3-(3'-Hydroxyphenyl)propionic acid

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  • Identifiers

    CAS number
    621-54-5

    Molecular formula
    C9H10O3

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 50.0%
    Animal 39.38%
    Honey 37.63%
    Balsamic 35.59%
    Sweet 34.2%
    Odorless 33.31%
    Sour 28.35%
    Floral 28.06%
    Powdery 25.72%
    Vanilla 24.83%

     

    Flavor
    Odorless 47.27%
    Mild 44.09%
    Sour 40.03%
    Phenolic 39.28%
    Sweet 36.87%
    Faint 32.61%
    Nutty 29.67%
    Balsamic 26.97%
    Musty 26.58%
    Balsam 26.57%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    7.72 (neutral)

    Molecular weight
    166.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    344°C

    Flash point

    • 182.3 ˚C est.

  • Synonyms

    • 3-(3-hydroxyphenyl)propanoic acid
    • 621-54-5
    • 3-(3-hydroxyphenyl)propionic acid
    • Benzenepropanoic acid, 3-hydroxy-
    • Dihydro-3-coumaric acid
    • m-hydroxyphenylpropionic acid
    • HYDROCINNAMIC ACID, m-HYDROXY-
    • Dihydro-m-coumaric acid
    • beta-(m-Hydroxyphenyl)propionic acid
    • beta-(3-Hydroxyphenyl)propionic acid
    • FJ68OF1P7C
    • CHEBI:1427
    • DTXSID00211154
    • 3-(3'-hydroxyphenyl)propionic acid
    • RefChem:492069
    • DTXCID00133645
    • 3-Hydroxybenzenepropanoic acid
    • 3-(m-Hydroxyphenyl)propionic acid
    • 3-Hydroxyphenylpropionic acid
    • MFCD00016554
    • 3-hydroxyhydrocinnamic acid
    • m-hydrocoumaric acid
    • NSC 33135
    • NSC 39468
    • .beta.-(m-Hydroxyphenyl)propionic acid
    • 3-Hydroxyphenylpropanoate
    • .beta.-(3-Hydroxyphenyl)propionic acid
    • 3-Hydroxydihydrocinnamic acid
    • 3-hydroxy-benzenepropanoic acid
    • 3-(3-hydroxy-phenyl)-propionic acid
    • NSC-33135
    • NSC-39468
    • 3-(3-Hydroxy-phenyl)-propanoic acid
    • F2119-0005
    • m-hydroxy-hydrocinnamic acid
    • EINECS 210-692-8
    • UNII-FJ68OF1P7C
    • BRN 1947445
    • AI3-32395
    • Dihydro-m-coumarate
    • m-hydroxy-Hydrocinnamate
    • 3-Hydroxydihydrocinnamate
    • 3-Hydroxyphenylpropionate
    • 3-Hydroxybenzenepropanoate
    • SCHEMBL65250
    • 4-10-00-00630 (Beilstein Handbook Reference)
    • b-(m-Hydroxyphenyl)propionate
    • 3-(m-Hydroxyphenyl)propionate
    • b-(3-Hydroxyphenyl)propionate
    • CHEMBL134401
    • orb1299820
    • beta-(m-Hydroxyphenyl)propionate
    • SCHEMBL29563859
    • beta-(3-Hydroxyphenyl)propionate
    • 3-(3-hydroxyphenyl)propanoicacid
    • 3-(3-Hydroxy-phenyl)-propanoate
    • b-(m-Hydroxyphenyl)propionic acid
    • b-(3-Hydroxyphenyl)propionic acid
    • SMSSF-0045481
    • NSC33135
    • NSC39468
    • 3-(3-hydroxyphenyl)-propionic acid
    • s6074
    • SBB057915
    • AKOS000172844
    • CS-W005255
    • DS-1833
    • EBC-152041
    • FH36427
    • HY-W005255
    • ST092342
    • SY022016
    • DB-021630
    • NS00034942
    • EN300-235651
    • AN-651/40987637
    • F018728
    • Q10395558
    • 3-(3-Hydroxyphenyl)propionic acid, >=98.0% (qNMR)
    • Z317038038
    • InChI=1/C9H10O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-3,6,10H,4-5H2,(H,11,12
    • 621-54-5

  • Applications

    3-(3'-Hydroxyphenyl)propionic acid (CAS 621-54-5) is an important intermediate for the synthesis of arylpropionic acid derivatives in pharmaceutical research and drug development, particularly for scaffolds in the arylpropionic acid family; it is also used as a fragrance and flavor precursor in the fragrance industry, supplying aroma-active compounds and fragrance materials; in industrial manufacturing it serves as a building block for polymers such as polyesters and polyurethanes and may function as a crosslinking component via its phenolic OH; in cosmetics and personal care it is commonly evaluated as an intermediate for phenolic derivatives and may contribute as an antioxidant or stabilizer in formulations; subject to local regulations and formulation limits, it can be used in coatings and adhesives formulations as a functional additive.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 141.44
    methanol 234.3
    isopropanol 84.13
    water 16.38
    ethyl acetate 19.16
    n-propanol 81.83
    acetone 85.05
    n-butanol 55.52
    acetonitrile 10.57
    DMF 142.92
    toluene 2.22
    isobutanol 46.89
    1,4-dioxane 25.6
    methyl acetate 29.23
    THF 100.79
    2-butanone 54.96
    n-pentanol 42.59
    sec-butanol 68.69
    n-hexane 1.65
    ethylene glycol 148.99
    NMP 172.89
    cyclohexane 0.4
    DMSO 345.01
    n-butyl acetate 19.99
    n-octanol 16.51
    chloroform 2.37
    n-propyl acetate 17.65
    acetic acid 65.39
    dichloromethane 2.36
    cyclohexanone 31.54
    propylene glycol 123.51
    isopropyl acetate 14.71
    DMAc 237.38
    2-ethoxyethanol 140.21
    isopentanol 53.36
    n-heptane 1.14
    ethyl formate 21.5
    1,2-dichloroethane 4.61
    n-hexanol 42.03
    2-methoxyethanol 212.45
    isobutyl acetate 6.7
    tetrachloromethane 3.44
    n-pentyl acetate 12.35
    transcutol 206.9
    n-heptanol 18.75
    ethylbenzene 3.97
    MIBK 25.91
    2-propoxyethanol 101.86
    tert-butanol 133.54
    MTBE 33.8
    2-butoxyethanol 50.54
    propionic acid 70.48
    o-xylene 5.03
    formic acid 136.48
    diethyl ether 15.45
    m-xylene 4.03
    p-xylene 4.07
    chlorobenzene 2.46
    dimethyl carbonate 20.04
    n-octane 0.44
    formamide 188.46
    cyclopentanone 69.23
    2-pentanone 36.54
    anisole 20.62
    cyclopentyl methyl ether 28.54
    gamma-butyrolactone 79.03
    1-methoxy-2-propanol 128.71
    pyridine 9.78
    3-pentanone 22.67
    furfural 63.27
    n-dodecane 0.34
    diethylene glycol 145.29
    diisopropyl ether 6.6
    tert-amyl alcohol 106.4
    acetylacetone 35.17
    n-hexadecane 0.37
    acetophenone 24.06
    methyl propionate 28.19
    isopentyl acetate 19.08
    trichloroethylene 8.19
    n-nonanol 14.54
    cyclohexanol 23.02
    benzyl alcohol 25.13
    2-ethylhexanol 18.03
    isooctanol 13.95
    dipropyl ether 11.08
    1,2-dichlorobenzene 4.58
    ethyl lactate 27.47
    propylene carbonate 33.58
    n-methylformamide 119.37
    2-pentanol 34.34
    n-pentane 0.94
    1-propoxy-2-propanol 62.6
    1-methoxy-2-propyl acetate 35.44
    2-(2-methoxypropoxy) propanol 66.34
    mesitylene 3.42
    ε-caprolactone 35.57
    p-cymene 4.92
    epichlorohydrin 52.92
    1,1,1-trichloroethane 5.2
    2-aminoethanol 192.09
    morpholine-4-carbaldehyde 113.58
    sulfolane 156.15
    2,2,4-trimethylpentane 1.41
    2-methyltetrahydrofuran 52.58
    n-hexyl acetate 20.87
    isooctane 0.9
    2-(2-butoxyethoxy)ethanol 82.25
    sec-butyl acetate 10.8
    tert-butyl acetate 27.27
    decalin 0.92
    glycerin 189.4
    diglyme 116.95
    acrylic acid 62.59
    isopropyl myristate 7.1
    n-butyric acid 43.33
    acetyl acetate 10.04
    di(2-ethylhexyl) phthalate 13.37
    ethyl propionate 18.14
    nitromethane 83.72
    1,2-diethoxyethane 21.49
    benzonitrile 8.78
    trioctyl phosphate 9.9
    1-bromopropane 2.58
    gamma-valerolactone 82.24
    n-decanol 10.47
    triethyl phosphate 12.81
    4-methyl-2-pentanol 22.98
    propionitrile 10.91
    vinylene carbonate 19.19
    1,1,2-trichlorotrifluoroethane 83.44
    DMS 17.17
    cumene 4.4
    2-octanol 10.72
    2-hexanone 26.87
    octyl acetate 11.02
    limonene 6.72
    1,2-dimethoxyethane 105.35
    ethyl orthosilicate 11.83
    tributyl phosphate 11.19
    diacetone alcohol 74.43
    N,N-dimethylaniline 19.23
    acrylonitrile 15.41
    aniline 11.1
    1,3-propanediol 147.49
    bromobenzene 1.51
    dibromomethane 1.72
    1,1,2,2-tetrachloroethane 9.16
    2-methyl-cyclohexyl acetate 16.2
    tetrabutyl urea 18.48
    diisobutyl methanol 10.75
    2-phenylethanol 26.23
    styrene 3.09
    dioctyl adipate 13.39
    dimethyl sulfate 54.9
    ethyl butyrate 15.18
    methyl lactate 48.88
    butyl lactate 24.97
    diethyl carbonate 10.89
    propanediol butyl ether 64.74
    triethyl orthoformate 13.29
    p-tert-butyltoluene 4.94
    methyl 4-tert-butylbenzoate 32.0
    morpholine 49.34
    tert-butylamine 44.63
    n-dodecanol 6.99
    dimethoxymethane 68.86
    ethylene carbonate 14.93
    cyrene 60.81
    2-ethoxyethyl acetate 21.68
    2-ethylhexyl acetate 13.48
    1,2,4-trichlorobenzene 7.22
    4-methylpyridine 12.24
    dibutyl ether 7.48
    2,6-dimethyl-4-heptanol 10.75
    DEF 45.08
    dimethyl isosorbide 79.56
    tetrachloroethylene 9.98
    eugenol 38.13
    triacetin 23.82
    span 80 40.57
    1,4-butanediol 73.54
    1,1-dichloroethane 3.13
    2-methyl-1-pentanol 39.91
    methyl formate 65.98
    2-methyl-1-butanol 52.36
    n-decane 0.62
    butyronitrile 9.98
    3,7-dimethyl-1-octanol 16.53
    1-chlorooctane 3.15
    1-chlorotetradecane 1.12
    n-nonane 0.56
    undecane 0.45
    tert-butylcyclohexane 1.36
    cyclooctane 0.29
    cyclopentanol 40.64
    tetrahydropyran 14.2
    tert-amyl methyl ether 34.41
    2,5,8-trioxanonane 87.62
    1-hexene 5.17
    2-isopropoxyethanol 78.73
    2,2,2-trifluoroethanol 41.65
    methyl butyrate 24.88

    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