3',4'-Dimethoxycinnamic acid

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  • Identifiers

    CAS number
    2316-26-9

    Molecular formula
    C11H12O4

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Vanilla 60.5%
    Sweet 59.28%
    Balsamic 53.25%
    Spicy 51.29%
    Creamy 42.65%
    Powdery 37.31%
    Phenolic 36.89%
    Caramellic 35.65%
    Clove 31.83%
    Milky 31.63%

     

    Flavor
    Sweet 38.12%
    Odorless 32.62%
    Faint 27.09%
    Balsam 27.02%
    Powdery 25.25%
    Woody 23.79%
    Spice 23.39%
    Balsamic 22.84%
    Creamy 22.36%
    Vanilla 21.63%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    7.56 (neutral)

    Molecular weight
    208.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    358°C

    Flash point

    • 161.51 ˚C est.

  • Synonyms

    • 2316-26-9
    • 3',4'-dimethoxycinnamic acid
    • RefChem:1065386
    • 3-(3,4-dimethoxyphenyl)prop-2-enoic acid
    • 3-(3,4-dimethoxyphenyl)acrylic acid
    • Caffeic acid dimethyl ether
    • 3-(3,4-dimethoxy-phenyl)-acrylic acid
    • 2-Propenoic acid, 3-(3,4-dimethoxyphenyl)-
    • (E)-O-Methylferulic acid
    • 3,4-Dimethoxy cinnamic acid
    • 3,4-Dimethoxycinnamic acid; 3,4-Dimethoxyphenyl-2-propenoic acid; (E/Z)-Caffeic acid dimethyl ether
    • Spectrum_000356
    • SpecPlus_000705
    • Spectrum2_000412
    • Spectrum3_000256
    • Spectrum4_001551
    • SCHEMBL81318
    • KBioGR_002042
    • KBioSS_000836
    • DivK1c_006801
    • SCHEMBL562443
    • SPBio_000364
    • orb1303788
    • KBio1_001745
    • KBio2_000836
    • KBio2_003404
    • KBio2_005972
    • KBio3_001172
    • CHEBI:193396
    • 3,4-Dimethoxycinnamic acid (NIST)
    • AKOS017268657
    • 3-(3,4-Dimethoxy-phenyl)acrylic acid
    • 3-(3,4-dimethoxyphenyl)-acrylic acid
    • SY007353
    • 3-(3,4-dimethoxyphenyl)-2-propenic acid
    • DB-021921
    • NS00085552
    • 3 inverted exclamation marka,4 inverted exclamation marka-Dimethoxycinnamic Acid
    • 3-(3,4-Dimethoxyphenyl)-2-propenoic acid;(2e)-3-(3,4-dimethoxyphenyl)acrylic acid
    • 2316-26-9

  • Applications

    3',4'-Dimethoxycinnamic acid (CAS 2316-26-9) is principally used as a building block in organic synthesis. In industry, it is commonly employed as an intermediate to prepare more complex cinnamyl and styryl derivatives, which appear in routes to fragrance and cosmetic chemicals. It can serve as a precursor for fragrance materials or additives in perfumery and personal care products. It also functions as a starting material for applications in coatings, inks, and related dye or polymer-related work, benefiting from its aryl-prop-2-enoate framework. In research and process chemistry, it is encountered as a starting material for the synthesis of related pharmaceutical and agrochemical scaffolds, or as a scope for selective functionalization of the aryl ring.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 33.7
    methanol 46.91
    isopropanol 19.98
    water 0.46
    ethyl acetate 33.08
    n-propanol 20.18
    acetone 59.66
    n-butanol 15.75
    acetonitrile 23.84
    DMF 143.65
    toluene 6.78
    isobutanol 13.93
    1,4-dioxane 94.49
    methyl acetate 35.61
    THF 167.28
    2-butanone 36.45
    n-pentanol 20.9
    sec-butanol 20.64
    n-hexane 1.51
    ethylene glycol 35.27
    NMP 73.23
    cyclohexane 1.36
    DMSO 325.35
    n-butyl acetate 21.85
    n-octanol 16.04
    chloroform 46.19
    n-propyl acetate 26.77
    acetic acid 40.93
    dichloromethane 63.41
    cyclohexanone 44.25
    propylene glycol 26.76
    isopropyl acetate 18.55
    DMAc 131.78
    2-ethoxyethanol 90.67
    isopentanol 17.02
    n-heptane 2.23
    ethyl formate 30.01
    1,2-dichloroethane 51.58
    n-hexanol 24.08
    2-methoxyethanol 116.38
    isobutyl acetate 16.57
    tetrachloromethane 6.64
    n-pentyl acetate 16.31
    transcutol 79.69
    n-heptanol 15.83
    ethylbenzene 9.3
    MIBK 24.83
    2-propoxyethanol 66.35
    tert-butanol 70.87
    MTBE 26.79
    2-butoxyethanol 35.55
    propionic acid 26.0
    o-xylene 10.99
    formic acid 39.4
    diethyl ether 23.59
    m-xylene 9.17
    p-xylene 11.46
    chlorobenzene 13.35
    dimethyl carbonate 26.16
    n-octane 1.95
    formamide 76.95
    cyclopentanone 77.23
    2-pentanone 30.14
    anisole 30.41
    cyclopentyl methyl ether 36.88
    gamma-butyrolactone 93.48
    1-methoxy-2-propanol 74.72
    pyridine 32.55
    3-pentanone 22.04
    furfural 70.84
    n-dodecane 2.18
    diethylene glycol 84.33
    diisopropyl ether 8.28
    tert-amyl alcohol 40.37
    acetylacetone 44.15
    n-hexadecane 2.38
    acetophenone 32.6
    methyl propionate 39.46
    isopentyl acetate 21.9
    trichloroethylene 70.55
    n-nonanol 15.87
    cyclohexanol 19.75
    benzyl alcohol 29.51
    2-ethylhexanol 16.26
    isooctanol 14.02
    dipropyl ether 17.33
    1,2-dichlorobenzene 18.81
    ethyl lactate 26.93
    propylene carbonate 39.12
    n-methylformamide 65.01
    2-pentanol 13.62
    n-pentane 0.93
    1-propoxy-2-propanol 40.27
    1-methoxy-2-propyl acetate 34.43
    2-(2-methoxypropoxy) propanol 39.87
    mesitylene 7.83
    ε-caprolactone 43.24
    p-cymene 9.79
    epichlorohydrin 110.45
    1,1,1-trichloroethane 28.04
    2-aminoethanol 37.31
    morpholine-4-carbaldehyde 95.47
    sulfolane 134.08
    2,2,4-trimethylpentane 1.63
    2-methyltetrahydrofuran 60.13
    n-hexyl acetate 21.94
    isooctane 1.28
    2-(2-butoxyethoxy)ethanol 46.26
    sec-butyl acetate 16.44
    tert-butyl acetate 29.65
    decalin 2.59
    glycerin 57.15
    diglyme 81.29
    acrylic acid 25.63
    isopropyl myristate 12.16
    n-butyric acid 27.95
    acetyl acetate 18.57
    di(2-ethylhexyl) phthalate 14.88
    ethyl propionate 24.74
    nitromethane 87.62
    1,2-diethoxyethane 29.77
    benzonitrile 23.48
    trioctyl phosphate 11.94
    1-bromopropane 18.13
    gamma-valerolactone 87.66
    n-decanol 13.41
    triethyl phosphate 20.46
    4-methyl-2-pentanol 12.06
    propionitrile 23.26
    vinylene carbonate 36.68
    1,1,2-trichlorotrifluoroethane 80.77
    DMS 26.62
    cumene 9.39
    2-octanol 11.82
    2-hexanone 27.42
    octyl acetate 15.52
    limonene 12.39
    1,2-dimethoxyethane 120.51
    ethyl orthosilicate 18.6
    tributyl phosphate 14.01
    diacetone alcohol 51.14
    N,N-dimethylaniline 26.39
    acrylonitrile 32.99
    aniline 18.77
    1,3-propanediol 46.03
    bromobenzene 11.62
    dibromomethane 36.5
    1,1,2,2-tetrachloroethane 61.77
    2-methyl-cyclohexyl acetate 23.77
    tetrabutyl urea 21.21
    diisobutyl methanol 12.43
    2-phenylethanol 27.82
    styrene 9.95
    dioctyl adipate 19.29
    dimethyl sulfate 58.12
    ethyl butyrate 21.06
    methyl lactate 35.82
    butyl lactate 18.51
    diethyl carbonate 18.77
    propanediol butyl ether 30.2
    triethyl orthoformate 19.36
    p-tert-butyltoluene 9.56
    methyl 4-tert-butylbenzoate 31.87
    morpholine 97.92
    tert-butylamine 23.61
    n-dodecanol 11.42
    dimethoxymethane 105.64
    ethylene carbonate 30.38
    cyrene 47.52
    2-ethoxyethyl acetate 26.85
    2-ethylhexyl acetate 17.03
    1,2,4-trichlorobenzene 22.25
    4-methylpyridine 30.03
    dibutyl ether 15.51
    2,6-dimethyl-4-heptanol 12.43
    DEF 45.57
    dimethyl isosorbide 63.83
    tetrachloroethylene 36.52
    eugenol 35.07
    triacetin 27.06
    span 80 27.31
    1,4-butanediol 27.35
    1,1-dichloroethane 30.73
    2-methyl-1-pentanol 19.47
    methyl formate 59.88
    2-methyl-1-butanol 14.7
    n-decane 3.07
    butyronitrile 22.2
    3,7-dimethyl-1-octanol 15.08
    1-chlorooctane 10.49
    1-chlorotetradecane 5.78
    n-nonane 2.69
    undecane 2.54
    tert-butylcyclohexane 2.6
    cyclooctane 1.07
    cyclopentanol 26.75
    tetrahydropyran 41.75
    tert-amyl methyl ether 23.63
    2,5,8-trioxanonane 69.4
    1-hexene 6.36
    2-isopropoxyethanol 50.98
    2,2,2-trifluoroethanol 28.02
    methyl butyrate 33.8

    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