Dehydrocyanaropicrin

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  • Identifiers

    CAS number
    35821-02-4

    Molecular formula
    C19H20O6

    SMILES
    C=C1CC(C2C(C3C1CC(=O)C3=C)OC(=O)C2=C)OC(=O)C(=C)CO

    Safety labels

  • Odor profile

    Fragrance
    Odorless 48.52%
    Burnt 29.24%
    Nutty 28.99%
    Sweet 28.57%
    Caramellic 27.23%
    Mint 21.71%
    Ethereal 20.68%
    Roasted 19.33%
    Spicy 17.51%
    Popcorn 16.07%

     

    Flavor
    Bitter 92.37%
    Odorless 26.08%
    Bland 19.83%
    Sweet-like 19.28%
    Very mild 19.25%
    Nitrile 18.81%
    Cedarleaf 18.75%
    Lovage 18.36%
    Basil 17.75%
    Fenugreek 17.74%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    5.26 (weak acid)

    Molecular weight
    344.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    432°C

    Melting point expt.

    • 126 °C

    Flash point

    • 204.26 ˚C est.

  • Synonyms

    • Dehydrocyanaropicrin
    • 35821-02-4
    • CHEBI:168970
    • (3aR,4S,6aR,9aR,9bR)-Dodecahydro-3,6,9-tris(methylene)-2,8-dioxoazuleno[4,5-b]furan-4-yl 2-(hydroxymethyl)-2-propenoate
    • (3,6,9-trimethylidene-2,8-dioxo-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]uran-4-yl) 2-(hydroxymethyl)prop-2-enoate
    • 35821-02-4

  • Applications

    Dehydrocyanaropicrin (CAS 35821-02-4) is used as a synthetic intermediate in organic synthesis and serves as a building block for more complex compounds; it is also researched as a potential precursor or component in fragrance and cosmetic formulations, and may function as a starting material for polymer and coatings/inks systems, while it is studied in pharmaceutical and agrochemical research under appropriate regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 44.7
    methanol 80.99
    isopropanol 47.75
    water 0.39
    ethyl acetate 60.31
    n-propanol 43.22
    acetone 173.57
    n-butanol 41.36
    acetonitrile 41.91
    DMF 214.59
    toluene 9.26
    isobutanol 30.1
    1,4-dioxane 140.93
    methyl acetate 63.32
    THF 323.78
    2-butanone 100.16
    n-pentanol 33.26
    sec-butanol 31.28
    n-hexane 0.25
    ethylene glycol 14.13
    NMP 140.82
    cyclohexane 0.53
    DMSO 323.31
    n-butyl acetate 35.95
    n-octanol 10.22
    chloroform 81.0
    n-propyl acetate 40.19
    acetic acid 185.27
    dichloromethane 64.76
    cyclohexanone 117.52
    propylene glycol 14.96
    isopropyl acetate 42.29
    DMAc 299.48
    2-ethoxyethanol 128.34
    isopentanol 43.59
    n-heptane 0.21
    ethyl formate 43.08
    1,2-dichloroethane 40.83
    n-hexanol 24.08
    2-methoxyethanol 189.31
    isobutyl acetate 24.54
    tetrachloromethane 5.79
    n-pentyl acetate 25.1
    transcutol 158.21
    n-heptanol 16.06
    ethylbenzene 5.84
    MIBK 47.14
    2-propoxyethanol 113.57
    tert-butanol 47.84
    MTBE 16.6
    2-butoxyethanol 60.56
    propionic acid 49.87
    o-xylene 6.76
    formic acid 94.19
    diethyl ether 24.67
    m-xylene 6.56
    p-xylene 9.36
    chlorobenzene 15.02
    dimethyl carbonate 52.66
    n-octane 0.21
    formamide 149.66
    cyclopentanone 167.14
    2-pentanone 77.29
    anisole 24.73
    cyclopentyl methyl ether 40.33
    gamma-butyrolactone 173.54
    1-methoxy-2-propanol 139.21
    pyridine 73.76
    3-pentanone 43.53
    furfural 117.52
    n-dodecane 0.29
    diethylene glycol 108.48
    diisopropyl ether 5.09
    tert-amyl alcohol 34.18
    acetylacetone 107.88
    n-hexadecane 0.34
    acetophenone 43.41
    methyl propionate 57.52
    isopentyl acetate 36.02
    trichloroethylene 108.02
    n-nonanol 11.6
    cyclohexanol 31.15
    benzyl alcohol 43.55
    2-ethylhexanol 11.32
    isooctanol 13.79
    dipropyl ether 9.21
    1,2-dichlorobenzene 15.84
    ethyl lactate 35.26
    propylene carbonate 75.07
    n-methylformamide 103.0
    2-pentanol 20.73
    n-pentane 0.2
    1-propoxy-2-propanol 59.37
    1-methoxy-2-propyl acetate 61.77
    2-(2-methoxypropoxy) propanol 56.66
    mesitylene 4.09
    ε-caprolactone 95.37
    p-cymene 4.38
    epichlorohydrin 185.92
    1,1,1-trichloroethane 27.53
    2-aminoethanol 27.98
    morpholine-4-carbaldehyde 189.9
    sulfolane 185.88
    2,2,4-trimethylpentane 0.31
    2-methyltetrahydrofuran 86.46
    n-hexyl acetate 27.93
    isooctane 0.24
    2-(2-butoxyethoxy)ethanol 73.0
    sec-butyl acetate 25.74
    tert-butyl acetate 40.39
    decalin 0.58
    glycerin 47.01
    diglyme 123.05
    acrylic acid 54.59
    isopropyl myristate 12.21
    n-butyric acid 82.77
    acetyl acetate 44.38
    di(2-ethylhexyl) phthalate 20.31
    ethyl propionate 33.18
    nitromethane 222.91
    1,2-diethoxyethane 37.29
    benzonitrile 33.42
    trioctyl phosphate 14.72
    1-bromopropane 12.32
    gamma-valerolactone 236.83
    n-decanol 8.2
    triethyl phosphate 18.64
    4-methyl-2-pentanol 15.81
    propionitrile 33.68
    vinylene carbonate 68.28
    1,1,2-trichlorotrifluoroethane 127.64
    DMS 36.92
    cumene 4.41
    2-octanol 8.82
    2-hexanone 46.21
    octyl acetate 16.6
    limonene 5.21
    1,2-dimethoxyethane 147.35
    ethyl orthosilicate 16.62
    tributyl phosphate 16.74
    diacetone alcohol 81.7
    N,N-dimethylaniline 17.16
    acrylonitrile 50.27
    aniline 26.65
    1,3-propanediol 76.86
    bromobenzene 11.69
    dibromomethane 31.27
    1,1,2,2-tetrachloroethane 72.49
    2-methyl-cyclohexyl acetate 25.84
    tetrabutyl urea 25.18
    diisobutyl methanol 7.32
    2-phenylethanol 39.24
    styrene 6.7
    dioctyl adipate 23.1
    dimethyl sulfate 91.91
    ethyl butyrate 24.67
    methyl lactate 54.65
    butyl lactate 31.02
    diethyl carbonate 19.22
    propanediol butyl ether 45.05
    triethyl orthoformate 20.52
    p-tert-butyltoluene 3.85
    methyl 4-tert-butylbenzoate 39.26
    morpholine 161.13
    tert-butylamine 10.02
    n-dodecanol 5.7
    dimethoxymethane 161.08
    ethylene carbonate 63.95
    cyrene 76.39
    2-ethoxyethyl acetate 46.72
    2-ethylhexyl acetate 23.72
    1,2,4-trichlorobenzene 24.58
    4-methylpyridine 61.15
    dibutyl ether 8.09
    2,6-dimethyl-4-heptanol 7.32
    DEF 73.1
    dimethyl isosorbide 87.01
    tetrachloroethylene 44.59
    eugenol 46.57
    triacetin 38.94
    span 80 39.68
    1,4-butanediol 33.34
    1,1-dichloroethane 31.22
    2-methyl-1-pentanol 31.82
    methyl formate 91.05
    2-methyl-1-butanol 32.85
    n-decane 0.48
    butyronitrile 32.61
    3,7-dimethyl-1-octanol 11.23
    1-chlorooctane 3.15
    1-chlorotetradecane 1.38
    n-nonane 0.34
    undecane 0.36
    tert-butylcyclohexane 0.43
    cyclooctane 0.21
    cyclopentanol 42.05
    tetrahydropyran 65.7
    tert-amyl methyl ether 15.06
    2,5,8-trioxanonane 88.39
    1-hexene 2.08
    2-isopropoxyethanol 76.27
    2,2,2-trifluoroethanol 74.09
    methyl butyrate 48.97

    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