Melilotic acid

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  • Identifiers

    CAS number
    495-78-3

    Molecular formula
    C9H10O3

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 54.84%
    Odorless 43.11%
    Balsamic 38.32%
    Vanilla 33.32%
    Sweet 32.34%
    Animal 30.13%
    Burnt 27.88%
    Spicy 27.65%
    Smoky 27.04%
    Nutty 26.09%

     

    Flavor
    Odorless 47.13%
    Mild 46.36%
    Sweet 45.64%
    Phenolic 45.11%
    Sour 39.59%
    Faint 35.49%
    Nutty 29.48%
    Balsamic 28.97%
    Balsam 28.1%
    Honey 24.43%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    7.93 (neutral)

    Molecular weight
    166.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    331°C

    Melting point expt.

    • 82 - 83 °C

    Flash point

    • 174.43 ˚C est.

  • Synonyms

    • 3-(2-hydroxyphenyl)propanoic acid
    • 495-78-3
    • Melilotic acid
    • 2-hydroxybenzenepropanoic acid
    • o-Hydroxyphenylpropionic acid
    • 3-(o-Hydroxyphenyl) propionic acid
    • CN1RK42MAD
    • CHEBI:16104
    • RefChem:25835
    • 628-707-5
    • 3-(2-Hydroxyphenyl)propionic acid
    • Benzenepropanoic acid, 2-hydroxy-
    • 2-hydroxyhydrocinnamic acid
    • MFCD00014026
    • hydrocoumaric acid
    • beta-(O-Hydroxyphenyl)propionic acid
    • O-Hydroxyhydrocinnamic acid
    • 2-HYDROXY-BENZENEPROPANOIC ACID
    • Propanoic acid, 3-(2-hydroxyphenyl)-
    • o-hydrocoumaric acid
    • UNII-CN1RK42MAD
    • Melilotsaure
    • HYDRO-O-COUMARIC ACID
    • 3-(o-hydroxyphenyl)propionic acid
    • bmse000331
    • Oprea1_380863
    • SCHEMBL35529
    • SCHEMBL753531
    • orb1302473
    • DTXSID2075421
    • SCHEMBL29373796
    • 3-(2-hydroxyphenyl)propanoicacid
    • HMS1789F10
    • BB_NC-03362
    • 2-Hydroxybenzenepropanoic acid, 9CI
    • 3-(2-Hydroxyphenyl) propanoic acid
    • 3(2-HYDROXYPHENYL)PROPANOATE
    • s3339
    • SBB063739
    • STL565788
    • 3-(2-hydroxy-phenyl)-propionic acid
    • beta -(O-hydroxyphenyl)propionic acid
    • AKOS000121351
    • HYDROCINNAMIC ACID, O-HYDROXY-
    • .beta.-(O-Hydroxyphenyl)propionic acid
    • CS-W017874
    • EBC-152203
    • FH54991
    • FS-1546
    • HY-W017158
    • MB00231
    • 3-(O-Hydroxyphenyl)propionic acid, 8CI
    • MSK169851-1000M
    • 3-(2-Hydroxyphenyl)propionic acid, 99%
    • SY101015
    • 3-(2-Hydroxyphenyl)propionic acid (NIST)
    • DB-021594
    • NS00074024
    • ST50406932
    • EN300-16621
    • C01198
    • F16128
    • 495H783
    • F018727
    • Q11751633
    • Z56347225
    • 4FD9685D-2A23-40E8-8F8B-013949003BDF
    • 3-(2-Hydroxyphenyl)propionic acid Solution in Methanol, 1000ug/mL
    • InChI=1/C9H10O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-4,10H,5-6H2,(H,11,12
    • 495-78-3

  • Applications

    Melilotic acid (CAS 495-78-3) is primarily used as a synthetic intermediate in the production of pharmaceuticals, agrochemicals and other specialty chemicals, and can serve as a building block for formulations such as dyes, polymers and cosmetic derivatives; it also functions as a chelating agent to sequester metal ions in industrial formulations and cleaning products; the compound is evaluated as an antioxidant and stabilizer in polymer, coating and cosmetic formulations; and it may be employed as a fragrance- or aroma-chemical precursor in fragrance-related applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 102.79
    methanol 253.52
    isopropanol 58.04
    water 10.55
    ethyl acetate 63.37
    n-propanol 51.22
    acetone 114.03
    n-butanol 47.17
    acetonitrile 21.98
    DMF 530.18
    toluene 2.44
    isobutanol 37.64
    1,4-dioxane 135.05
    methyl acetate 43.88
    THF 283.64
    2-butanone 49.86
    n-pentanol 37.24
    sec-butanol 41.6
    n-hexane 0.44
    ethylene glycol 89.13
    NMP 409.25
    cyclohexane 0.3
    DMSO 528.95
    n-butyl acetate 38.36
    n-octanol 23.29
    chloroform 1.11
    n-propyl acetate 37.03
    acetic acid 130.67
    dichloromethane 2.75
    cyclohexanone 75.27
    propylene glycol 77.26
    isopropyl acetate 45.15
    DMAc 433.33
    2-ethoxyethanol 185.17
    isopentanol 60.33
    n-heptane 0.85
    ethyl formate 36.39
    1,2-dichloroethane 5.66
    n-hexanol 34.68
    2-methoxyethanol 320.28
    isobutyl acetate 16.9
    tetrachloromethane 0.71
    n-pentyl acetate 27.02
    transcutol 680.44
    n-heptanol 25.24
    ethylbenzene 3.19
    MIBK 50.6
    2-propoxyethanol 132.13
    tert-butanol 123.28
    MTBE 44.45
    2-butoxyethanol 77.48
    propionic acid 79.28
    o-xylene 5.76
    formic acid 179.63
    diethyl ether 25.56
    m-xylene 5.71
    p-xylene 4.29
    chlorobenzene 3.36
    dimethyl carbonate 53.7
    n-octane 0.45
    formamide 387.9
    cyclopentanone 168.06
    2-pentanone 64.29
    anisole 27.84
    cyclopentyl methyl ether 67.99
    gamma-butyrolactone 264.17
    1-methoxy-2-propanol 218.11
    pyridine 20.08
    3-pentanone 29.41
    furfural 143.18
    n-dodecane 0.6
    diethylene glycol 164.83
    diisopropyl ether 11.35
    tert-amyl alcohol 86.76
    acetylacetone 114.78
    n-hexadecane 0.67
    acetophenone 36.29
    methyl propionate 63.65
    isopentyl acetate 38.98
    trichloroethylene 8.54
    n-nonanol 22.1
    cyclohexanol 28.17
    benzyl alcohol 29.67
    2-ethylhexanol 20.38
    isooctanol 21.28
    dipropyl ether 20.2
    1,2-dichlorobenzene 5.73
    ethyl lactate 38.83
    propylene carbonate 85.02
    n-methylformamide 214.03
    2-pentanol 35.28
    n-pentane 0.37
    1-propoxy-2-propanol 87.41
    1-methoxy-2-propyl acetate 77.63
    2-(2-methoxypropoxy) propanol 104.01
    mesitylene 5.46
    ε-caprolactone 96.77
    p-cymene 5.77
    epichlorohydrin 144.84
    1,1,1-trichloroethane 2.82
    2-aminoethanol 126.61
    morpholine-4-carbaldehyde 326.44
    sulfolane 363.03
    2,2,4-trimethylpentane 0.98
    2-methyltetrahydrofuran 113.89
    n-hexyl acetate 45.3
    isooctane 0.88
    2-(2-butoxyethoxy)ethanol 160.07
    sec-butyl acetate 24.83
    tert-butyl acetate 65.43
    decalin 0.86
    glycerin 169.29
    diglyme 255.22
    acrylic acid 81.41
    isopropyl myristate 17.69
    n-butyric acid 74.52
    acetyl acetate 38.94
    di(2-ethylhexyl) phthalate 23.41
    ethyl propionate 33.97
    nitromethane 269.3
    1,2-diethoxyethane 76.99
    benzonitrile 17.69
    trioctyl phosphate 18.12
    1-bromopropane 1.75
    gamma-valerolactone 239.2
    n-decanol 16.71
    triethyl phosphate 22.46
    4-methyl-2-pentanol 28.07
    propionitrile 12.77
    vinylene carbonate 55.42
    1,1,2-trichlorotrifluoroethane 98.43
    DMS 48.32
    cumene 4.26
    2-octanol 14.88
    2-hexanone 34.54
    octyl acetate 25.32
    limonene 7.99
    1,2-dimethoxyethane 194.89
    ethyl orthosilicate 20.63
    tributyl phosphate 21.37
    diacetone alcohol 138.73
    N,N-dimethylaniline 23.86
    acrylonitrile 24.56
    aniline 12.77
    1,3-propanediol 154.24
    bromobenzene 2.11
    dibromomethane 1.22
    1,1,2,2-tetrachloroethane 7.87
    2-methyl-cyclohexyl acetate 31.38
    tetrabutyl urea 33.98
    diisobutyl methanol 15.41
    2-phenylethanol 31.46
    styrene 3.05
    dioctyl adipate 32.58
    dimethyl sulfate 127.89
    ethyl butyrate 30.91
    methyl lactate 78.68
    butyl lactate 41.23
    diethyl carbonate 22.12
    propanediol butyl ether 103.23
    triethyl orthoformate 26.4
    p-tert-butyltoluene 6.09
    methyl 4-tert-butylbenzoate 55.44
    morpholine 187.09
    tert-butylamine 34.53
    n-dodecanol 11.72
    dimethoxymethane 196.04
    ethylene carbonate 47.73
    cyrene 93.93
    2-ethoxyethyl acetate 62.35
    2-ethylhexyl acetate 25.55
    1,2,4-trichlorobenzene 9.97
    4-methylpyridine 22.66
    dibutyl ether 19.21
    2,6-dimethyl-4-heptanol 15.41
    DEF 107.41
    dimethyl isosorbide 145.52
    tetrachloroethylene 5.88
    eugenol 55.73
    triacetin 67.71
    span 80 70.8
    1,4-butanediol 59.34
    1,1-dichloroethane 1.99
    2-methyl-1-pentanol 38.53
    methyl formate 127.53
    2-methyl-1-butanol 45.1
    n-decane 0.9
    butyronitrile 17.12
    3,7-dimethyl-1-octanol 24.2
    1-chlorooctane 4.44
    1-chlorotetradecane 2.16
    n-nonane 0.71
    undecane 0.73
    tert-butylcyclohexane 1.08
    cyclooctane 0.3
    cyclopentanol 54.47
    tetrahydropyran 40.37
    tert-amyl methyl ether 41.2
    2,5,8-trioxanonane 180.62
    1-hexene 2.01
    2-isopropoxyethanol 107.28
    2,2,2-trifluoroethanol 60.86
    methyl butyrate 43.85

    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