4-Methylcinnamic Acid

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  • Identifiers

    CAS number
    1866-39-3

    Molecular formula
    C10H10O2

    SMILES
    CC1=CC=C(C=C1)/C=C/C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 77.91%
    Balsamic 71.76%
    Honey 54.51%
    Cinnamon 52.54%
    Spicy 50.52%
    Floral 45.47%
    Powdery 44.36%
    Almond 36.9%
    Phenolic 35.97%
    Cherry 35.77%

     

    Flavor
    Sweet 72.59%
    Balsam 61.22%
    Honey 45.32%
    Cinnamon 44.01%
    Balsamic 39.77%
    Phenolic 34.37%
    Cherry 33.4%
    Faint 27.89%
    Floral 27.31%
    Powdery 26.59%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    7.73 (neutral)

    Molecular weight
    162.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    305°C

    Flash point

    • 154.71 ˚C est.

  • Synonyms

    • 4-Methylcinnamic acid
    • 1866-39-3
    • trans-p-Methylcinnamic acid
    • (E)-3-(4-methylphenyl)prop-2-enoic acid
    • EINECS 217-479-9
    • NSC 66272
    • DTXSID301314899
    • RefChem:525560
    • DTXCID601333135
    • 217-479-9
    • 940-61-4
    • (E)-3-(p-Tolyl)acrylic acid
    • (2e)-3-(4-methylphenyl)acrylic acid
    • 3-(p-Tolyl)acrylic acid
    • p-Methylcinnamic acid
    • MFCD00002697
    • (E)-3-(4-methylphenyl)-2-propenoic acid
    • (2E)-3-(4-methylphenyl)prop-2-enoic acid
    • 3-(4-methylphenyl)prop-2-enoic acid
    • 4-Methylcinnamic acid, predominantly trans
    • (~{E})-3-(4-methylphenyl)prop-2-enoic acid
    • 2-Propenoic acid, 3-(4-methylphenyl)-, (2E)-
    • 3-(4-METHYLPHENYL)-2-PROPENOIC ACID
    • (E)-3-(p-Tolyl)acrylic acid; (2E)-3-(4-methylphenyl)prop-2-enoic acid
    • 2-Propenoic acid, 3-(4-methylphenyl)-
    • (E)-3-(p-tolyl)prop-2-enoic acid
    • Cinnamic acid, p-methyl-
    • Methyl trans-cinnamic acid
    • (e)-4-methylcinnamic acid
    • SCHEMBL80446
    • (E)-3-p-tolyl-acrylic acid
    • (E)-3-(p-Tolyl)acrylicacid
    • CHEMBL450836
    • orb1311041
    • SCHEMBL27981484
    • DTXSID20901045
    • CHEBI:181128
    • HMS1408G02
    • AAA94061
    • ALBB-011725
    • NSC66272
    • NSC98545
    • NSC98546
    • STR04643
    • AC7520
    • BBL037011
    • NSC-66272
    • NSC-98545
    • NSC-98546
    • SBB015822
    • STK057700
    • AKOS000263781
    • AC-2401
    • CS-W016115
    • EBC-615330
    • FM71380
    • HY-W015399
    • PS-4043
    • IDI1_007649
    • 4-Methylcinnamic acid,predominantly trans
    • NCGC00339102-01
    • AS-11993
    • PD158319
    • SY003984
    • SY308264
    • DB-189629
    • CS-0166798
    • M0715
    • NS00045822
    • ST45039823
    • EN300-17120
    • (2E)-3-(4-Methylphenyl)-2-propenoic acid #
    • EN300-396492
    • 4-Methylcinnamic acid, predominantly trans, 99%
    • AB01314089-03
    • 866M393
    • AE-641/00135025
    • F046849
    • F556481
    • Q63399423
    • F3145-2479
    • Z2942851512
    • 8MB
    • 1866-39-3

  • Applications

    4-Methylcinnamic acid (CAS 1866-39-3) is a useful building block in organic synthesis, commonly employed as an intermediate for the preparation of cinnamate derivatives and other aromatic compounds with industrial applications. In fragrance and personal care, it is often used as a starting material or intermediate for fragrance components and is considered as a source for developing new aroma compounds. In the polymers and plastics sector, it serves as a building block for monomers or intermediate reagents to produce cinnamate-containing polymers and related materials. In coatings and inks, the compound can be converted to cinnamate esters used in UV-curable resin systems. Additionally, it is studied as a precursor in the production of colorants and other specialty industrial additives, and as a component in research and development for specialty products, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 249.82
    methanol 214.68
    isopropanol 124.94
    water 0.71
    ethyl acetate 129.71
    n-propanol 160.2
    acetone 175.09
    n-butanol 113.17
    acetonitrile 54.03
    DMF 388.65
    toluene 12.36
    isobutanol 86.58
    1,4-dioxane 116.45
    methyl acetate 137.15
    THF 239.44
    2-butanone 197.63
    n-pentanol 100.18
    sec-butanol 116.22
    n-hexane 0.86
    ethylene glycol 79.32
    NMP 138.68
    cyclohexane 0.28
    DMSO 161.4
    n-butyl acetate 74.1
    n-octanol 31.11
    chloroform 16.13
    n-propyl acetate 74.21
    acetic acid 77.91
    dichloromethane 14.66
    cyclohexanone 88.07
    propylene glycol 159.14
    isopropyl acetate 79.28
    DMAc 389.4
    2-ethoxyethanol 229.67
    isopentanol 98.0
    n-heptane 1.31
    ethyl formate 46.44
    1,2-dichloroethane 20.43
    n-hexanol 105.5
    2-methoxyethanol 319.14
    isobutyl acetate 56.34
    tetrachloromethane 2.99
    n-pentyl acetate 33.23
    transcutol 329.88
    n-heptanol 43.19
    ethylbenzene 14.6
    MIBK 88.63
    2-propoxyethanol 236.93
    tert-butanol 182.22
    MTBE 96.13
    2-butoxyethanol 100.56
    propionic acid 101.28
    o-xylene 13.96
    formic acid 57.4
    diethyl ether 50.94
    m-xylene 18.87
    p-xylene 15.19
    chlorobenzene 11.82
    dimethyl carbonate 57.97
    n-octane 0.84
    formamide 137.63
    cyclopentanone 173.45
    2-pentanone 132.21
    anisole 70.22
    cyclopentyl methyl ether 73.56
    gamma-butyrolactone 169.11
    1-methoxy-2-propanol 278.9
    pyridine 55.12
    3-pentanone 70.16
    furfural 99.31
    n-dodecane 1.14
    diethylene glycol 187.4
    diisopropyl ether 19.79
    tert-amyl alcohol 164.34
    acetylacetone 114.58
    n-hexadecane 1.24
    acetophenone 61.74
    methyl propionate 136.41
    isopentyl acetate 78.89
    trichloroethylene 45.89
    n-nonanol 28.85
    cyclohexanol 37.91
    benzyl alcohol 63.78
    2-ethylhexanol 49.73
    isooctanol 36.79
    dipropyl ether 36.98
    1,2-dichlorobenzene 14.63
    ethyl lactate 54.77
    propylene carbonate 73.66
    n-methylformamide 175.85
    2-pentanol 76.75
    n-pentane 0.5
    1-propoxy-2-propanol 146.29
    1-methoxy-2-propyl acetate 121.51
    2-(2-methoxypropoxy) propanol 101.03
    mesitylene 11.33
    ε-caprolactone 87.69
    p-cymene 13.41
    epichlorohydrin 171.77
    1,1,1-trichloroethane 17.33
    2-aminoethanol 184.5
    morpholine-4-carbaldehyde 176.53
    sulfolane 150.07
    2,2,4-trimethylpentane 1.77
    2-methyltetrahydrofuran 137.23
    n-hexyl acetate 51.17
    isooctane 2.15
    2-(2-butoxyethoxy)ethanol 137.44
    sec-butyl acetate 62.31
    tert-butyl acetate 104.59
    decalin 1.6
    glycerin 166.2
    diglyme 203.84
    acrylic acid 70.37
    isopropyl myristate 22.6
    n-butyric acid 104.39
    acetyl acetate 40.22
    di(2-ethylhexyl) phthalate 26.43
    ethyl propionate 70.51
    nitromethane 157.7
    1,2-diethoxyethane 86.2
    benzonitrile 32.92
    trioctyl phosphate 19.45
    1-bromopropane 9.47
    gamma-valerolactone 201.05
    n-decanol 23.84
    triethyl phosphate 28.99
    4-methyl-2-pentanol 56.79
    propionitrile 59.48
    vinylene carbonate 51.11
    1,1,2-trichlorotrifluoroethane 115.18
    DMS 48.42
    cumene 14.8
    2-octanol 25.57
    2-hexanone 90.89
    octyl acetate 29.28
    limonene 16.71
    1,2-dimethoxyethane 196.1
    ethyl orthosilicate 28.98
    tributyl phosphate 22.81
    diacetone alcohol 194.63
    N,N-dimethylaniline 51.06
    acrylonitrile 72.22
    aniline 38.98
    1,3-propanediol 161.95
    bromobenzene 8.76
    dibromomethane 7.78
    1,1,2,2-tetrachloroethane 41.89
    2-methyl-cyclohexyl acetate 49.62
    tetrabutyl urea 35.1
    diisobutyl methanol 29.87
    2-phenylethanol 65.92
    styrene 13.27
    dioctyl adipate 36.0
    dimethyl sulfate 85.22
    ethyl butyrate 54.99
    methyl lactate 88.17
    butyl lactate 41.91
    diethyl carbonate 34.96
    propanediol butyl ether 90.2
    triethyl orthoformate 36.7
    p-tert-butyltoluene 14.07
    methyl 4-tert-butylbenzoate 61.91
    morpholine 201.86
    tert-butylamine 69.29
    n-dodecanol 18.32
    dimethoxymethane 188.5
    ethylene carbonate 41.55
    cyrene 92.51
    2-ethoxyethyl acetate 65.09
    2-ethylhexyl acetate 52.96
    1,2,4-trichlorobenzene 22.03
    4-methylpyridine 60.81
    dibutyl ether 25.49
    2,6-dimethyl-4-heptanol 29.87
    DEF 112.85
    dimethyl isosorbide 150.02
    tetrachloroethylene 20.88
    eugenol 73.6
    triacetin 51.46
    span 80 69.97
    1,4-butanediol 77.51
    1,1-dichloroethane 18.5
    2-methyl-1-pentanol 95.74
    methyl formate 91.99
    2-methyl-1-butanol 95.43
    n-decane 1.55
    butyronitrile 53.14
    3,7-dimethyl-1-octanol 38.42
    1-chlorooctane 9.3
    1-chlorotetradecane 4.58
    n-nonane 1.24
    undecane 1.34
    tert-butylcyclohexane 2.97
    cyclooctane 0.25
    cyclopentanol 56.54
    tetrahydropyran 64.78
    tert-amyl methyl ether 83.0
    2,5,8-trioxanonane 155.42
    1-hexene 11.71
    2-isopropoxyethanol 162.72
    2,2,2-trifluoroethanol 31.21
    methyl butyrate 83.28

    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