl) acetate
    • [(3R,3aS,6S,6aR)-3,6-bis(4-hydroxy-3-methoxy-phenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-yl] acetate
    • 1-acetoxy-pinoresinol
    • RefChem:914975
    • DTXCID70283060
    • 8-Acetoxypinoresinol
    • [(1S,4S,5R,8R)-4,8-bis(4-hydroxy-3-methoxy-phenyl)-3,7-dioxabicyclo[3.3.0]oct-1-yl] acetate
    • C10544
    • (1S,3AS,4R,6aR)-1,4-bis(4-hydroxy-3-methoxyphenyl)hexahydrofuro[3,4-c]furan-3a-yl acetate
    • AC1L9DH2
    • CTK3E8310
    • CHEBI:582
    • orb1992412
    • SCHEMBL30217547
    • AKOS030532767
    • FS-6761
    • Q27105314
    • (1S,3aS,4R,6aR)-1,4-Bis(4-hydroxy-3-methoxyphenyl)dihydro-1H,3H-furo[3,4-c]furan-3a(4H)-yl acetate
    • 81426-14-4

  • Applications

    Acetoxypinoresinol (CAS 81426-14-4) is primarily used as an intermediate in the synthesis of lignan derivatives and may be considered for applications in cosmetics and personal care as a potential antioxidant and formulation stabilizer; in the plastics and polymer sector it shows potential as a bio-based additive and stabilizer to improve material durability; in coatings and inks it can function as an additive to enhance the chemical and photostability of the coating; in pharmaceuticals it may serve as a precursor for more complex lignan compounds; and in the fragrance sector it can be evaluated as a fragrance intermediate.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 6.78
    methanol 15.19
    isopropanol 6.26
    water 0.43
    ethyl acetate 27.12
    n-propanol 7.57
    acetone 56.49
    n-butanol 6.0
    acetonitrile 36.11
    DMF 152.35
    toluene 2.27
    isobutanol 4.82
    1,4-dioxane 38.76
    methyl acetate 30.5
    THF 116.77
    2-butanone 26.8
    n-pentanol 4.79
    sec-butanol 4.79
    n-hexane 0.14
    ethylene glycol 10.99
    NMP 92.67
    cyclohexane 0.27
    DMSO 200.14
    n-butyl acetate 9.37
    n-octanol 5.39
    chloroform 70.48
    n-propyl acetate 12.55
    acetic acid 127.29
    dichloromethane 65.67
    cyclohexanone 34.95
    propylene glycol 5.65
    isopropyl acetate 15.98
    DMAc 165.71
    2-ethoxyethanol 42.31
    isopentanol 5.65
    n-heptane 0.3
    ethyl formate 21.62
    1,2-dichloroethane 30.71
    n-hexanol 4.51
    2-methoxyethanol 72.86
    isobutyl acetate 7.87
    tetrachloromethane 4.56
    n-pentyl acetate 10.56
    transcutol 52.44
    n-heptanol 5.69
    ethylbenzene 1.56
    MIBK 12.94
    2-propoxyethanol 41.09
    tert-butanol 8.38
    MTBE 7.27
    2-butoxyethanol 23.92
    propionic acid 26.44
    o-xylene 2.03
    formic acid 78.86
    diethyl ether 10.19
    m-xylene 1.76
    p-xylene 2.15
    chlorobenzene 6.42
    dimethyl carbonate 49.11
    n-octane 0.23
    formamide 114.6
    cyclopentanone 70.0
    2-pentanone 21.49
    anisole 8.94
    cyclopentyl methyl ether 15.57
    gamma-butyrolactone 103.7
    1-methoxy-2-propanol 45.78
    pyridine 24.5
    3-pentanone 18.8
    furfural 68.35
    n-dodecane 0.3
    diethylene glycol 44.38
    diisopropyl ether 2.63
    tert-amyl alcohol 6.76
    acetylacetone 55.28
    n-hexadecane 0.34
    acetophenone 14.36
    methyl propionate 33.1
    isopentyl acetate 10.3
    trichloroethylene 85.8
    n-nonanol 6.13
    cyclohexanol 5.8
    benzyl alcohol 9.44
    2-ethylhexanol 3.6
    isooctanol 5.25
    dipropyl ether 7.33
    1,2-dichlorobenzene 9.2
    ethyl lactate 16.82
    propylene carbonate 35.8
    n-methylformamide 65.35
    2-pentanol 3.62
    n-pentane 0.16
    1-propoxy-2-propanol 21.79
    1-methoxy-2-propyl acetate 26.06
    2-(2-methoxypropoxy) propanol 25.17
    mesitylene 1.14
    ε-caprolactone 35.19
    p-cymene 1.97
    epichlorohydrin 106.62
    1,1,1-trichloroethane 19.84
    2-aminoethanol 12.65
    morpholine-4-carbaldehyde 106.68
    sulfolane 112.5
    2,2,4-trimethylpentane 0.2
    2-methyltetrahydrofuran 21.77
    n-hexyl acetate 12.59
    isooctane 0.12
    2-(2-butoxyethoxy)ethanol 27.22
    sec-butyl acetate 7.74
    tert-butyl acetate 16.88
    decalin 0.26
    glycerin 28.4
    diglyme 64.44
    acrylic acid 41.69
    isopropyl myristate 5.72
    n-butyric acid 27.69
    acetyl acetate 36.81
    di(2-ethylhexyl) phthalate 7.86
    ethyl propionate 15.36
    nitromethane 267.15
    1,2-diethoxyethane 15.58
    benzonitrile 11.83
    trioctyl phosphate 6.16
    1-bromopropane 6.84
    gamma-valerolactone 111.78
    n-decanol 4.23
    triethyl phosphate 10.45
    4-methyl-2-pentanol 3.44
    propionitrile 18.55
    vinylene carbonate 44.3
    1,1,2-trichlorotrifluoroethane 93.61
    DMS 20.59
    cumene 1.25
    2-octanol 3.6
    2-hexanone 11.54
    octyl acetate 7.6
    limonene 2.7
    1,2-dimethoxyethane 60.22
    ethyl orthosilicate 8.97
    tributyl phosphate 7.25
    diacetone alcohol 26.03
    N,N-dimethylaniline 6.61
    acrylonitrile 38.07
    aniline 6.78
    1,3-propanediol 20.32
    bromobenzene 6.03
    dibromomethane 27.74
    1,1,2,2-tetrachloroethane 51.4
    2-methyl-cyclohexyl acetate 10.53
    tetrabutyl urea 11.27
    diisobutyl methanol 3.1
    2-phenylethanol 9.23
    styrene 1.96
    dioctyl adipate 11.1
    dimethyl sulfate 83.36
    ethyl butyrate 11.1
    methyl lactate 29.92
    butyl lactate 13.16
    diethyl carbonate 10.47
    propanediol butyl ether 15.7
    triethyl orthoformate 11.1
    p-tert-butyltoluene 1.83
    methyl 4-tert-butylbenzoate 20.03
    morpholine 43.35
    tert-butylamine 2.85
    n-dodecanol 3.08
    dimethoxymethane 97.13
    ethylene carbonate 36.38
    cyrene 35.11
    2-ethoxyethyl acetate 21.14
    2-ethylhexyl acetate 7.41
    1,2,4-trichlorobenzene 12.77
    4-methylpyridine 16.64
    dibutyl ether 5.71
    2,6-dimethyl-4-heptanol 3.1
    DEF 37.89
    dimethyl isosorbide 44.71
    tetrachloroethylene 32.27
    eugenol 20.45
    triacetin 26.38
    span 80 16.09
    1,4-butanediol 8.33
    1,1-dichloroethane 19.49
    2-methyl-1-pentanol 4.56
    methyl formate 59.85
    2-methyl-1-butanol 5.0
    n-decane 0.54
    butyronitrile 11.59
    3,7-dimethyl-1-octanol 4.97
    1-chlorooctane 2.59
    1-chlorotetradecane 1.12
    n-nonane 0.41
    undecane 0.38
    tert-butylcyclohexane 0.21
    cyclooctane 0.15
    cyclopentanol 8.99
    tetrahydropyran 16.16
    tert-amyl methyl ether 6.83
    2,5,8-trioxanonane 46.16
    1-hexene 0.76
    2-isopropoxyethanol 23.3
    2,2,2-trifluoroethanol 65.09
    methyl butyrate 17.63

    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