o-Methylcinnamic acid

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  • Identifiers

    CAS number
    2373-76-4

    Molecular formula
    C10H10O2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 66.24%
    Balsamic 65.44%
    Honey 51.69%
    Spicy 45.31%
    Cinnamon 44.28%
    Floral 42.85%
    Powdery 40.11%
    Phenolic 34.05%
    Almond 30.47%
    Vanilla 29.73%

     

    Flavor
    Sweet 57.76%
    Balsam 55.26%
    Honey 44.03%
    Cinnamon 37.86%
    Balsamic 36.67%
    Phenolic 33.12%
    Nutty 30.42%
    Odorless 28.33%
    Faint 28.0%
    Mild 26.95%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    7.18 (neutral)

    Molecular weight
    162.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    306°C

    Flash point

    • 154.26 ˚C est.

  • Synonyms

    • 2-Methylcinnamic Acid
    • 2373-76-4
    • o-Methylcinnamic acid
    • EINECS 219-150-5
    • NSC 99069
    • DTXSID101314786
    • RefChem:855292
    • DTXCID301333136
    • 219-150-5
    • 939-57-1
    • 3-(o-Tolyl)acrylic acid
    • (E)-3-(o-Tolyl)acrylic acid
    • 2-Methylcinnamic acid, predominantly trans
    • (E)-3-(2-methylphenyl)prop-2-enoic acid
    • (2E)-3-(2-methylphenyl)prop-2-enoic acid
    • MFCD00016841
    • (E)-3-(2-Methylphenyl)-2-propenoic acid
    • 3-(2-methylphenyl)prop-2-enoic acid
    • 2-Methylcinnamicacid
    • (2E)-3-(2-methylphenyl)acrylic acid
    • 3-(2-methylphenyl)acrylic acid
    • 2-Propenoic acid, 3-(2-methylphenyl)-
    • (E)-3-(o-tolyl)prop-2-enoic acid
    • trans-2-methylcinnamic acid
    • (E)-3-o-tolylacrylic acid
    • SCHEMBL78555
    • (E)-3-o-tolyl-acrylic acid
    • 2-Methylcinnamic acid, 98%
    • (E)-3-(o-Tolyl)acrylicacid
    • SCHEMBL1510513
    • CHEMBL1771751
    • RSWBWHPZXKLUEX-VOTSOKGWSA-
    • DTXSID80901046
    • CHEBI:181430
    • ALBB-007550
    • NSC99069
    • BBL013455
    • NSC-99069
    • SBB003946
    • STK402256
    • AKOS000263552
    • FM34156
    • MS-8968
    • LS-13764
    • SY015112
    • SY112387
    • (2E)-3-(2-Methylphenyl)-2-propenoic acid
    • CS-0152965
    • M1295
    • NS00048766
    • ST45083369
    • EN300-11132
    • EN300-832915
    • 2-Methylcinnamic acid, predominantly trans, 99%
    • A845157
    • AI-942/25034752
    • F340690
    • F2121-0050
    • Z2417574586
    • InChI=1/C10H10O2/c1-8-4-2-3-5-9(8)6-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-6+
    • 2373-76-4

  • Applications

    o-Methylcinnamic acid (CAS 2373-76-4) is primarily used as an intermediate and building block for cinnamate derivatives; in practice it serves as a source for fragrance compounds in the fragrance industry and as a component in cosmetics and personal care; it is also used as a precursor to cinnamate esters employed as UV absorbers in coatings and plastics; finally, it functions as an intermediate for pharmaceutical synthesis and other complex organic compounds in industrial manufacturing.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 211.98
    methanol 275.7
    isopropanol 60.1
    water 0.7
    ethyl acetate 205.72
    n-propanol 129.41
    acetone 230.58
    n-butanol 97.94
    acetonitrile 84.75
    DMF 458.29
    toluene 18.17
    isobutanol 58.94
    1,4-dioxane 218.46
    methyl acetate 156.32
    THF 454.48
    2-butanone 214.6
    n-pentanol 66.38
    sec-butanol 64.51
    n-hexane 0.75
    ethylene glycol 52.25
    NMP 521.46
    cyclohexane 0.47
    DMSO 345.82
    n-butyl acetate 99.73
    n-octanol 23.71
    chloroform 19.71
    n-propyl acetate 84.1
    acetic acid 97.27
    dichloromethane 50.03
    cyclohexanone 186.94
    propylene glycol 59.59
    isopropyl acetate 86.71
    DMAc 418.31
    2-ethoxyethanol 188.52
    isopentanol 79.23
    n-heptane 1.45
    ethyl formate 87.47
    1,2-dichloroethane 68.61
    n-hexanol 80.73
    2-methoxyethanol 363.96
    isobutyl acetate 43.7
    tetrachloromethane 4.9
    n-pentyl acetate 40.67
    transcutol 526.62
    n-heptanol 32.41
    ethylbenzene 14.05
    MIBK 83.86
    2-propoxyethanol 210.55
    tert-butanol 91.11
    MTBE 69.86
    2-butoxyethanol 91.7
    propionic acid 109.44
    o-xylene 18.08
    formic acid 82.94
    diethyl ether 67.98
    m-xylene 22.83
    p-xylene 14.83
    chlorobenzene 24.64
    dimethyl carbonate 85.74
    n-octane 0.62
    formamide 271.4
    cyclopentanone 395.75
    2-pentanone 190.47
    anisole 78.26
    cyclopentyl methyl ether 148.81
    gamma-butyrolactone 500.29
    1-methoxy-2-propanol 230.61
    pyridine 101.05
    3-pentanone 103.06
    furfural 222.92
    n-dodecane 0.77
    diethylene glycol 164.52
    diisopropyl ether 19.25
    tert-amyl alcohol 93.45
    acetylacetone 182.8
    n-hexadecane 0.88
    acetophenone 75.89
    methyl propionate 214.37
    isopentyl acetate 87.71
    trichloroethylene 106.9
    n-nonanol 21.94
    cyclohexanol 42.03
    benzyl alcohol 60.79
    2-ethylhexanol 42.28
    isooctanol 27.93
    dipropyl ether 42.01
    1,2-dichlorobenzene 28.85
    ethyl lactate 46.65
    propylene carbonate 159.8
    n-methylformamide 350.61
    2-pentanol 51.36
    n-pentane 0.61
    1-propoxy-2-propanol 116.51
    1-methoxy-2-propyl acetate 140.56
    2-(2-methoxypropoxy) propanol 98.58
    mesitylene 13.04
    ε-caprolactone 189.41
    p-cymene 14.72
    epichlorohydrin 508.3
    1,1,1-trichloroethane 26.86
    2-aminoethanol 123.85
    morpholine-4-carbaldehyde 354.03
    sulfolane 498.4
    2,2,4-trimethylpentane 1.65
    2-methyltetrahydrofuran 279.44
    n-hexyl acetate 61.7
    isooctane 1.51
    2-(2-butoxyethoxy)ethanol 148.93
    sec-butyl acetate 56.63
    tert-butyl acetate 108.29
    decalin 1.8
    glycerin 95.96
    diglyme 256.7
    acrylic acid 84.09
    isopropyl myristate 24.39
    n-butyric acid 117.37
    acetyl acetate 65.35
    di(2-ethylhexyl) phthalate 30.35
    ethyl propionate 86.04
    nitromethane 291.79
    1,2-diethoxyethane 111.08
    benzonitrile 47.94
    trioctyl phosphate 22.69
    1-bromopropane 18.26
    gamma-valerolactone 419.96
    n-decanol 17.01
    triethyl phosphate 36.23
    4-methyl-2-pentanol 34.5
    propionitrile 71.13
    vinylene carbonate 104.83
    1,1,2-trichlorotrifluoroethane 159.05
    DMS 70.9
    cumene 13.74
    2-octanol 17.77
    2-hexanone 88.77
    octyl acetate 33.37
    limonene 19.64
    1,2-dimethoxyethane 220.86
    ethyl orthosilicate 33.07
    tributyl phosphate 27.84
    diacetone alcohol 171.74
    N,N-dimethylaniline 52.74
    acrylonitrile 102.45
    aniline 48.07
    1,3-propanediol 144.38
    bromobenzene 19.13
    dibromomethane 20.21
    1,1,2,2-tetrachloroethane 69.8
    2-methyl-cyclohexyl acetate 57.86
    tetrabutyl urea 40.37
    diisobutyl methanol 23.72
    2-phenylethanol 66.56
    styrene 14.07
    dioctyl adipate 44.98
    dimethyl sulfate 155.71
    ethyl butyrate 72.97
    methyl lactate 85.98
    butyl lactate 45.47
    diethyl carbonate 48.25
    propanediol butyl ether 83.51
    triethyl orthoformate 45.17
    p-tert-butyltoluene 14.61
    methyl 4-tert-butylbenzoate 71.63
    morpholine 342.96
    tert-butylamine 35.52
    n-dodecanol 12.79
    dimethoxymethane 286.2
    ethylene carbonate 86.4
    cyrene 112.76
    2-ethoxyethyl acetate 88.86
    2-ethylhexyl acetate 64.94
    1,2,4-trichlorobenzene 42.07
    4-methylpyridine 114.86
    dibutyl ether 24.78
    2,6-dimethyl-4-heptanol 23.72
    DEF 207.39
    dimethyl isosorbide 197.84
    tetrachloroethylene 43.39
    eugenol 73.17
    triacetin 71.9
    span 80 67.61
    1,4-butanediol 48.19
    1,1-dichloroethane 30.76
    2-methyl-1-pentanol 66.28
    methyl formate 195.7
    2-methyl-1-butanol 76.8
    n-decane 1.09
    butyronitrile 70.09
    3,7-dimethyl-1-octanol 28.97
    1-chlorooctane 8.25
    1-chlorotetradecane 3.8
    n-nonane 0.86
    undecane 0.92
    tert-butylcyclohexane 2.62
    cyclooctane 0.35
    cyclopentanol 80.12
    tetrahydropyran 111.75
    tert-amyl methyl ether 67.74
    2,5,8-trioxanonane 173.11
    1-hexene 6.98
    2-isopropoxyethanol 116.97
    2,2,2-trifluoroethanol 42.27
    methyl butyrate 103.19

    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