(2E)-3-(3,4-dihydroxyphenyl)prop-2-enal

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  • Identifiers

    CAS number
    141632-15-7

    Molecular formula
    C9H8O3

    SMILES
    C1=CC(=C(C=C1/C=C/C=O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Spicy 60.26%
    Vanilla 49.47%
    Phenolic 41.37%
    Burnt 41.2%
    Caramellic 34.16%
    Sweet 33.91%
    Balsamic 32.22%
    Odorless 32.07%
    Smoky 29.56%
    Bitter 29.01%

     

    Flavor
    Bitter 51.47%
    Sweet 43.59%
    Cinnamon 37.51%
    Almond 34.81%
    Spicy 34.37%
    Vanilla 32.35%
    Phenolic 28.53%
    Woody 27.0%
    Balsam 26.17%
    Medical 25.18%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    9.59 (weak base)

    Molecular weight
    164.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    380°C

    Flash point

    • 167.9 ˚C est.

  • Synonyms

    • (2E)-3-(3,4-dihydroxyphenyl)prop-2-enal
    • (2E)-3-(3,4-Dihydroxyphenyl)-2-propenal
    • RefChem:396427
    • 872-858-1
    • Caffeic aldehyde
    • Caffeoyl Aldehyde
    • 141632-15-7
    • trans-caffeic aldehyde
    • 3,4-Dihydroxycinnamaldehyde
    • Caffeyl aldehyde
    • 2-Propenal, 3-(3,4-dihydroxyphenyl)-, (2E)-
    • 3-(3,4-dihydroxyphenyl)prop-2-enal
    • CHEMBL17291
    • (E)-3-(3,4-dihydroxyphenyl)prop-2-enal
    • 2A5UNB3LNK
    • 2-Propenal, 3-(3,4-dihydroxyphenyl)-
    • 2-Propenal, 3-(3,4-dihydroxyphenyl)-, (E)-
    • AC1NQZ7R
    • caffealdehyde
    • (E)-caffeyl aldehyde
    • (E)-3-(3,4-Dihydroxyphenyl)acrylaldehyde
    • UNII-2A5UNB3LNK
    • 68149-78-0
    • SCHEMBL563357
    • SCHEMBL563358
    • orb2695039
    • SCHEMBL30610040
    • CHEBI:28323
    • (E)-3,4-dihydroxycinnamaldehyde
    • trans-3,4-dihydroxycinnamaldehyde
    • DTXSID401032315
    • RFA63215
    • BDBM50240383
    • (E)-3-(3,4-Dihydroxy-phenyl)-propenal
    • (2E)-3-(3,4-dihydroxyphenyl)acrylaldehyde
    • CS-0225670
    • EN300-1246107
    • (E)-3-(3,4-Dihydroxyphenyl)-2-propenal; (2E)-3-(3,4-Dihydroxyphenyl)-2-propenal
    • 68149-78-0

  • Applications

    For the chemical (2E)-3-(3,4-dihydroxyphenyl)prop-2-enal (CAS 141632-15-7), real-world applications are typically centered on its role as a fragrance-related intermediate and building block, with potential use as an aroma precursor in perfumery and as a flavor precursor in specialized formulations; in cosmetics/personal care it is used as a fragrance ingredient in formulations; in household products it serves as a fragrance additive for cleaners and air fresheners; in polymers/plastics and coatings/inks it functions as a reactive aldehyde and a catechol-containing building block for resins, coatings, and crosslinking systems; in industrial manufacturing it is used as an intermediate in the synthesis of phenolic derivatives and dye-related chemistries; and it may be evaluated for use as a functional additive in other specialty formulations, subject to formulation limits and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 118.43
    methanol 151.91
    isopropanol 62.68
    water 0.95
    ethyl acetate 49.52
    n-propanol 59.21
    acetone 169.49
    n-butanol 39.84
    acetonitrile 35.81
    DMF 115.73
    toluene 8.31
    isobutanol 28.88
    1,4-dioxane 68.19
    methyl acetate 79.4
    THF 212.62
    2-butanone 95.81
    n-pentanol 35.29
    sec-butanol 47.37
    n-hexane 0.34
    ethylene glycol 53.67
    NMP 74.38
    cyclohexane 0.38
    DMSO 175.57
    n-butyl acetate 38.05
    n-octanol 23.02
    chloroform 2.07
    n-propyl acetate 41.64
    acetic acid 61.0
    dichloromethane 3.86
    cyclohexanone 38.51
    propylene glycol 36.39
    isopropyl acetate 34.67
    DMAc 170.53
    2-ethoxyethanol 121.57
    isopentanol 43.1
    n-heptane 1.97
    ethyl formate 29.89
    1,2-dichloroethane 8.84
    n-hexanol 40.68
    2-methoxyethanol 145.46
    isobutyl acetate 18.48
    tetrachloromethane 1.17
    n-pentyl acetate 23.59
    transcutol 223.67
    n-heptanol 25.43
    ethylbenzene 8.34
    MIBK 43.22
    2-propoxyethanol 85.67
    tert-butanol 134.61
    MTBE 61.04
    2-butoxyethanol 57.76
    propionic acid 45.2
    o-xylene 11.07
    formic acid 77.22
    diethyl ether 29.5
    m-xylene 10.37
    p-xylene 8.37
    chlorobenzene 4.88
    dimethyl carbonate 31.1
    n-octane 1.08
    formamide 197.93
    cyclopentanone 85.8
    2-pentanone 61.64
    anisole 37.33
    cyclopentyl methyl ether 40.3
    gamma-butyrolactone 109.78
    1-methoxy-2-propanol 90.98
    pyridine 28.4
    3-pentanone 31.42
    furfural 65.85
    n-dodecane 1.35
    diethylene glycol 91.2
    diisopropyl ether 12.46
    tert-amyl alcohol 90.41
    acetylacetone 65.17
    n-hexadecane 1.47
    acetophenone 37.4
    methyl propionate 47.53
    isopentyl acetate 35.68
    trichloroethylene 16.15
    n-nonanol 21.6
    cyclohexanol 20.23
    benzyl alcohol 32.45
    2-ethylhexanol 25.25
    isooctanol 21.93
    dipropyl ether 23.06
    1,2-dichlorobenzene 6.69
    ethyl lactate 29.49
    propylene carbonate 41.76
    n-methylformamide 88.95
    2-pentanol 32.24
    n-pentane 0.37
    1-propoxy-2-propanol 59.79
    1-methoxy-2-propyl acetate 52.66
    2-(2-methoxypropoxy) propanol 64.17
    mesitylene 8.07
    ε-caprolactone 44.2
    p-cymene 10.69
    epichlorohydrin 101.33
    1,1,1-trichloroethane 6.59
    2-aminoethanol 67.48
    morpholine-4-carbaldehyde 85.05
    sulfolane 105.68
    2,2,4-trimethylpentane 1.35
    2-methyltetrahydrofuran 86.4
    n-hexyl acetate 31.98
    isooctane 1.41
    2-(2-butoxyethoxy)ethanol 80.58
    sec-butyl acetate 29.43
    tert-butyl acetate 53.35
    decalin 1.2
    glycerin 64.47
    diglyme 133.52
    acrylic acid 40.58
    isopropyl myristate 17.52
    n-butyric acid 37.14
    acetyl acetate 25.13
    di(2-ethylhexyl) phthalate 17.34
    ethyl propionate 33.88
    nitromethane 131.36
    1,2-diethoxyethane 54.6
    benzonitrile 18.36
    trioctyl phosphate 14.6
    1-bromopropane 3.36
    gamma-valerolactone 82.38
    n-decanol 17.75
    triethyl phosphate 21.19
    4-methyl-2-pentanol 25.19
    propionitrile 27.83
    vinylene carbonate 27.91
    1,1,2-trichlorotrifluoroethane 58.48
    DMS 29.25
    cumene 8.0
    2-octanol 16.65
    2-hexanone 41.12
    octyl acetate 22.27
    limonene 13.52
    1,2-dimethoxyethane 123.48
    ethyl orthosilicate 19.29
    tributyl phosphate 15.74
    diacetone alcohol 92.15
    N,N-dimethylaniline 28.19
    acrylonitrile 37.52
    aniline 18.16
    1,3-propanediol 76.66
    bromobenzene 3.42
    dibromomethane 1.9
    1,1,2,2-tetrachloroethane 12.18
    2-methyl-cyclohexyl acetate 28.62
    tetrabutyl urea 25.51
    diisobutyl methanol 18.67
    2-phenylethanol 33.6
    styrene 7.93
    dioctyl adipate 26.13
    dimethyl sulfate 51.51
    ethyl butyrate 32.64
    methyl lactate 39.52
    butyl lactate 24.81
    diethyl carbonate 23.67
    propanediol butyl ether 49.04
    triethyl orthoformate 23.32
    p-tert-butyltoluene 11.13
    methyl 4-tert-butylbenzoate 42.75
    morpholine 88.85
    tert-butylamine 43.07
    n-dodecanol 14.13
    dimethoxymethane 93.97
    ethylene carbonate 21.98
    cyrene 56.91
    2-ethoxyethyl acetate 41.87
    2-ethylhexyl acetate 24.46
    1,2,4-trichlorobenzene 10.39
    4-methylpyridine 24.72
    dibutyl ether 19.06
    2,6-dimethyl-4-heptanol 18.67
    DEF 49.22
    dimethyl isosorbide 92.24
    tetrachloroethylene 8.95
    eugenol 42.18
    triacetin 38.08
    span 80 37.63
    1,4-butanediol 39.54
    1,1-dichloroethane 5.22
    2-methyl-1-pentanol 34.54
    methyl formate 68.78
    2-methyl-1-butanol 34.64
    n-decane 1.86
    butyronitrile 22.02
    3,7-dimethyl-1-octanol 22.3
    1-chlorooctane 7.82
    1-chlorotetradecane 4.18
    n-nonane 1.53
    undecane 1.58
    tert-butylcyclohexane 1.63
    cyclooctane 0.43
    cyclopentanol 30.83
    tetrahydropyran 35.33
    tert-amyl methyl ether 44.51
    2,5,8-trioxanonane 102.48
    1-hexene 2.76
    2-isopropoxyethanol 80.56
    2,2,2-trifluoroethanol 30.92
    methyl butyrate 42.61

    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