2-(4-Methoxyphenoxy)propanoic acid, (-)-

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  • Identifiers

    CAS number
    4276-74-8

    Molecular formula
    C10H12O4

    SMILES
    C[C@@H](C(=O)O)OC1=CC=C(C=C1)OC

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 56.11%
    Sweet 54.64%
    Creamy 48.11%
    Caramellic 40.61%
    Milky 37.15%
    Powdery 31.9%
    Nutty 31.36%
    Fruity 30.7%
    Phenolic 29.81%
    Buttery 29.18%

     

    Flavor
    Odorless 34.92%
    Sweet 30.76%
    Fruity 26.63%
    Bland 26.48%
    Creamy 26.27%
    Mild 25.56%
    Faint 22.14%
    Very mild 21.39%
    Powdery 21.25%
    Sour 20.63%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    7.69 (neutral)

    Molecular weight
    196.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    312°C

    Flash point

    • 143.15 ˚C est.

  • Synonyms

    • Lactisole S-isomer
    • Lactisole, (S)-
    • Lactisole, (-)-
    • Lactisole S-isomer [MI]
    • UNII-7T1FBU2P6I
    • 2-(4-Methoxyphenoxy)propanoic acid, (-)-
    • 7T1FBU2P6I
    • (S)-2-(4-Methoxyphenoxy)propionic acid
    • 4276-74-8
    • (2S)-2-(4-methoxyphenoxy)propanoic acid
    • Propanoic acid, 2-(4-methoxyphenoxy)-, (2S)-
    • (S)-Lactisole
    • SCHEMBL5600662
    • DTXSID101278566
    • EBC-06414
    • (-)-2-(4-methoxyphenoxy)propanoic acid
    • EN300-2124398
    • Q27268809
    • 4276-74-8

  • Applications

    2-(4-Methoxyphenoxy)propanoic acid, (-)- (CAS 4276-74-8) is primarily used as a chiral building block and an intermediate for pharmaceuticals and agrochemicals, enabling the synthesis of enantiomerically enriched compounds in drug discovery and crop protection. It finds use in organic synthesis as a stereochemically defined scaffold for preparing amides, esters, and related derivatives. The anisyl ether portion of the molecule makes it of interest as a specialty intermediate in fragrance and cosmetic formulations, while its carboxylic acid functionality supports further functionalization for polymer or coating research. It may also be evaluated as a starting material for asymmetric synthesis and for producing other chiral intermediates used in industrial manufacturing, subject to regulatory controls.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 116.47
    methanol 170.6
    isopropanol 87.3
    water 3.5
    ethyl acetate 171.45
    n-propanol 70.22
    acetone 202.03
    n-butanol 58.93
    acetonitrile 94.05
    DMF 335.26
    toluene 13.98
    isobutanol 49.35
    1,4-dioxane 221.72
    methyl acetate 157.94
    THF 324.73
    2-butanone 106.94
    n-pentanol 54.58
    sec-butanol 75.87
    n-hexane 2.94
    ethylene glycol 72.61
    NMP 191.96
    cyclohexane 3.06
    DMSO 586.43
    n-butyl acetate 62.95
    n-octanol 24.27
    chloroform 52.63
    n-propyl acetate 71.45
    acetic acid 154.92
    dichloromethane 110.03
    cyclohexanone 96.53
    propylene glycol 60.03
    isopropyl acetate 78.74
    DMAc 386.3
    2-ethoxyethanol 257.07
    isopentanol 56.52
    n-heptane 3.95
    ethyl formate 83.7
    1,2-dichloroethane 87.24
    n-hexanol 36.96
    2-methoxyethanol 311.77
    isobutyl acetate 36.68
    tetrachloromethane 6.71
    n-pentyl acetate 29.57
    transcutol 328.44
    n-heptanol 21.29
    ethylbenzene 17.58
    MIBK 54.58
    2-propoxyethanol 113.65
    tert-butanol 239.66
    MTBE 137.0
    2-butoxyethanol 56.73
    propionic acid 74.84
    o-xylene 23.55
    formic acid 158.0
    diethyl ether 87.05
    m-xylene 18.39
    p-xylene 24.43
    chlorobenzene 21.45
    dimethyl carbonate 77.65
    n-octane 3.0
    formamide 332.21
    cyclopentanone 142.55
    2-pentanone 82.53
    anisole 67.04
    cyclopentyl methyl ether 84.33
    gamma-butyrolactone 218.66
    1-methoxy-2-propanol 176.37
    pyridine 66.76
    3-pentanone 62.86
    furfural 174.99
    n-dodecane 3.05
    diethylene glycol 153.97
    diisopropyl ether 26.04
    tert-amyl alcohol 159.61
    acetylacetone 142.36
    n-hexadecane 3.33
    acetophenone 67.54
    methyl propionate 116.54
    isopentyl acetate 60.82
    trichloroethylene 110.98
    n-nonanol 23.6
    cyclohexanol 46.14
    benzyl alcohol 55.1
    2-ethylhexanol 27.61
    isooctanol 19.73
    dipropyl ether 36.07
    1,2-dichlorobenzene 28.42
    ethyl lactate 46.84
    propylene carbonate 96.83
    n-methylformamide 160.86
    2-pentanol 46.17
    n-pentane 2.21
    1-propoxy-2-propanol 73.53
    1-methoxy-2-propyl acetate 88.44
    2-(2-methoxypropoxy) propanol 95.41
    mesitylene 15.82
    ε-caprolactone 101.28
    p-cymene 15.61
    epichlorohydrin 236.35
    1,1,1-trichloroethane 43.66
    2-aminoethanol 93.75
    morpholine-4-carbaldehyde 282.14
    sulfolane 254.62
    2,2,4-trimethylpentane 3.99
    2-methyltetrahydrofuran 162.49
    n-hexyl acetate 42.51
    isooctane 2.35
    2-(2-butoxyethoxy)ethanol 104.04
    sec-butyl acetate 48.54
    tert-butyl acetate 97.93
    decalin 4.42
    glycerin 118.51
    diglyme 207.38
    acrylic acid 68.38
    isopropyl myristate 23.22
    n-butyric acid 84.45
    acetyl acetate 86.94
    di(2-ethylhexyl) phthalate 26.41
    ethyl propionate 68.97
    nitromethane 377.26
    1,2-diethoxyethane 98.74
    benzonitrile 44.61
    trioctyl phosphate 18.62
    1-bromopropane 30.98
    gamma-valerolactone 222.34
    n-decanol 19.98
    triethyl phosphate 40.58
    4-methyl-2-pentanol 31.24
    propionitrile 56.13
    vinylene carbonate 81.76
    1,1,2-trichlorotrifluoroethane 147.36
    DMS 68.58
    cumene 16.1
    2-octanol 18.09
    2-hexanone 58.15
    octyl acetate 28.24
    limonene 20.97
    1,2-dimethoxyethane 322.34
    ethyl orthosilicate 37.2
    tributyl phosphate 26.59
    diacetone alcohol 125.52
    N,N-dimethylaniline 56.1
    acrylonitrile 73.54
    aniline 34.53
    1,3-propanediol 123.23
    bromobenzene 19.12
    dibromomethane 50.57
    1,1,2,2-tetrachloroethane 88.19
    2-methyl-cyclohexyl acetate 45.91
    tetrabutyl urea 38.36
    diisobutyl methanol 23.16
    2-phenylethanol 44.99
    styrene 19.26
    dioctyl adipate 39.31
    dimethyl sulfate 144.3
    ethyl butyrate 57.93
    methyl lactate 70.35
    butyl lactate 33.49
    diethyl carbonate 48.26
    propanediol butyl ether 57.6
    triethyl orthoformate 45.83
    p-tert-butyltoluene 16.05
    methyl 4-tert-butylbenzoate 59.36
    morpholine 251.07
    tert-butylamine 92.1
    n-dodecanol 17.29
    dimethoxymethane 233.96
    ethylene carbonate 73.34
    cyrene 90.37
    2-ethoxyethyl acetate 62.62
    2-ethylhexyl acetate 43.93
    1,2,4-trichlorobenzene 37.37
    4-methylpyridine 65.77
    dibutyl ether 34.36
    2,6-dimethyl-4-heptanol 23.16
    DEF 129.63
    dimethyl isosorbide 148.45
    tetrachloroethylene 50.09
    eugenol 57.34
    triacetin 69.33
    span 80 54.23
    1,4-butanediol 65.39
    1,1-dichloroethane 48.19
    2-methyl-1-pentanol 53.94
    methyl formate 143.6
    2-methyl-1-butanol 51.59
    n-decane 4.32
    butyronitrile 50.98
    3,7-dimethyl-1-octanol 28.31
    1-chlorooctane 14.57
    1-chlorotetradecane 8.29
    n-nonane 3.83
    undecane 3.58
    tert-butylcyclohexane 4.44
    cyclooctane 2.21
    cyclopentanol 58.25
    tetrahydropyran 101.89
    tert-amyl methyl ether 105.08
    2,5,8-trioxanonane 178.64
    1-hexene 12.62
    2-isopropoxyethanol 131.01
    2,2,2-trifluoroethanol 84.5
    methyl butyrate 84.63

    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