trans-2,3,4-Trimethoxycinnamic acid

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  • Identifiers

    CAS number
    33130-03-9

    Molecular formula
    C12H14O5

    SMILES
    COC1=C(C(=C(C=C1)/C=C/C(=O)O)OC)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Vanilla 53.51%
    Sweet 48.48%
    Spicy 45.54%
    Balsamic 43.71%
    Creamy 35.45%
    Phenolic 32.42%
    Caramellic 32.23%
    Powdery 31.48%
    Milky 29.67%
    Odorless 29.55%

     

    Flavor
    Odorless 33.19%
    Faint 22.08%
    Fruity 21.9%
    Woody 20.63%
    Powdery 20.59%
    Spice 20.49%
    Sweet 20.45%
    Bland 20.2%
    Caramel 20.18%
    Parsley 19.98%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    6.65 (neutral)

    Molecular weight
    238.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    397°C

    Flash point

    • 167.84 ˚C est.

  • Synonyms

    • trans-2,3,4-Trimethoxycinnamic acid
    • EINECS 251-388-5
    • RefChem:898724
    • 251-388-5
    • 33130-03-9
    • 2,3,4-Trimethoxycinnamic acid
    • 116406-19-0
    • 3-(2,3,4-Trimethoxyphenyl)acrylic Acid
    • trans-3-(2,3,4-Trimethoxyphenyl)-2-propenoic acid
    • (2E)-3-(2,3,4-trimethoxyphenyl)prop-2-enoic acid
    • MFCD00014376
    • (E)-3-(2,3,4-trimethoxyphenyl)prop-2-enoic acid
    • (E)-3-(2,3,4-trimethoxyphenyl)acrylic acid
    • trans-2,3,4-Trimethoxycinnamic
    • 3-(2,3,4-trimethoxyphenyl)propenoic Acid
    • Trans-2, 3, 4-Trimethoxycinnamate
    • 2-Propenoic acid, 3-(2,3,4-trimethoxyphenyl)-
    • (2E)-3-(2,3,4-Trimethoxyphenyl)-2-propenoic acid
    • 2-propenoic acid, 3-(2,3,4-trimethoxyphenyl)-, (2E)-
    • 2-Propenoic acid,3-(2,3,4-trimethoxyphenyl)-
    • (2E)-3-(2,3,4-TRIMETHOXYPHENYL)ACRYLIC ACID
    • SCHEMBL285231
    • SCHEMBL30560976
    • CHEBI:166597
    • ALBB-021133
    • BB_NC-02253
    • REA40619
    • BBL027804
    • SBB005874
    • STK698033
    • AKOS000145321
    • AC-8471
    • CS-W009486
    • FT40160
    • MS-8958
    • -3(2,3,4-trimethoxyphenyl)acrylic acid
    • AC-11307
    • LS-14076
    • SY049599
    • (2E)-3-(2,3,4-Trimethoxyphenyl)acrylate
    • 3-(2,3,4-trimethoxyphenyl)-2-Propenoate
    • ST4144315
    • (E)-3-(2,3,4-trimethoxyphenyl)acrylicacid
    • NS00060390
    • T2016
    • EN300-1457067
    • EN300-1856238
    • (2E)-3-(2,3,4-Trimethoxyphenyl)-2-propenoate
    • 130T039
    • F011242
    • (2E)-3-(2,3,4-Trimethoxyphenyl)-2-propenoic acid #
    • 33130-03-9

  • Applications

    trans-2,3,4-Trimethoxycinnamic acid (CAS 33130-03-9) is a useful building block in the synthesis of aromatic fragrance and flavor compounds, commonly used as an intermediate to prepare cinnamate derivatives for perfumery and flavor applications. It also provides a convenient core for the synthesis of cinnamate derivatives used in polymers and materials, including monomers for plastics and UV-curable coatings. In cosmetics and personal care, it may be studied as a fragrance ingredient or as an intermediate for formulating scented products. In the field of materials and printing, it can serve as a feedstock to develop cinnamate-based monomers for coatings, inks, and UV-curable systems. Additionally, as a general organic building block, it can be pursued as an intermediate for more complex pharmaceutical compounds under appropriate regulation.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 37.02
    methanol 56.53
    isopropanol 20.05
    water 0.49
    ethyl acetate 55.95
    n-propanol 23.7
    acetone 106.38
    n-butanol 18.87
    acetonitrile 57.07
    DMF 249.09
    toluene 7.38
    isobutanol 15.63
    1,4-dioxane 93.75
    methyl acetate 60.35
    THF 147.72
    2-butanone 54.92
    n-pentanol 22.4
    sec-butanol 18.63
    n-hexane 2.0
    ethylene glycol 50.71
    NMP 159.21
    cyclohexane 2.73
    DMSO 452.03
    n-butyl acetate 38.98
    n-octanol 17.13
    chloroform 85.03
    n-propyl acetate 45.87
    acetic acid 78.58
    dichloromethane 131.71
    cyclohexanone 77.92
    propylene glycol 23.2
    isopropyl acetate 29.6
    DMAc 167.82
    2-ethoxyethanol 103.54
    isopentanol 18.19
    n-heptane 2.7
    ethyl formate 61.87
    1,2-dichloroethane 106.69
    n-hexanol 24.98
    2-methoxyethanol 149.16
    isobutyl acetate 24.92
    tetrachloromethane 15.93
    n-pentyl acetate 28.5
    transcutol 81.08
    n-heptanol 16.71
    ethylbenzene 10.9
    MIBK 29.72
    2-propoxyethanol 73.45
    tert-butanol 36.36
    MTBE 25.23
    2-butoxyethanol 41.61
    propionic acid 45.14
    o-xylene 12.39
    formic acid 65.95
    diethyl ether 31.59
    m-xylene 9.63
    p-xylene 13.97
    chlorobenzene 24.81
    dimethyl carbonate 54.73
    n-octane 1.9
    formamide 120.32
    cyclopentanone 125.33
    2-pentanone 46.08
    anisole 36.02
    cyclopentyl methyl ether 44.75
    gamma-butyrolactone 185.95
    1-methoxy-2-propanol 84.22
    pyridine 47.47
    3-pentanone 37.64
    furfural 144.52
    n-dodecane 1.95
    diethylene glycol 104.2
    diisopropyl ether 9.43
    tert-amyl alcohol 29.19
    acetylacetone 79.95
    n-hexadecane 2.23
    acetophenone 49.18
    methyl propionate 61.7
    isopentyl acetate 33.87
    trichloroethylene 147.6
    n-nonanol 16.51
    cyclohexanol 23.46
    benzyl alcohol 37.4
    2-ethylhexanol 19.31
    isooctanol 15.25
    dipropyl ether 21.75
    1,2-dichlorobenzene 34.85
    ethyl lactate 41.69
    propylene carbonate 83.96
    n-methylformamide 124.34
    2-pentanol 12.96
    n-pentane 1.56
    1-propoxy-2-propanol 48.21
    1-methoxy-2-propyl acetate 52.88
    2-(2-methoxypropoxy) propanol 41.02
    mesitylene 8.45
    ε-caprolactone 78.59
    p-cymene 12.18
    epichlorohydrin 173.25
    1,1,1-trichloroethane 51.9
    2-aminoethanol 42.77
    morpholine-4-carbaldehyde 152.82
    sulfolane 270.56
    2,2,4-trimethylpentane 1.75
    2-methyltetrahydrofuran 70.84
    n-hexyl acetate 33.33
    isooctane 1.25
    2-(2-butoxyethoxy)ethanol 47.12
    sec-butyl acetate 24.19
    tert-butyl acetate 37.77
    decalin 3.31
    glycerin 62.42
    diglyme 103.36
    acrylic acid 52.69
    isopropyl myristate 14.86
    n-butyric acid 44.2
    acetyl acetate 37.56
    di(2-ethylhexyl) phthalate 20.06
    ethyl propionate 39.66
    nitromethane 179.01
    1,2-diethoxyethane 37.59
    benzonitrile 37.03
    trioctyl phosphate 16.33
    1-bromopropane 28.67
    gamma-valerolactone 146.05
    n-decanol 13.34
    triethyl phosphate 30.17
    4-methyl-2-pentanol 10.9
    propionitrile 34.45
    vinylene carbonate 80.29
    1,1,2-trichlorotrifluoroethane 137.69
    DMS 45.35
    cumene 10.76
    2-octanol 12.41
    2-hexanone 40.22
    octyl acetate 21.11
    limonene 16.74
    1,2-dimethoxyethane 150.45
    ethyl orthosilicate 25.87
    tributyl phosphate 19.01
    diacetone alcohol 58.85
    N,N-dimethylaniline 30.39
    acrylonitrile 56.92
    aniline 22.1
    1,3-propanediol 50.4
    bromobenzene 21.56
    dibromomethane 76.83
    1,1,2,2-tetrachloroethane 117.04
    2-methyl-cyclohexyl acetate 34.28
    tetrabutyl urea 27.47
    diisobutyl methanol 12.73
    2-phenylethanol 35.2
    styrene 11.89
    dioctyl adipate 26.33
    dimethyl sulfate 114.31
    ethyl butyrate 33.97
    methyl lactate 56.4
    butyl lactate 26.89
    diethyl carbonate 29.98
    propanediol butyl ether 35.97
    triethyl orthoformate 28.38
    p-tert-butyltoluene 11.59
    methyl 4-tert-butylbenzoate 42.54
    morpholine 98.77
    tert-butylamine 16.39
    n-dodecanol 10.84
    dimethoxymethane 149.11
    ethylene carbonate 64.5
    cyrene 66.47
    2-ethoxyethyl acetate 41.61
    2-ethylhexyl acetate 27.15
    1,2,4-trichlorobenzene 40.46
    4-methylpyridine 42.87
    dibutyl ether 16.99
    2,6-dimethyl-4-heptanol 12.73
    DEF 78.78
    dimethyl isosorbide 76.73
    tetrachloroethylene 86.61
    eugenol 44.39
    triacetin 43.02
    span 80 31.26
    1,4-butanediol 32.5
    1,1-dichloroethane 51.48
    2-methyl-1-pentanol 21.44
    methyl formate 128.22
    2-methyl-1-butanol 16.87
    n-decane 2.96
    butyronitrile 30.59
    3,7-dimethyl-1-octanol 15.09
    1-chlorooctane 12.57
    1-chlorotetradecane 6.17
    n-nonane 2.67
    undecane 2.37
    tert-butylcyclohexane 2.8
    cyclooctane 1.51
    cyclopentanol 34.38
    tetrahydropyran 46.17
    tert-amyl methyl ether 23.72
    2,5,8-trioxanonane 71.09
    1-hexene 7.2
    2-isopropoxyethanol 57.11
    2,2,2-trifluoroethanol 56.38
    methyl butyrate 58.49

    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