4-Methoxy-gamma-oxobenzenebutanoic acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    3153-44-4

    Molecular formula
    C11H12O4

    SMILES
    COC1=CC=C(C=C1)C(=O)CCC(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 49.64%
    Vanilla 45.65%
    Caramellic 40.05%
    Creamy 39.67%
    Balsamic 35.98%
    Milky 31.77%
    Odorless 31.59%
    Honey 29.29%
    Burnt 29.21%
    Nutty 28.86%

     

    Flavor
    Sweet 46.1%
    Odorless 39.68%
    Faint 32.68%
    Sour 28.6%
    Balsam 27.75%
    Caramel 26.82%
    Creamy 26.22%
    Balsamic 25.6%
    Mild 25.51%
    Very mild 24.89%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    6.46 (neutral)

    Molecular weight
    208.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    372°C

    Flash point

    • 183.73 ˚C est.

  • Synonyms

    • 3-(4-Methoxybenzoyl)propionic acid
    • 3153-44-4
    • 3-(4-METHOXYBENZOYL)propanoic acid
    • AI3-07210
    • 4-methoxy-gamma-oxobenzenebutanoic acid
    • NSC-12472
    • SN7GHW7M6E
    • DTXSID50185432
    • MBPA cpd
    • RefChem:493198
    • DTXCID60107923
    • 221-593-4
    • 4-(4-Methoxyphenyl)-4-oxobutanoic acid
    • MFCD00002795
    • Benzenebutanoic acid, 4-methoxy-g-oxo-
    • 4-(4-Methoxyphenyl)-4-oxobutyric Acid
    • 4-(4-methoxyphenyl)-4-oxo-butanoic acid
    • 4-(4-methoxyphenyl)-4-oxo-butyric acid
    • Benzenebutanoic acid, 4-methoxy-gamma-oxo-
    • Maybridge1_002003
    • EINECS 221-593-4
    • NSC 12472
    • 4-Oxo-4-(4-methoxyphenyl)butanoic acid
    • 3-p-anisoylpropionic acid
    • Oprea1_054996
    • MLS000120774
    • SCHEMBL503582
    • Propionic acid, 3-p-anisoyl-
    • CHEMBL1501712
    • HMS547D01
    • HMS2258F03
    • 3-(p-Methoxybenzoyl)propanoic acid
    • ALBB-035101
    • NSC12472
    • 3-(4-methoxylbenzoyl)propionic acid
    • 4-Methoxy-?-oxobenzenebutanoic acid
    • 3-(p-Methoxybenzoyl)-propionic acid
    • CCG-50522
    • SBB057618
    • STK202166
    • beta-(4-Methoxybenzoyl)propionic acid
    • AKOS000148572
    • AB00273
    • CS-W015225
    • .beta.-(p-Methoxybenzoyl)propionic acid
    • AS-17362
    • SMR000097616
    • SY031613
    • 3-(4-Methoxybenzoyl)propionic acid, 97%
    • 3-(P-METHOXYBENZOYL)PROPIONIC ACID
    • 4-(4-Methoxy-phenyl)-4-oxo-butyric acid
    • 4-(4-Methoxyphenyl)-4-oxobutanoic acid #
    • DB-048063
    • M1383
    • NS00029125
    • ST50307965
    • Benzenebutanoic acid, 4-methoxy-.gamma.-oxo-
    • EN300-60118
    • S10173
    • F022943
    • SR-01000623509-2
    • Z285137194
    • InChI=1/C11H12O4/c1-15-9-4-2-8(3-5-9)10(12)6-7-11(13)14/h2-5H,6-7H2,1H3,(H,13,14
    • 3153-44-4

  • Applications

    4-Methoxy-gamma-oxobenzenebutanoic acid (CAS 3153-44-4) is primarily used as an intermediate in pharmaceutical synthesis and other fine chemicals, serving as a building block for API-related intermediates in medicinal chemistry. It is also evaluated as a precursor for anisyl-containing fragrance compounds in the aroma and cosmetics industries, and can be incorporated as a functional intermediate in formulations for personal care products. Due to its keto-acid functionality and potential for further transformations, it is often explored as an intermediate in the synthesis of agrochemical or specialty chemical building blocks. In industrial manufacturing, it may serve as a starting material for routes leading to resins, coatings, or other specialty chemicals.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 20.38
    methanol 33.78
    isopropanol 14.31
    water 2.07
    ethyl acetate 17.16
    n-propanol 14.08
    acetone 29.27
    n-butanol 11.39
    acetonitrile 13.99
    DMF 348.8
    toluene 0.86
    isobutanol 9.02
    1,4-dioxane 40.63
    methyl acetate 27.59
    THF 68.93
    2-butanone 28.57
    n-pentanol 9.76
    sec-butanol 15.5
    n-hexane 0.13
    ethylene glycol 19.85
    NMP 217.7
    cyclohexane 0.09
    DMSO 394.85
    n-butyl acetate 10.78
    n-octanol 2.48
    chloroform 9.96
    n-propyl acetate 12.81
    acetic acid 53.23
    dichloromethane 15.76
    cyclohexanone 26.25
    propylene glycol 19.23
    isopropyl acetate 12.21
    DMAc 426.83
    2-ethoxyethanol 77.76
    isopentanol 13.25
    n-heptane 0.08
    ethyl formate 14.89
    1,2-dichloroethane 13.48
    n-hexanol 4.97
    2-methoxyethanol 111.36
    isobutyl acetate 5.9
    tetrachloromethane 1.34
    n-pentyl acetate 4.57
    transcutol 272.04
    n-heptanol 2.66
    ethylbenzene 1.78
    MIBK 11.89
    2-propoxyethanol 37.38
    tert-butanol 30.59
    MTBE 19.27
    2-butoxyethanol 15.54
    propionic acid 24.36
    o-xylene 2.41
    formic acid 83.36
    diethyl ether 9.66
    m-xylene 1.15
    p-xylene 2.44
    chlorobenzene 3.4
    dimethyl carbonate 27.77
    n-octane 0.05
    formamide 213.98
    cyclopentanone 49.35
    2-pentanone 14.1
    anisole 26.13
    cyclopentyl methyl ether 13.48
    gamma-butyrolactone 73.69
    1-methoxy-2-propanol 69.03
    pyridine 18.02
    3-pentanone 13.54
    furfural 91.17
    n-dodecane 0.06
    diethylene glycol 60.9
    diisopropyl ether 2.66
    tert-amyl alcohol 33.74
    acetylacetone 34.53
    n-hexadecane 0.07
    acetophenone 27.95
    methyl propionate 24.75
    isopentyl acetate 11.95
    trichloroethylene 29.78
    n-nonanol 2.57
    cyclohexanol 6.7
    benzyl alcohol 20.15
    2-ethylhexanol 3.62
    isooctanol 2.75
    dipropyl ether 4.56
    1,2-dichlorobenzene 7.11
    ethyl lactate 17.43
    propylene carbonate 30.68
    n-methylformamide 93.31
    2-pentanol 6.99
    n-pentane 0.07
    1-propoxy-2-propanol 23.38
    1-methoxy-2-propyl acetate 28.9
    2-(2-methoxypropoxy) propanol 49.92
    mesitylene 1.18
    ε-caprolactone 31.19
    p-cymene 1.96
    epichlorohydrin 83.79
    1,1,1-trichloroethane 5.93
    2-aminoethanol 30.82
    morpholine-4-carbaldehyde 190.03
    sulfolane 147.24
    2,2,4-trimethylpentane 0.31
    2-methyltetrahydrofuran 29.73
    n-hexyl acetate 7.64
    isooctane 0.13
    2-(2-butoxyethoxy)ethanol 49.3
    sec-butyl acetate 9.79
    tert-butyl acetate 21.66
    decalin 0.32
    glycerin 57.56
    diglyme 113.67
    acrylic acid 33.93
    isopropyl myristate 3.46
    n-butyric acid 19.01
    acetyl acetate 16.01
    di(2-ethylhexyl) phthalate 7.57
    ethyl propionate 15.21
    nitromethane 154.44
    1,2-diethoxyethane 25.71
    benzonitrile 10.85
    trioctyl phosphate 3.77
    1-bromopropane 3.16
    gamma-valerolactone 94.08
    n-decanol 1.83
    triethyl phosphate 13.55
    4-methyl-2-pentanol 5.43
    propionitrile 10.21
    vinylene carbonate 27.58
    1,1,2-trichlorotrifluoroethane 89.07
    DMS 22.3
    cumene 2.08
    2-octanol 1.64
    2-hexanone 13.48
    octyl acetate 4.37
    limonene 2.39
    1,2-dimethoxyethane 108.86
    ethyl orthosilicate 11.84
    tributyl phosphate 6.66
    diacetone alcohol 42.8
    N,N-dimethylaniline 20.0
    acrylonitrile 19.54
    aniline 8.24
    1,3-propanediol 35.48
    bromobenzene 2.33
    dibromomethane 5.7
    1,1,2,2-tetrachloroethane 24.99
    2-methyl-cyclohexyl acetate 12.82
    tetrabutyl urea 10.38
    diisobutyl methanol 3.25
    2-phenylethanol 12.16
    styrene 2.4
    dioctyl adipate 10.47
    dimethyl sulfate 102.74
    ethyl butyrate 12.19
    methyl lactate 33.2
    butyl lactate 10.29
    diethyl carbonate 12.51
    propanediol butyl ether 22.88
    triethyl orthoformate 13.05
    p-tert-butyltoluene 1.94
    methyl 4-tert-butylbenzoate 22.58
    morpholine 62.52
    tert-butylamine 9.8
    n-dodecanol 1.33
    dimethoxymethane 82.57
    ethylene carbonate 18.66
    cyrene 55.09
    2-ethoxyethyl acetate 16.46
    2-ethylhexyl acetate 8.7
    1,2,4-trichlorobenzene 11.89
    4-methylpyridine 16.71
    dibutyl ether 3.98
    2,6-dimethyl-4-heptanol 3.25
    DEF 49.5
    dimethyl isosorbide 72.09
    tetrachloroethylene 13.1
    eugenol 24.98
    triacetin 25.49
    span 80 20.74
    1,4-butanediol 17.18
    1,1-dichloroethane 5.33
    2-methyl-1-pentanol 12.23
    methyl formate 52.83
    2-methyl-1-butanol 12.89
    n-decane 0.1
    butyronitrile 7.1
    3,7-dimethyl-1-octanol 4.12
    1-chlorooctane 0.86
    1-chlorotetradecane 0.37
    n-nonane 0.08
    undecane 0.07
    tert-butylcyclohexane 0.33
    cyclooctane 0.06
    cyclopentanol 9.42
    tetrahydropyran 11.17
    tert-amyl methyl ether 18.98
    2,5,8-trioxanonane 90.82
    1-hexene 0.85
    2-isopropoxyethanol 40.86
    2,2,2-trifluoroethanol 34.69
    methyl butyrate 19.97

    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