Piperonal

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  • Identifiers

    CAS number
    120-57-0

    Molecular formula
    C8H6O3

    SMILES
    C1OC2=C(O1)C=C(C=C2)C=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 90.55%
    Floral 74.37%
    Vanilla 69.37%
    Spicy 65.01%
    Powdery 57.9%
    Coumarinic 53.2%
    Cinnamon 51.52%
    Creamy 47.37%
    Cherry 46.92%
    Hay 42.79%

     

    Flavor
    Sweet 90.45%
    Bitter 72.93%
    Vanilla 62.82%
    Tonka 47.57%
    Powdery 47.22%
    Almond 45.19%
    Coconut 45.12%
    Woody 44.61%
    Creamy 44.42%
    Hawthorn 40.46%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    5.87 (weak acid)

    Molecular weight
    150.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 99 °F (NTP, 1992)
    • 37 °C
    • MP: 35.5-37 °C

    Boiling point

    • 505 °F at 760 mmHg (NTP, 1992)
    • 263 °C
    • BP: 88 °C at 0.5 mm Hg
    • 263.00 to 265.00 °C. @ 760.00 mm Hg

    Flash point

    • 126.07 ˚C est.

    Solubility expt.

    • Slightly soluble (NTP, 1992)
    • In water, 3.5X10+3 mg/L at 20 °C
    • Soluble in 500 parts water
    • Slightly soluble in water
    • Very soluble in ethanol; miscible with ethyl ether; soluble in acetone, chloroform
    • Slightly soluble in glycerol
    • 3.5 mg/mL at 20 °C
    • slightly soluble in water; soluble in organic solvents, oils
    • freely soluble (in ethanol)

  • Synonyms

    • PIPERONAL
    • 120-57-0
    • Heliotropine
    • Piperonyl aldehyde
    • Heliotropin
    • 1,3-Benzodioxole-5-carbaldehyde
    • Piperonaldehyde
    • Piperonylaldehyde
    • 3,4-Methylenedioxybenzaldehyde
    • Geliotropin
    • 1,3-Benzodioxole-5-carboxaldehyde
    • 3,4-(Methylenedioxy)benzaldehyde
    • 5-Formyl-1,3-benzodioxole
    • Protocatechuic aldehyde methylene ether
    • 3,4-Bis(methylenedioxy)benzaldehyde
    • 3,4-Dihydroxybenzaldehyde methylene ketal
    • Dioxymethylene-protocatechuic aldehyde
    • 3,4-Dimethylenedioxybenzaldehyde
    • Heliotropin (natural)
    • 3,4-Methylene-dihydroxybenzaldehyde
    • FEMA No. 2911
    • Benzo[D][1,3]Dioxole-5-Carbaldehyde
    • Dioxymethylene protocatechuic aldehyde
    • NSC 26826
    • Benzaldehyde, 3,4-(methylenedioxy)-
    • CCRIS 5928
    • HSDB 581
    • EINECS 204-409-7
    • UNII-KE109YAK00
    • CHEBI:8240
    • KE109YAK00
    • DTXSID7025924
    • AI3-01198
    • NSC-26826
    • 2H-1,3-Benzodioxole-5-Carbaldehyde
    • DTXCID505924
    • 3,4-methylenedioxy-benzaldehyde
    • EC 204-409-7
    • 3,4-METHYLEN-DIOXY-BENZALDEHYDE
    • 1,3-BENZODIOXOLE-6-CARBOXALDEHYDE
    • DIOXYMETHYLENEPROTOCATECHUIC ALDEHYDE
    • benzo[1,3]dioxole-5-carbaldehyde
    • PIPERONAL (MART.)
    • PIPERONAL [MART.]
    • Piperonal DRUG PRECURSOR
    • 2H-BENZO(3,4-D)-1,3-DIOXOLAN-5-YLFORMALDEHYDE
    • 5-Formylbenzodioxole
    • heliotrin
    • Piperonale
    • Piperanal
    • Blue P
    • Piperonal, 8CI
    • Piperonal, 99%
    • PIPERONAL [FCC]
    • Heliotropine (piperonal)
    • PIPERONAL [MI]
    • PIPERONAL [FHFI]
    • PIPERONAL [HSDB]
    • 4-methylenedioxybenzaldehyde
    • PIPERONAL [WHO-DD]
    • SCHEMBL29318
    • Piperonal, analytical standard
    • 3,4-Methylendioxy-benzaldehyde
    • Piperonal crystals (Synthetic)
    • CHEMBL271663
    • 3,4 -methylenedioxybenzaldehyde
    • 3,4-methylene-dioxybenzaldehyde
    • 3,4-methylenedioxy benzaldehyde
    • 1,3-benzodioxol-5-carbaldehyde
    • Piperonal, natural, 98%, FG
    • FEMA 2911
    • Benzaldehyde,4-(methylenedioxy)-
    • benzo[1,3]dioxol-5-carbaldehyde
    • 3,4-methylenedihydroxybenzaldehyde
    • 3,4-(methylenedioxy)-benzaldehyde
    • BDBM153298
    • benzo-1,3-dioxole-5-carbaldehyde
    • Piperonal, >=99%, FCC, FG
    • WLN: T56 BO DO CHJ GVH
    • 3, 4-(Methylenedioxy)benzaldehyde
    • NSC26826
    • 1,3-Benzodioxole-5-carbaldehyde #
    • benzo[1,3]dioxole-5-carboxaldehyde
    • Tox21_200120
    • 5-FORMYL-1,3-BENZODIOXOLANE
    • BBL007668
    • MFCD00005828
    • STK188426
    • 3, 4-Bis(methylenedioxy)benzaldehyde
    • AKOS002662846
    • FP44782
    • NCGC00091137-01
    • NCGC00091137-02
    • NCGC00257674-01
    • 1,3-Benzodioxole-5-carboxaldehyde, 9CI
    • AC-11587
    • benzo[d]-1,3-dioxolane-5-carboxaldehyde
    • CAS-120-57-0
    • 3,4-Methylenedioxybenzaldehyde (Piperonal)
    • DB-021956
    • Heliotropin;3,4-(Methylenedioxy)benzaldehyde
    • NS00001813
    • P0456
    • PIPERONAL (CONSTITUENT OF BLACK PEPPER)
    • Q418985
    • PIPERONAL (CONSTITUENT OF BLACK PEPPER) [DSC]
    • InChI=1/C8H6O3/c9-4-6-1-2-7-8(3-6)11-5-10-7/h1-4H,5H
    • 204-409-7
    • 5XC

  • Applications

    Piperonal (CAS 120-57-0), also known as heliotropin, is a sweet vanilla-heliotrope scented ingredient widely used in fine fragrances, perfumed soaps, detergents, cosmetics, scented candles, flavored tobacco, and as a flavor additive in foods, beverages and chewing gum; additionally it serves as a key intermediate for the synthesis of pharmaceuticals (such as Parkinson’s drug L-DOPA), insecticides, mosquito repellents, fragrance fixatives, odor enhancers in plastics and resins, and as a tracer compound in olfactory and materials science research.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 53.89
    methanol 84.53
    isopropanol 39.83
    water 11.49
    ethyl acetate 161.01
    n-propanol 37.75
    acetone 232.04
    n-butanol 31.59
    acetonitrile 266.78
    DMF 365.58
    toluene 27.59
    isobutanol 30.47
    1,4-dioxane 224.75
    methyl acetate 215.27
    THF 214.3
    2-butanone 147.99
    n-pentanol 32.96
    sec-butanol 36.7
    n-hexane 1.82
    ethylene glycol 74.87
    NMP 251.96
    cyclohexane 2.98
    DMSO 393.0
    n-butyl acetate 53.62
    n-octanol 27.48
    chloroform 138.4
    n-propyl acetate 118.63
    acetic acid 183.48
    dichloromethane 237.15
    cyclohexanone 123.59
    propylene glycol 35.4
    isopropyl acetate 106.93
    DMAc 305.49
    2-ethoxyethanol 165.94
    isopentanol 38.18
    n-heptane 4.4
    ethyl formate 98.71
    1,2-dichloroethane 154.69
    n-hexanol 29.07
    2-methoxyethanol 210.47
    isobutyl acetate 59.61
    tetrachloromethane 22.73
    n-pentyl acetate 37.56
    transcutol 390.3
    n-heptanol 22.36
    ethylbenzene 22.57
    MIBK 75.0
    2-propoxyethanol 98.67
    tert-butanol 75.77
    MTBE 59.8
    2-butoxyethanol 68.35
    propionic acid 93.72
    o-xylene 28.45
    formic acid 167.34
    diethyl ether 70.37
    m-xylene 28.68
    p-xylene 32.89
    chlorobenzene 53.56
    dimethyl carbonate 117.67
    n-octane 2.84
    formamide 397.79
    cyclopentanone 215.8
    2-pentanone 103.76
    anisole 100.65
    cyclopentyl methyl ether 82.31
    gamma-butyrolactone 294.86
    1-methoxy-2-propanol 125.36
    pyridine 162.79
    3-pentanone 92.2
    furfural 255.93
    n-dodecane 3.65
    diethylene glycol 140.05
    diisopropyl ether 27.96
    tert-amyl alcohol 55.88
    acetylacetone 203.99
    n-hexadecane 4.12
    acetophenone 112.89
    methyl propionate 133.86
    isopentyl acetate 51.4
    trichloroethylene 271.13
    n-nonanol 26.45
    cyclohexanol 35.48
    benzyl alcohol 70.47
    2-ethylhexanol 24.74
    isooctanol 22.35
    dipropyl ether 35.1
    1,2-dichlorobenzene 61.91
    ethyl lactate 66.96
    propylene carbonate 136.84
    n-methylformamide 230.46
    2-pentanol 29.11
    n-pentane 2.02
    1-propoxy-2-propanol 60.35
    1-methoxy-2-propyl acetate 85.84
    2-(2-methoxypropoxy) propanol 94.77
    mesitylene 21.46
    ε-caprolactone 120.79
    p-cymene 19.72
    epichlorohydrin 327.12
    1,1,1-trichloroethane 99.56
    2-aminoethanol 67.84
    morpholine-4-carbaldehyde 325.14
    sulfolane 268.35
    2,2,4-trimethylpentane 2.65
    2-methyltetrahydrofuran 129.94
    n-hexyl acetate 55.88
    isooctane 2.57
    2-(2-butoxyethoxy)ethanol 113.6
    sec-butyl acetate 76.59
    tert-butyl acetate 100.47
    decalin 4.0
    glycerin 96.72
    diglyme 253.17
    acrylic acid 112.66
    isopropyl myristate 30.6
    n-butyric acid 85.34
    acetyl acetate 137.93
    di(2-ethylhexyl) phthalate 30.99
    ethyl propionate 104.55
    nitromethane 638.35
    1,2-diethoxyethane 91.72
    benzonitrile 89.91
    trioctyl phosphate 22.84
    1-bromopropane 38.62
    gamma-valerolactone 256.46
    n-decanol 21.83
    triethyl phosphate 42.38
    4-methyl-2-pentanol 25.94
    propionitrile 114.45
    vinylene carbonate 131.03
    1,1,2-trichlorotrifluoroethane 194.47
    DMS 92.4
    cumene 19.29
    2-octanol 17.75
    2-hexanone 83.63
    octyl acetate 35.57
    limonene 22.99
    1,2-dimethoxyethane 234.33
    ethyl orthosilicate 36.28
    tributyl phosphate 29.66
    diacetone alcohol 117.61
    N,N-dimethylaniline 65.5
    acrylonitrile 201.67
    aniline 58.7
    1,3-propanediol 81.75
    bromobenzene 48.6
    dibromomethane 93.73
    1,1,2,2-tetrachloroethane 150.88
    2-methyl-cyclohexyl acetate 47.99
    tetrabutyl urea 39.27
    diisobutyl methanol 21.23
    2-phenylethanol 53.25
    styrene 30.67
    dioctyl adipate 48.93
    dimethyl sulfate 189.69
    ethyl butyrate 66.84
    methyl lactate 83.28
    butyl lactate 36.45
    diethyl carbonate 55.77
    propanediol butyl ether 58.66
    triethyl orthoformate 47.66
    p-tert-butyltoluene 18.4
    methyl 4-tert-butylbenzoate 72.99
    morpholine 199.26
    tert-butylamine 33.63
    n-dodecanol 18.42
    dimethoxymethane 213.29
    ethylene carbonate 104.76
    cyrene 103.13
    2-ethoxyethyl acetate 78.12
    2-ethylhexyl acetate 39.64
    1,2,4-trichlorobenzene 74.18
    4-methylpyridine 115.41
    dibutyl ether 34.5
    2,6-dimethyl-4-heptanol 21.23
    DEF 155.72
    dimethyl isosorbide 147.75
    tetrachloroethylene 105.7
    eugenol 76.38
    triacetin 96.88
    span 80 55.96
    1,4-butanediol 46.52
    1,1-dichloroethane 106.01
    2-methyl-1-pentanol 35.43
    methyl formate 208.46
    2-methyl-1-butanol 31.72
    n-decane 4.93
    butyronitrile 75.19
    3,7-dimethyl-1-octanol 31.49
    1-chlorooctane 17.93
    1-chlorotetradecane 10.14
    n-nonane 4.31
    undecane 4.18
    tert-butylcyclohexane 3.94
    cyclooctane 1.95
    cyclopentanol 51.13
    tetrahydropyran 88.77
    tert-amyl methyl ether 49.45
    2,5,8-trioxanonane 178.74
    1-hexene 8.96
    2-isopropoxyethanol 112.57
    2,2,2-trifluoroethanol 145.64
    methyl butyrate 126.51

    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