3-((2R)-2,3-Dihydroxy-3-methylbutyl)-4-methoxy-1-methyl-2(1H)-quinolinone

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  • Identifiers

    CAS number
    27495-36-9

    Molecular formula
    C16H21NO4

    SMILES
    CC(C)([C@@H](CC1=C(C2=CC=CC=C2N(C1=O)C)OC)O)O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 44.27%
    Odorless 35.83%
    Musk 35.74%
    Floral 32.65%
    Powdery 32.22%
    Vanilla 31.86%
    Dry 27.0%
    Creamy 26.67%
    Fruity 25.08%
    Milky 24.93%

     

    Flavor
    Bitter 72.76%
    Odorless 33.33%
    Mild 25.21%
    Bland 24.93%
    Sweet-like 21.14%
    Fruity 20.85%
    Heather 19.14%
    Orange flower 19.01%
    Parsley 18.87%
    Broom 18.87%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    7.46 (neutral)

    Molecular weight
    291.34 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    774°C

    Flash point

    • 201.42 ˚C est.

  • Synonyms

    • Edulinine
    • 27495-36-9
    • 3-[(2R)-2,3-dihydroxy-3-methylbutyl]-4-methoxy-1-methylquinolin-2-one
    • 2(1H)-Quinolinone, 3-(2,3-dihydroxy-3-methylbutyl)-4-methoxy-1-methyl-, (R)-
    • 3-((2R)-2,3-dihydroxy-3-methylbutyl)-4-methoxy-1-methylquinolin-2-one
    • RefChem:910817
    • 3-((2R)-2,3-Dihydroxy-3-methylbutyl)-4-methoxy-1-methyl-2(1H)-quinolinone
    • 3-(2,3-Dihydroxy-3-methylbutyl)-4-methoxy-1-methylquinolin-2(1H)-one
    • DTXSID10950183
    • 2(1H)-Quinolinone, 3-[(2R)-2,3-dihydroxy-3-methylbutyl]-4-methoxy-1-methyl-
    • 3-[(2R)-2,3-dihydroxy-3-methylbutyl]-4-methoxy-1-methylquinolin-2(1H)-one
    • 27495-36-9

  • Applications

    3-((2R)-2,3-Dihydroxy-3-methylbutyl)-4-methoxy-1-methyl-2(1H)-quinolinone is typically used as an intermediate in pharmaceutical research and development, particularly as a chiral building block for quinolinone-based libraries and medicinal chemistry efforts; it can serve as a precursor to more elaborated heterocycles; it may be evaluated for use in asymmetric synthesis as a chiral ligand or catalyst precursor; it may be considered as a specialized building block for polymer and coating formulations where the dihydroxybutyl side chain enables crosslinking or functionalization; it is commonly assessed for SAR exploration and library diversification in drug discovery.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 52.18
    methanol 123.83
    isopropanol 24.56
    water 2.74
    ethyl acetate 26.08
    n-propanol 33.19
    acetone 31.77
    n-butanol 22.31
    acetonitrile 24.23
    DMF 335.92
    toluene 3.71
    isobutanol 20.39
    1,4-dioxane 74.8
    methyl acetate 38.45
    THF 152.66
    2-butanone 28.21
    n-pentanol 17.03
    sec-butanol 17.73
    n-hexane 0.18
    ethylene glycol 52.77
    NMP 215.36
    cyclohexane 0.39
    DMSO 185.86
    n-butyl acetate 16.98
    n-octanol 5.34
    chloroform 32.64
    n-propyl acetate 21.1
    acetic acid 221.14
    dichloromethane 43.61
    cyclohexanone 66.9
    propylene glycol 37.78
    isopropyl acetate 15.07
    DMAc 299.17
    2-ethoxyethanol 96.53
    isopentanol 21.31
    n-heptane 0.22
    ethyl formate 37.23
    1,2-dichloroethane 30.46
    n-hexanol 12.97
    2-methoxyethanol 216.65
    isobutyl acetate 13.65
    tetrachloromethane 3.17
    n-pentyl acetate 12.24
    transcutol 146.46
    n-heptanol 9.47
    ethylbenzene 3.15
    MIBK 14.45
    2-propoxyethanol 79.38
    tert-butanol 29.2
    MTBE 10.78
    2-butoxyethanol 46.51
    propionic acid 53.18
    o-xylene 3.93
    formic acid 268.21
    diethyl ether 8.48
    m-xylene 3.56
    p-xylene 5.59
    chlorobenzene 9.58
    dimethyl carbonate 42.12
    n-octane 0.16
    formamide 305.85
    cyclopentanone 103.06
    2-pentanone 19.9
    anisole 16.1
    cyclopentyl methyl ether 27.09
    gamma-butyrolactone 160.29
    1-methoxy-2-propanol 99.69
    pyridine 55.39
    3-pentanone 14.15
    furfural 151.88
    n-dodecane 0.16
    diethylene glycol 111.66
    diisopropyl ether 1.98
    tert-amyl alcohol 22.88
    acetylacetone 46.89
    n-hexadecane 0.19
    acetophenone 30.9
    methyl propionate 33.48
    isopentyl acetate 20.05
    trichloroethylene 73.22
    n-nonanol 5.87
    cyclohexanol 18.35
    benzyl alcohol 31.35
    2-ethylhexanol 7.09
    isooctanol 8.43
    dipropyl ether 5.73
    1,2-dichlorobenzene 12.17
    ethyl lactate 25.39
    propylene carbonate 82.1
    n-methylformamide 157.5
    2-pentanol 8.89
    n-pentane 0.15
    1-propoxy-2-propanol 35.3
    1-methoxy-2-propyl acetate 37.73
    2-(2-methoxypropoxy) propanol 37.81
    mesitylene 2.26
    ε-caprolactone 77.11
    p-cymene 3.33
    epichlorohydrin 155.22
    1,1,1-trichloroethane 11.46
    2-aminoethanol 68.06
    morpholine-4-carbaldehyde 234.54
    sulfolane 172.87
    2,2,4-trimethylpentane 0.28
    2-methyltetrahydrofuran 53.52
    n-hexyl acetate 14.71
    isooctane 0.14
    2-(2-butoxyethoxy)ethanol 53.39
    sec-butyl acetate 12.38
    tert-butyl acetate 18.64
    decalin 0.43
    glycerin 112.8
    diglyme 114.72
    acrylic acid 77.09
    isopropyl myristate 5.18
    n-butyric acid 61.21
    acetyl acetate 26.87
    di(2-ethylhexyl) phthalate 12.45
    ethyl propionate 18.93
    nitromethane 264.4
    1,2-diethoxyethane 18.74
    benzonitrile 23.22
    trioctyl phosphate 7.48
    1-bromopropane 5.72
    gamma-valerolactone 216.06
    n-decanol 4.14
    triethyl phosphate 14.11
    4-methyl-2-pentanol 7.08
    propionitrile 17.97
    vinylene carbonate 79.7
    1,1,2-trichlorotrifluoroethane 159.94
    DMS 28.51
    cumene 2.86
    2-octanol 4.45
    2-hexanone 16.25
    octyl acetate 7.9
    limonene 4.02
    1,2-dimethoxyethane 117.09
    ethyl orthosilicate 12.71
    tributyl phosphate 8.94
    diacetone alcohol 46.03
    N,N-dimethylaniline 14.54
    acrylonitrile 36.35
    aniline 18.19
    1,3-propanediol 92.6
    bromobenzene 6.78
    dibromomethane 14.99
    1,1,2,2-tetrachloroethane 52.68
    2-methyl-cyclohexyl acetate 18.43
    tetrabutyl urea 14.24
    diisobutyl methanol 4.47
    2-phenylethanol 25.84
    styrene 3.81
    dioctyl adipate 12.34
    dimethyl sulfate 80.74
    ethyl butyrate 14.36
    methyl lactate 47.77
    butyl lactate 19.52
    diethyl carbonate 14.34
    propanediol butyl ether 35.26
    triethyl orthoformate 14.25
    p-tert-butyltoluene 3.13
    methyl 4-tert-butylbenzoate 29.11
    morpholine 123.07
    tert-butylamine 7.81
    n-dodecanol 2.84
    dimethoxymethane 111.58
    ethylene carbonate 62.92
    cyrene 63.88
    2-ethoxyethyl acetate 30.31
    2-ethylhexyl acetate 13.8
    1,2,4-trichlorobenzene 20.49
    4-methylpyridine 43.22
    dibutyl ether 3.88
    2,6-dimethyl-4-heptanol 4.47
    DEF 59.71
    dimethyl isosorbide 71.56
    tetrachloroethylene 36.5
    eugenol 33.9
    triacetin 28.0
    span 80 28.21
    1,4-butanediol 31.93
    1,1-dichloroethane 12.24
    2-methyl-1-pentanol 17.23
    methyl formate 133.92
    2-methyl-1-butanol 19.97
    n-decane 0.26
    butyronitrile 15.38
    3,7-dimethyl-1-octanol 6.28
    1-chlorooctane 1.58
    1-chlorotetradecane 0.71
    n-nonane 0.2
    undecane 0.2
    tert-butylcyclohexane 0.35
    cyclooctane 0.15
    cyclopentanol 32.2
    tetrahydropyran 29.0
    tert-amyl methyl ether 9.77
    2,5,8-trioxanonane 70.83
    1-hexene 1.1
    2-isopropoxyethanol 49.13
    2,2,2-trifluoroethanol 107.26
    methyl butyrate 30.29

    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