Apiole (parsley)

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  • Identifiers

    CAS number
    523-80-8

    Molecular formula
    C12H14O4

    SMILES
    COC1=C2C(=C(C(=C1)CC=C)OC)OCO2

    Retention indicies (RI)

    • DB5: 1679.0
    • Carbowax: 2439.5

  • Odor profile

    Fragrance
    Spicy 84.52%
    Woody 56.62%
    Phenolic 44.77%
    Herbal 43.57%
    Warm 39.0%
    Smoky 37.79%
    Clove 36.23%
    Balsamic 28.2%
    Floral 26.31%
    Sweet 26.01%

     

    Flavor
    Spice 55.1%
    Woody 32.0%
    Bitter 29.15%
    Wood 26.28%
    Parsley 25.31%
    Flower 25.15%
    Warm 25.12%
    Eugenol 22.81%
    Spicy 22.66%
    Smoky 22.61%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    6.86 (neutral)

    Molecular weight
    222.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Melting point expt.

    • 30 °C

    Boiling point

    • 294.00 to 295.00 °C. @ 760.00 mm Hg

    Flash point

    • 120.14 ˚C est.

    Solubility expt.

    • Insoluble in water; soluble in ether, acetone and glacial acetic acid
    • Soluble (in ethanol)

  • Synonyms

    • Apiole
    • Apioline
    • 523-80-8
    • Apiol
    • Apiole (parsley)
    • Parsley apiole
    • Parsley camphor
    • Parsley apiol
    • Petersiliencampher
    • 5-Allyl-4,7-dimethoxy-1,3-benzodioxole
    • 4,7-DIMETHOXY-5-(2-PROPANYL)-1,3-BENZODIOXOLE
    • 1,3-Benzodioxole, 4,7-dimethoxy-5-(2-propenyl)-
    • NSC 9070
    • 1-Allyl-2,5-dimethoxy-3,4-methylenedioxybenzene
    • APIOLUM
    • QQ67504PXO
    • 4,7-Dimethoxy-5-(2-propenyl)-1,3-benzodioxole
    • 5-Allyl-4,7-dimethoxy-1,3-benzodioxol
    • APIOLE, PARSLEY
    • 5-Allyl-4,7-dimethoxybenzo[d][1,3]dioxole
    • NSC-9070
    • EINECS 208-349-2
    • BRN 0195747
    • UNII-QQ67504PXO
    • 1,3-Benzodioxole, 4,7-dimethoxy-5-(2-propen-1-yl)-
    • AI3-14843
    • BENZENE, 1-ALLYL-2,5-DIMETHOXY-3,4-(METHYLENEDIOXY)-
    • CHEBI:70353
    • NSC9070
    • 4,7-Dimethoxy-5-(2-propen-1-yl)-1,3-Benzodioxole
    • 1-Allyl-2,5-dimethoxy-3,4-(methylenedioxy)benzene
    • 4,7-dimethoxy-5-(prop-2-en-1-yl)-2H-1,3-benzodioxole
    • Camphre de Persil
    • Apiol1503
    • Spectrum_000400
    • APIOLE [VANDF]
    • APIOLUM [HPUS]
    • Spectrum2_000419
    • Spectrum3_001283
    • Spectrum4_001643
    • Spectrum5_001718
    • 4,7-dimethoxy-5-prop-2-enyl-1,3-benzodioxole
    • BSPBio_002885
    • KBioGR_002105
    • KBioSS_000880
    • SPECTRUM390001
    • SCHEMBL497412
    • SPBio_000378
    • APIOLE (PARSLEY) [MI]
    • CHEMBL1560118
    • DTXSID4041236
    • KBio2_000880
    • KBio2_003448
    • KBio2_006016
    • KBio3_002105
    • CCG-39582
    • MFCD00047270
    • MSK179657
    • STK664284
    • 1-Allyl-2,4-(methylenedioxy)benzene
    • AKOS003398564
    • 1, 4,7-dimethoxy-5-(2-propenyl)-
    • ApiolineApiole (parsley); Parsley apiole
    • NCGC00094551-01
    • NCGC00094551-02
    • NCGC00094551-03
    • FS-10667
    • 5-allyl-4,7-dimethoxy-benzo-1,3-dioxole
    • Benzene,5-dimethoxy-3,4-(methylenedioxy)-
    • DB-052116
    • HY-135217
    • 5-Allyl-4,7-dimethoxy-1,3-benzodioxole #
    • CS-0109902
    • NS00032497
    • WLN: T56 BO DO CHJ FO1 H2U1 IO1
    • G88932
    • Apioline; Apiol; Parsley apiole; Parsley camphor
    • SR-05000002460
    • SR-05000002460-1
    • 1-Allyl-2,5-dimethoxy-3, 4-(methylenedioxy)benzene
    • 1-Allyl-2,5-dimethoxy-3,4-(methylenedioxy)-Benzene
    • 4,7-dimethoxy-5-(prop-2-en-1-yl)-1,3-benzodioxole
    • Q21071561
    • 4,7-Dimethoxy-5-(2-propenyl)-1,3-benzodioxole, 9CI

  • Applications

    Apiole (parsley), CAS 523-80-8, is a herb-derived aromatic compound primarily used as an odorant and flavor component in several industrial applications. In perfumery and cosmetics, it can serve as a fragrance ingredient contributing herbaceous, fresh notes; in flavor and food-processing contexts it may be used as a component of aroma formulations where permitted; in household cleaning products it can be employed to impart a characteristic parsley-like scent. It is also valued as an aromatic building block or intermediate in the synthesis of fragrance materials for industrial manufacturing, including coatings and inks where fragrance inputs are desired. These uses are typically subject to local regulations and formulation limits.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 71.91
    methanol 97.29
    isopropanol 51.42
    water 1.01
    ethyl acetate 138.02
    n-propanol 56.67
    acetone 176.96
    n-butanol 57.28
    acetonitrile 137.74
    DMF 248.67
    toluene 44.33
    isobutanol 44.37
    1,4-dioxane 218.81
    methyl acetate 154.65
    THF 261.28
    2-butanone 103.58
    n-pentanol 47.19
    sec-butanol 46.61
    n-hexane 2.77
    ethylene glycol 95.46
    NMP 220.31
    cyclohexane 11.71
    DMSO 240.13
    n-butyl acetate 85.0
    n-octanol 40.08
    chloroform 393.88
    n-propyl acetate 90.68
    acetic acid 227.37
    dichloromethane 397.43
    cyclohexanone 177.82
    propylene glycol 53.04
    isopropyl acetate 83.53
    DMAc 170.86
    2-ethoxyethanol 146.08
    isopentanol 54.71
    n-heptane 5.2
    ethyl formate 144.24
    1,2-dichloroethane 264.31
    n-hexanol 57.35
    2-methoxyethanol 242.9
    isobutyl acetate 63.74
    tetrachloromethane 73.6
    n-pentyl acetate 67.73
    transcutol 196.56
    n-heptanol 42.33
    ethylbenzene 30.95
    MIBK 64.96
    2-propoxyethanol 141.45
    tert-butanol 70.87
    MTBE 51.67
    2-butoxyethanol 100.56
    propionic acid 105.43
    o-xylene 40.04
    formic acid 127.07
    diethyl ether 59.43
    m-xylene 36.7
    p-xylene 44.03
    chlorobenzene 133.51
    dimethyl carbonate 129.79
    n-octane 4.19
    formamide 180.89
    cyclopentanone 235.2
    2-pentanone 88.83
    anisole 88.18
    cyclopentyl methyl ether 97.39
    gamma-butyrolactone 321.52
    1-methoxy-2-propanol 134.46
    pyridine 185.41
    3-pentanone 74.44
    furfural 338.17
    n-dodecane 5.7
    diethylene glycol 201.66
    diisopropyl ether 22.28
    tert-amyl alcohol 57.09
    acetylacetone 163.13
    n-hexadecane 6.52
    acetophenone 106.53
    methyl propionate 124.06
    isopentyl acetate 80.97
    trichloroethylene 481.87
    n-nonanol 37.91
    cyclohexanol 83.15
    benzyl alcohol 98.54
    2-ethylhexanol 43.24
    isooctanol 38.69
    dipropyl ether 34.65
    1,2-dichlorobenzene 143.18
    ethyl lactate 75.53
    propylene carbonate 203.28
    n-methylformamide 161.74
    2-pentanol 37.86
    n-pentane 3.44
    1-propoxy-2-propanol 81.38
    1-methoxy-2-propyl acetate 102.24
    2-(2-methoxypropoxy) propanol 87.23
    mesitylene 26.73
    ε-caprolactone 174.82
    p-cymene 30.48
    epichlorohydrin 347.07
    1,1,1-trichloroethane 211.93
    2-aminoethanol 83.01
    morpholine-4-carbaldehyde 240.89
    sulfolane 302.31
    2,2,4-trimethylpentane 4.88
    2-methyltetrahydrofuran 144.37
    n-hexyl acetate 80.05
    isooctane 3.86
    2-(2-butoxyethoxy)ethanol 106.6
    sec-butyl acetate 59.99
    tert-butyl acetate 83.81
    decalin 9.08
    glycerin 134.53
    diglyme 216.84
    acrylic acid 146.47
    isopropyl myristate 38.65
    n-butyric acid 136.25
    acetyl acetate 145.25
    di(2-ethylhexyl) phthalate 53.87
    ethyl propionate 80.79
    nitromethane 343.93
    1,2-diethoxyethane 71.36
    benzonitrile 137.64
    trioctyl phosphate 40.84
    1-bromopropane 77.05
    gamma-valerolactone 284.2
    n-decanol 30.82
    triethyl phosphate 57.39
    4-methyl-2-pentanol 30.64
    propionitrile 92.93
    vinylene carbonate 220.43
    1,1,2-trichlorotrifluoroethane 300.81
    DMS 106.39
    cumene 27.59
    2-octanol 28.83
    2-hexanone 70.87
    octyl acetate 49.34
    limonene 37.4
    1,2-dimethoxyethane 197.73
    ethyl orthosilicate 51.87
    tributyl phosphate 46.27
    diacetone alcohol 102.94
    N,N-dimethylaniline 59.72
    acrylonitrile 158.28
    aniline 90.87
    1,3-propanediol 120.48
    bromobenzene 130.18
    dibromomethane 229.13
    1,1,2,2-tetrachloroethane 337.23
    2-methyl-cyclohexyl acetate 75.6
    tetrabutyl urea 57.51
    diisobutyl methanol 29.62
    2-phenylethanol 95.84
    styrene 40.6
    dioctyl adipate 62.14
    dimethyl sulfate 172.89
    ethyl butyrate 71.24
    methyl lactate 106.25
    butyl lactate 62.54
    diethyl carbonate 68.43
    propanediol butyl ether 80.84
    triethyl orthoformate 58.4
    p-tert-butyltoluene 28.7
    methyl 4-tert-butylbenzoate 95.57
    morpholine 199.65
    tert-butylamine 39.27
    n-dodecanol 25.7
    dimethoxymethane 203.41
    ethylene carbonate 181.79
    cyrene 125.95
    2-ethoxyethyl acetate 96.68
    2-ethylhexyl acetate 66.85
    1,2,4-trichlorobenzene 161.94
    4-methylpyridine 141.39
    dibutyl ether 35.15
    2,6-dimethyl-4-heptanol 29.62
    DEF 116.22
    dimethyl isosorbide 151.57
    tetrachloroethylene 271.58
    eugenol 99.16
    triacetin 100.94
    span 80 69.5
    1,4-butanediol 63.99
    1,1-dichloroethane 182.03
    2-methyl-1-pentanol 49.41
    methyl formate 202.65
    2-methyl-1-butanol 48.32
    n-decane 7.5
    butyronitrile 86.45
    3,7-dimethyl-1-octanol 39.68
    1-chlorooctane 32.19
    1-chlorotetradecane 17.13
    n-nonane 6.35
    undecane 6.37
    tert-butylcyclohexane 7.36
    cyclooctane 4.8
    cyclopentanol 92.85
    tetrahydropyran 130.59
    tert-amyl methyl ether 43.66
    2,5,8-trioxanonane 142.75
    1-hexene 11.68
    2-isopropoxyethanol 98.23
    2,2,2-trifluoroethanol 154.03
    methyl butyrate 103.95

    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
Cubeb 1 8007-87-2 Piper cubeba L., fam. Piperaceae 0.3%
Dill herb (Finland) 2 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 3.1%
Dill herb (Finland) 3 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 0.6%
Dill herb (Finland) 1 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 4.2%
Narcissus tazetta absolute 2 8023-75-4 Narcissus tazetta L., fam. Amaryllidaceae 0.1%
Parsley absolute (Egypt) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.24%
Parsley herb (Egypt) 1 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.32%
Parsley seed 1 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 15.5%
Parsley seed (Egypt) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 36.3%
Peperomia rotundifolia Peperomia rotundifolia (L.) Kth. 0.2%
Sassafras 1 8006-80-2 Sassafras albidum (Nutt.) Nees, fam. Lauraceae 0.1%
Seafennel 89997-98-8 Crithmum maritimum L., fam. Apiaceae (Umbelliferae) 0.01%
Parsley seed (Korea) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.07%
Parsley leaf (Korea) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (C. sativum Hoffm.), fam. Apiaceae 0.06%
Celery leaf/stem (Libya) 8015-90-5 Apium graveolens L., fam. Apiaceae (Umbelliferae) 23.2%
Parsley leaf (Tasmania) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 7.48%
Parsley leaf (Turkey) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 5.5%
Parsley leaf (Yugoslavia) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 1.4%
Parsley 1c seed 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 17.07%
Parsley 1b leaf 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.07%
Parsley 1a herb 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 1.66%
Parsley seed (France) 1a 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 33.3%
Parsley seed (France), Giant Italian Petroselinum hortense Hoffm., fam. Apiaceae (Umbelliferae) 47.5%
Parsley seed (France) 1b 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.8%
Parsley seed 2 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 39.69%
Parsley leaf (Germany), 1b (smooth leaf) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.1%
Parsley leaf (Germany), 1a (curly leaf) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 1.5%
Orthodon calveriei (Vietnam) Orthodon calveriei Level. (Mosla calveriei), fam. Lamiaceae (Labiatae) 0.8%
Geum montanum root Geum montanum L., fam. Rosaceae 0.56%
Fennel, bitter, seedling (France) 8006-84-6 Foeniculum vulgare Miller, var. vulgare DC, fam. Apiaceae (Umbelliferae) 2.0%
Boronia megastigma 91771-36-7 Boronia megastigma Nees., fam. Rutaceae 0.01%
Dill seed (China) 8006-75-5 Anethum graveolens L., fam. Apiaceae (Umbelliferae) 4.16%
Parsley herb (Cuba) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 14.4%
Cubeb 2 8007-87-2 Piper cubeba L., fam. Piperaceae 0.15%
Kohlrabi, green (seed) Brassica oleraceae var. gongylodes, fam. Brassicaceae (Cruciferae) 0.05%
Acacia caven flower Acacia caven (Mol.) Mol., fam. Mimosaceae (Leguminosae) 1.8%
Cymbopogon validus (Zimbabwe) Cymbopogon validus (Stapf) Stapf ex Burtt Davy, fam. Poaceae (Gramineae) 0.7%