(+-)-3-(4-Hydroxyphenyl)lactic acid

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  • Identifiers

    CAS number
    306-23-0

    Molecular formula
    C9H10O4

    SMILES
    C1=CC(=CC=C1CC(C(=O)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 47.12%
    Odorless 40.11%
    Phenolic 39.46%
    Vanilla 36.27%
    Balsamic 31.26%
    Honey 30.16%
    Creamy 29.28%
    Bitter 28.68%
    Caramellic 28.36%
    Almond 26.6%

     

    Flavor
    Odorless 58.81%
    Mild 42.69%
    Sweet 29.0%
    Sour 28.37%
    Very mild 28.11%
    Fruity 26.7%
    Faint 25.31%
    Phenolic 24.79%
    Sweet-like 22.37%
    Bland 21.26%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.3

    pKa est.
    7.76 (neutral)

    Molecular weight
    182.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    379°C

    Flash point

    • 201.46 ˚C est.

    Solubility expt.

    • 12.9 mg/mL at 16 °C

  • Synonyms

    • 306-23-0
    • 3-(4-Hydroxyphenyl)lactic acid
    • HPLA
    • 4-Hydroxyphenyllactic acid
    • Lactic acid, (p-hydroxyphenyl)-
    • 2-Hydroxy-3-(p-hydroxyphenyl)propionic acid
    • beta-(p-Hydroxyphenyl)lactic acid
    • beta-(4-Hydroxyphenyl)lactic acid
    • Lactic acid, 3-(p-hydroxyphenyl)-
    • alpha,4-Dihydroxybenzenepropanoic acid
    • EP7PS9S776
    • Benzenepropanoic acid, alpha,4-dihydroxy-
    • CHEBI:17385
    • RefChem:390667
    • para-hydroxyphenyllactic acid
    • (+-)-3-(4-Hydroxyphenyl)lactic acid
    • 2-Hydroxy-3-(4-hydroxyphenyl)propanoic acid
    • Hydroxyphenyllactic acid
    • dl-p-Hydroxyphenyllactic acid
    • DL-4-Hydroxyphenyllactic Acid
    • p-Hydroxyphenyl lactic acid
    • 6482-98-0
    • Hydroxyphenyllactate
    • MFCD00010514
    • NSC 111175
    • 3-(4-Hydroxyphenyl)-2-hydroxypropanoic acid
    • DL-3-(4-Hydroxyphenyl)lactic acid
    • (p-Hydroxyphenyl)lactic acid
    • .beta.-(p-Hydroxyphenyl)lactic acid
    • .beta.-(4-Hydroxyphenyl)lactic acid
    • NSC-111175
    • .alpha.,4-Dihydroxybenzenepropanoic acid
    • Benzenepropanoic acid, .alpha.,4-dihydroxy-
    • b-(4-hydroxyphenyl)lactic acid
    • 2-Hydroxy-3-(4-hydroxy-phenyl)-propionic acid
    • DL-p-Hydroxyphenyllactate
    • p-hydroxylphenyllactic acid
    • b-(p-Hydroxyphenyl)lactate
    • b-(4-Hydroxyphenyl)lactate
    • UNII-EP7PS9S776
    • 3-(p-hydroxyphenyl)-Lactate
    • beta-(p-Hydroxyphenyl)lactate
    • a,4-Dihydroxybenzenepropanoate
    • beta-(4-Hydroxyphenyl)lactate
    • SCHEMBL235131
    • b-(p-Hydroxyphenyl)lactic acid
    • DL-p-hydroxyphenyl lactic acid
    • WLN: QVY1 & OR DQ
    • orb1296078
    • orb3025464
    • b-(p-Hydroxyphenyl)-DL-lactate
    • CHEMBL1162489
    • DL-3-(4-Hydroxyphenyl)lactate
    • JVGVDSSUAVXRDY-UHFFFAOYSA-
    • 3-(4-Hydroxyphenyl)-DL-lactate
    • 3-(p-hydroxyphenyl)-Lactic acid
    • DTXSID10861861
    • a,4-Dihydroxybenzenepropanoic acid
    • (RS)-3-(4-Hydroxyphenyl)lactate
    • beta-(p-Hydroxyphenyl)-DL-lactate
    • Hydroxyphenyllactic acid (Standard)
    • b-(p-Hydroxyphenyl)-DL-lactic acid
    • Lactic acid, 3-(4-hydroxyphenyl)-
    • NSC111175
    • 3-(4-Hydroxyphenyl)-DL-lactic acid
    • AKOS000283821
    • AKOS016842903
    • BETA-P-HYDROXYPHENYLLACTIC ACID
    • (RS)-3-(4-Hydroxyphenyl)lactic acid
    • beta-(p-Hydroxyphenyl)-DL-lactic acid
    • EBC-616329
    • HY-113219R
    • SB45742
    • 2-Hydroxy-3-(p-hydroxyphenyl)propionate
    • P-HYDROXYPHENYL LACTIC ACID, DL-
    • AS-65803
    • ST097250
    • SY051842
    • DB-009177
    • DB-011768
    • HY-113219
    • 2-hydroxy-3-(4-hydroxyphenyl)propionic acid
    • CS-0059336
    • H0542
    • NS00014787
    • 3-(4'-Hydroxyphenyl) 2-hydroxypropanoic acid
    • P-HYDROXYPHENYL LACTIC ACID, (+/-)-
    • 2-hydroxy-3-(4-hydroxy-phenyl)-propanoic acid
    • C03672
    • D90895
    • DL-p-Hydroxyphenyllactic acid, >=97% (HPLC)
    • EN300-319194
    • .BETA.-(P-HYDROXYPHENYL)-DL-LACTIC ACID
    • 482H980
    • F222023
    • Q26385943
    • 5C4B69A3-BB04-4B3B-B8E5-F443080B72AD
    • InChI=1/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)
    • 306-23-0

  • Applications

    (+-)-3-(4-Hydroxyphenyl)lactic acid (CAS 306-23-0) is a useful chiral building block for pharmaceutical and natural product synthesis, enabling formation of active compounds and enantioselective routes via its carboxylate/esterification chemistry. It also serves as a monomer or functional precursor for bio-based polyesters and specialty polymers, with the carboxyl group enabling esterification and the phenolic OH allowing surface functionalization. In the fragrance and cosmetics industries, this compound is commonly evaluated as a precursor for aroma compounds and can function as a scent-building block or intermediate in personal care formulations. Additionally, it may be employed in coatings, inks, and adhesives as a functional monomer or additive to improve adhesion, durability, and thermal stability of coatings.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.2
    methanol 8.54
    isopropanol 5.93
    water 6.87
    ethyl acetate 17.87
    n-propanol 1.63
    acetone 25.07
    n-butanol 2.87
    acetonitrile 1.88
    DMF 56.91
    toluene 2.41
    isobutanol 2.15
    1,4-dioxane 12.01
    methyl acetate 6.66
    THF 39.84
    2-butanone 7.4
    n-pentanol 3.86
    sec-butanol 3.62
    n-hexane 0.18
    ethylene glycol 38.78
    NMP 60.7
    cyclohexane 0.22
    DMSO 33.68
    n-butyl acetate 5.88
    n-octanol 4.52
    chloroform 0.11
    n-propyl acetate 5.65
    acetic acid 20.79
    dichloromethane 0.16
    cyclohexanone 11.05
    propylene glycol 20.06
    isopropyl acetate 13.98
    DMAc 127.77
    2-ethoxyethanol 72.04
    isopentanol 8.94
    n-heptane 1.02
    ethyl formate 7.03
    1,2-dichloroethane 0.45
    n-hexanol 10.09
    2-methoxyethanol 104.34
    isobutyl acetate 2.33
    tetrachloromethane 0.21
    n-pentyl acetate 4.57
    transcutol 52.09
    n-heptanol 8.78
    ethylbenzene 2.36
    MIBK 15.61
    2-propoxyethanol 53.27
    tert-butanol 39.33
    MTBE 9.21
    2-butoxyethanol 29.03
    propionic acid 6.6
    o-xylene 4.69
    formic acid 88.94
    diethyl ether 2.61
    m-xylene 4.93
    p-xylene 2.36
    chlorobenzene 0.55
    dimethyl carbonate 12.72
    n-octane 0.53
    formamide 108.09
    cyclopentanone 21.13
    2-pentanone 17.22
    anisole 7.49
    cyclopentyl methyl ether 13.13
    gamma-butyrolactone 30.37
    1-methoxy-2-propanol 73.89
    pyridine 3.25
    3-pentanone 6.13
    furfural 23.38
    n-dodecane 0.44
    diethylene glycol 87.76
    diisopropyl ether 3.81
    tert-amyl alcohol 24.29
    acetylacetone 43.77
    n-hexadecane 0.48
    acetophenone 10.53
    methyl propionate 13.78
    isopentyl acetate 6.39
    trichloroethylene 0.81
    n-nonanol 5.09
    cyclohexanol 6.22
    benzyl alcohol 9.66
    2-ethylhexanol 6.49
    isooctanol 7.63
    dipropyl ether 6.92
    1,2-dichlorobenzene 0.93
    ethyl lactate 12.79
    propylene carbonate 11.72
    n-methylformamide 27.05
    2-pentanol 5.97
    n-pentane 0.13
    1-propoxy-2-propanol 30.37
    1-methoxy-2-propyl acetate 20.16
    2-(2-methoxypropoxy) propanol 31.98
    mesitylene 4.55
    ε-caprolactone 13.33
    p-cymene 3.71
    epichlorohydrin 12.8
    1,1,1-trichloroethane 0.6
    2-aminoethanol 33.21
    morpholine-4-carbaldehyde 69.22
    sulfolane 40.96
    2,2,4-trimethylpentane 0.38
    2-methyltetrahydrofuran 13.78
    n-hexyl acetate 5.46
    isooctane 0.49
    2-(2-butoxyethoxy)ethanol 39.42
    sec-butyl acetate 5.07
    tert-butyl acetate 20.95
    decalin 0.46
    glycerin 79.24
    diglyme 57.78
    acrylic acid 9.39
    isopropyl myristate 4.11
    n-butyric acid 11.36
    acetyl acetate 10.59
    di(2-ethylhexyl) phthalate 6.02
    ethyl propionate 7.98
    nitromethane 37.71
    1,2-diethoxyethane 9.44
    benzonitrile 2.51
    trioctyl phosphate 4.88
    1-bromopropane 0.18
    gamma-valerolactone 44.11
    n-decanol 4.71
    triethyl phosphate 5.48
    4-methyl-2-pentanol 8.42
    propionitrile 1.07
    vinylene carbonate 6.9
    1,1,2-trichlorotrifluoroethane 25.53
    DMS 5.85
    cumene 2.64
    2-octanol 4.7
    2-hexanone 5.72
    octyl acetate 5.63
    limonene 4.31
    1,2-dimethoxyethane 48.12
    ethyl orthosilicate 5.59
    tributyl phosphate 3.98
    diacetone alcohol 61.41
    N,N-dimethylaniline 9.85
    acrylonitrile 2.3
    aniline 3.87
    1,3-propanediol 37.3
    bromobenzene 0.44
    dibromomethane 0.09
    1,1,2,2-tetrachloroethane 1.21
    2-methyl-cyclohexyl acetate 6.77
    tetrabutyl urea 10.24
    diisobutyl methanol 7.05
    2-phenylethanol 11.47
    styrene 1.69
    dioctyl adipate 6.63
    dimethyl sulfate 24.35
    ethyl butyrate 6.86
    methyl lactate 27.17
    butyl lactate 7.95
    diethyl carbonate 3.87
    propanediol butyl ether 21.91
    triethyl orthoformate 6.0
    p-tert-butyltoluene 4.05
    methyl 4-tert-butylbenzoate 19.55
    morpholine 16.54
    tert-butylamine 9.82
    n-dodecanol 4.01
    dimethoxymethane 43.41
    ethylene carbonate 5.91
    cyrene 39.32
    2-ethoxyethyl acetate 8.66
    2-ethylhexyl acetate 3.78
    1,2,4-trichlorobenzene 1.36
    4-methylpyridine 4.66
    dibutyl ether 2.99
    2,6-dimethyl-4-heptanol 7.05
    DEF 26.77
    dimethyl isosorbide 46.84
    tetrachloroethylene 1.21
    eugenol 21.45
    triacetin 10.12
    span 80 21.03
    1,4-butanediol 20.45
    1,1-dichloroethane 0.26
    2-methyl-1-pentanol 7.05
    methyl formate 24.29
    2-methyl-1-butanol 4.92
    n-decane 0.6
    butyronitrile 1.59
    3,7-dimethyl-1-octanol 5.61
    1-chlorooctane 1.3
    1-chlorotetradecane 0.92
    n-nonane 0.55
    undecane 0.51
    tert-butylcyclohexane 0.45
    cyclooctane 0.35
    cyclopentanol 7.38
    tetrahydropyran 2.93
    tert-amyl methyl ether 10.6
    2,5,8-trioxanonane 56.61
    1-hexene 0.53
    2-isopropoxyethanol 39.64
    2,2,2-trifluoroethanol 16.99
    methyl butyrate 9.64

    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