2-Methoxyphenylacetic acid

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  • Identifiers

    CAS number
    93-25-4

    Molecular formula
    C9H10O3

    SMILES
    COC1=CC=CC=C1CC(=O)O

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1263.0

  • Odor profile

    Fragrance
    Sweet 61.07%
    Honey 48.69%
    Phenolic 47.1%
    Vanilla 45.34%
    Balsamic 41.81%
    Floral 40.62%
    Powdery 39.75%
    Animal 39.09%
    Creamy 36.05%
    Spicy 31.57%

     

    Flavor
    Sweet 84.58%
    Floral 39.09%
    Honey 34.9%
    Balsam 34.17%
    Sour 33.97%
    Powdery 32.77%
    Balsamic 31.54%
    Creamy 30.7%
    Mild 27.91%
    Flower 27.78%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    6.98 (neutral)

    Molecular weight
    166.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    294°C

    Flash point

    • 148.54 ˚C est.

  • Synonyms

    • 2-Methoxyphenylacetic acid
    • 93-25-4
    • 2-(2-methoxyphenyl)acetic acid
    • Benzeneacetic acid, 2-methoxy-
    • Acetic acid, (o-methoxyphenyl)-
    • (o-Methoxyphenyl)acetic acid
    • 2-methoxybenzeneacetic acid
    • (2-Methoxyphenyl)acetic acid
    • MFCD00004321
    • EINECS 202-231-4
    • NSC 110708
    • DWF2D897KB
    • (2-methoxy-phenyl)-acetic acid
    • 2-methoxyphenylaceticacid
    • DTXSID0059083
    • NSC-110708
    • o-METHOXYPHENYLACETIC ACID
    • UNII-DWF2D897KB
    • (oMethoxyphenyl)acetic acid
    • 2-?Methoxyphenylacetic acid
    • 2-methoxy phenylacetic acid
    • 2-methoxy-phenylacetic acid
    • 2-methoxyphenyl acetic acid
    • 2-methoxy-benzeneacetic acid
    • Benzeneacetic acid, 2methoxy
    • 2-methoxy phenyl acetic acid
    • Acetic acid, (omethoxyphenyl)
    • SCHEMBL155982
    • (2-methoxyphenyl)-acetic acid
    • (S)-2-methoxyphenylacetic acid
    • CHEMBL5399335
    • DTXCID1048833
    • 2-(2-methoxyphenyl)-acetic acid
    • [2-(methyloxy)phenyl]acetic acid
    • 2-Methoxyphenylacetic acid, 98%
    • CS-D0984
    • NSC16257
    • NSC-16257
    • NSC110708
    • STL168986
    • Acetic acid, (omethoxyphenyl) (8CI)
    • AKOS000120534
    • FM25266
    • AC-23644
    • SY014484
    • TS-02230
    • DB-028139
    • M0533
    • NS00039538
    • EN300-20940
    • F11410
    • Q63408954
    • F2191-0109
    • Z104485032
    • 2-Methoxy-benzeneacetic acid;(o-Methoxyphenyl)acetic acid
    • 202-231-4

  • Applications

    2-Methoxyphenylacetic acid (CAS 93-25-4) is a versatile synthetic intermediate and building block, providing an o-methoxy–substituted phenylacetic acid scaffold for assembling amides, esters, anhydrides, and acid chlorides in pharmaceutical discovery/development (receptor ligands, potential analgesic/anti-inflammatory and CNS-active derivatives), agrochemicals, and fragrance/flavor work via anisic-toned esters; it is also used in medicinal chemistry for SAR exploration, as an acylating partner for heterocycles/aromatic amines in diversity-oriented (including asymmetric) syntheses, in directed aromatic functionalization enabled by the OMe group (to access halogenated/nitrated/sulfonylated derivatives), as an LC/GC reference standard, and as a precursor to metal salts or functional polymers via its carboxyl group.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 240.12
    methanol 456.53
    isopropanol 145.72
    water 7.77
    ethyl acetate 107.09
    n-propanol 164.86
    acetone 263.42
    n-butanol 117.41
    acetonitrile 172.09
    DMF 684.87
    toluene 24.23
    isobutanol 95.06
    1,4-dioxane 381.86
    methyl acetate 166.67
    THF 374.87
    2-butanone 146.12
    n-pentanol 71.68
    sec-butanol 90.16
    n-hexane 2.29
    ethylene glycol 171.19
    NMP 355.9
    cyclohexane 4.11
    DMSO 721.82
    n-butyl acetate 53.14
    n-octanol 43.78
    chloroform 85.85
    n-propyl acetate 63.22
    acetic acid 155.18
    dichloromethane 211.23
    cyclohexanone 145.48
    propylene glycol 90.25
    isopropyl acetate 52.78
    DMAc 446.94
    2-ethoxyethanol 196.45
    isopentanol 74.71
    n-heptane 5.77
    ethyl formate 118.4
    1,2-dichloroethane 135.76
    n-hexanol 66.49
    2-methoxyethanol 371.43
    isobutyl acetate 34.04
    tetrachloromethane 10.43
    n-pentyl acetate 33.92
    transcutol 235.42
    n-heptanol 37.75
    ethylbenzene 21.95
    MIBK 56.96
    2-propoxyethanol 151.88
    tert-butanol 195.94
    MTBE 75.43
    2-butoxyethanol 76.0
    propionic acid 107.93
    o-xylene 30.86
    formic acid 146.2
    diethyl ether 86.86
    m-xylene 28.76
    p-xylene 25.92
    chlorobenzene 37.7
    dimethyl carbonate 81.26
    n-octane 3.18
    formamide 266.93
    cyclopentanone 233.93
    2-pentanone 103.78
    anisole 84.72
    cyclopentyl methyl ether 102.86
    gamma-butyrolactone 309.18
    1-methoxy-2-propanol 190.56
    pyridine 101.19
    3-pentanone 77.28
    furfural 209.79
    n-dodecane 4.28
    diethylene glycol 184.15
    diisopropyl ether 19.08
    tert-amyl alcohol 110.01
    acetylacetone 118.54
    n-hexadecane 4.63
    acetophenone 74.16
    methyl propionate 124.58
    isopentyl acetate 47.89
    trichloroethylene 169.42
    n-nonanol 40.8
    cyclohexanol 66.46
    benzyl alcohol 67.06
    2-ethylhexanol 38.39
    isooctanol 30.79
    dipropyl ether 49.76
    1,2-dichlorobenzene 45.55
    ethyl lactate 48.98
    propylene carbonate 126.78
    n-methylformamide 315.32
    2-pentanol 55.48
    n-pentane 2.76
    1-propoxy-2-propanol 83.59
    1-methoxy-2-propyl acetate 80.45
    2-(2-methoxypropoxy) propanol 84.59
    mesitylene 19.56
    ε-caprolactone 126.7
    p-cymene 21.79
    epichlorohydrin 350.85
    1,1,1-trichloroethane 56.42
    2-aminoethanol 176.32
    morpholine-4-carbaldehyde 347.24
    sulfolane 338.85
    2,2,4-trimethylpentane 3.07
    2-methyltetrahydrofuran 171.7
    n-hexyl acetate 57.11
    isooctane 2.41
    2-(2-butoxyethoxy)ethanol 110.38
    sec-butyl acetate 37.09
    tert-butyl acetate 63.06
    decalin 4.96
    glycerin 138.73
    diglyme 214.25
    acrylic acid 101.92
    isopropyl myristate 30.29
    n-butyric acid 96.63
    acetyl acetate 68.89
    di(2-ethylhexyl) phthalate 34.66
    ethyl propionate 60.99
    nitromethane 339.66
    1,2-diethoxyethane 85.19
    benzonitrile 63.29
    trioctyl phosphate 28.09
    1-bromopropane 49.68
    gamma-valerolactone 283.97
    n-decanol 34.09
    triethyl phosphate 38.65
    4-methyl-2-pentanol 31.48
    propionitrile 106.59
    vinylene carbonate 118.45
    1,1,2-trichlorotrifluoroethane 148.19
    DMS 65.16
    cumene 19.81
    2-octanol 25.01
    2-hexanone 61.04
    octyl acetate 39.96
    limonene 30.04
    1,2-dimethoxyethane 295.63
    ethyl orthosilicate 35.49
    tributyl phosphate 31.26
    diacetone alcohol 100.02
    N,N-dimethylaniline 61.62
    acrylonitrile 142.63
    aniline 53.42
    1,3-propanediol 179.44
    bromobenzene 30.76
    dibromomethane 86.67
    1,1,2,2-tetrachloroethane 115.34
    2-methyl-cyclohexyl acetate 51.48
    tetrabutyl urea 50.59
    diisobutyl methanol 26.36
    2-phenylethanol 60.32
    styrene 23.21
    dioctyl adipate 47.83
    dimethyl sulfate 143.91
    ethyl butyrate 56.12
    methyl lactate 77.91
    butyl lactate 37.46
    diethyl carbonate 47.29
    propanediol butyl ether 67.15
    triethyl orthoformate 43.2
    p-tert-butyltoluene 20.49
    methyl 4-tert-butylbenzoate 70.97
    morpholine 338.89
    tert-butylamine 80.28
    n-dodecanol 28.58
    dimethoxymethane 327.97
    ethylene carbonate 105.38
    cyrene 108.72
    2-ethoxyethyl acetate 59.61
    2-ethylhexyl acetate 36.5
    1,2,4-trichlorobenzene 54.03
    4-methylpyridine 100.44
    dibutyl ether 39.09
    2,6-dimethyl-4-heptanol 26.36
    DEF 147.16
    dimethyl isosorbide 155.21
    tetrachloroethylene 61.18
    eugenol 73.05
    triacetin 68.86
    span 80 62.83
    1,4-butanediol 85.44
    1,1-dichloroethane 83.36
    2-methyl-1-pentanol 55.91
    methyl formate 283.38
    2-methyl-1-butanol 71.83
    n-decane 5.77
    butyronitrile 91.06
    3,7-dimethyl-1-octanol 37.86
    1-chlorooctane 23.14
    1-chlorotetradecane 12.39
    n-nonane 4.99
    undecane 4.92
    tert-butylcyclohexane 4.84
    cyclooctane 2.27
    cyclopentanol 98.62
    tetrahydropyran 156.01
    tert-amyl methyl ether 61.08
    2,5,8-trioxanonane 162.82
    1-hexene 12.69
    2-isopropoxyethanol 106.67
    2,2,2-trifluoroethanol 77.67
    methyl butyrate 85.62

    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

Botanical

Name CAS Botanical Proportion
Daphne genkwa Daphne genkwa Sieb. et Zucc., fam. Thymelaeaceae 0.01%
Genet absolute 2 8023-80-1 Spartium junceum L., fam. Leguminosae (Papilionaceae) 0.01%