3-Aminocoumarin

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  • Identifiers

    CAS number
    1635-31-0

    Molecular formula
    C9H7NO2

    SMILES
    C1=CC=C2C(=C1)C=C(C(=O)O2)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 47.81%
    Fruity 43.44%
    Burnt 36.52%
    Caramellic 33.49%
    Bitter 31.21%
    Odorless 27.67%
    Phenolic 27.39%
    Berry 26.6%
    Powdery 26.53%
    Almond 24.86%

     

    Flavor
    Bitter 81.69%
    Sweet 35.16%
    Almond 26.24%
    Tonka 24.14%
    Fruity 22.5%
    Very strong 21.27%
    Almond shell 21.13%
    Indole 20.88%
    Orange flower 20.83%
    Fragrant 20.76%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    4.82 (weak acid)

    Molecular weight
    161.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    378°C

    Flash point

    • 162.05 ˚C est.

  • Synonyms

    • 3-Aminocoumarin
    • 3-aminochromen-2-one
    • 3-Amino-2-benzopyrone
    • 2H-1-benzopyran-2-one, 3-amino-
    • 3-Amino-2H-1-benzopyran-2-one
    • EINECS 216-659-4
    • PC6801C293
    • UNII-PC6801C293
    • DTXSID60167603
    • 3-AMINO-1,2-BENZOPYRONE
    • RefChem:92967
    • DTXCID5090094
    • QWZHDKGQKYEBKK-UHFFFAOYSA-N
    • 1635-31-0
    • 3-amino-2H-chromen-2-one
    • MFCD00016965
    • aminocoumarin
    • coumarin amine
    • MLS000532598
    • coumarin monoamine
    • 3-Aminocoumarin, 97%
    • Oprea1_066898
    • SCHEMBL95179
    • orb1684865
    • CHEMBL1312108
    • SCHEMBL27476453
    • SCHEMBL31072059
    • 3-amino-2-oxo-2H-1-benzopyran
    • HMS2178H11
    • SBB028346
    • STK364532
    • AKOS001684142
    • EBC-617129
    • NCGC00245539-01
    • PD214625
    • SMR000137537
    • SY050113
    • TS-02139
    • A2816
    • CS-0074290
    • NS00025338
    • ST50309089
    • EN300-235650
    • 835A952
    • AN-829/06063010
    • F065030
    • F2135-0511
    • 1635-31-0

  • Applications

    3-Aminocoumarin (CAS 1635-31-0) is primarily used as a synthetic building block in organic chemistry. In industrial contexts it serves as an intermediate for preparing substituted coumarin derivatives that are employed in dyes and fluorescent probes, enabling applications in sensing, imaging, and analytical chemistry. It also serves as a precursor for pharmaceutical research, where the 3-aminocoumarin core is elaborated into drug-like molecules or pharmacophores. In materials science, derivatives of aminocoumarin are explored as fluorescent labels and components in polymer systems and coatings, including inks and optoelectronic applications. Additionally, the compound may be evaluated in fragrance research as a scaffold for aroma compounds, though actual fragrance use depends on regulatory and formulation considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 16.87
    methanol 24.2
    isopropanol 13.05
    water 0.92
    ethyl acetate 10.99
    n-propanol 11.65
    acetone 44.38
    n-butanol 10.34
    acetonitrile 17.12
    DMF 144.28
    toluene 5.06
    isobutanol 8.45
    1,4-dioxane 23.74
    methyl acetate 13.55
    THF 38.8
    2-butanone 24.27
    n-pentanol 10.58
    sec-butanol 8.85
    n-hexane 0.3
    ethylene glycol 9.35
    NMP 62.33
    cyclohexane 0.35
    DMSO 129.43
    n-butyl acetate 13.3
    n-octanol 12.96
    chloroform 5.6
    n-propyl acetate 10.59
    acetic acid 19.44
    dichloromethane 17.73
    cyclohexanone 23.72
    propylene glycol 4.68
    isopropyl acetate 7.95
    DMAc 97.6
    2-ethoxyethanol 29.89
    isopentanol 10.61
    n-heptane 1.31
    ethyl formate 17.27
    1,2-dichloroethane 17.44
    n-hexanol 11.7
    2-methoxyethanol 45.68
    isobutyl acetate 5.42
    tetrachloromethane 0.95
    n-pentyl acetate 16.18
    transcutol 66.78
    n-heptanol 13.32
    ethylbenzene 4.45
    MIBK 11.89
    2-propoxyethanol 28.76
    tert-butanol 16.98
    MTBE 8.21
    2-butoxyethanol 28.03
    propionic acid 9.11
    o-xylene 6.88
    formic acid 15.5
    diethyl ether 7.61
    m-xylene 6.15
    p-xylene 6.04
    chlorobenzene 6.43
    dimethyl carbonate 10.12
    n-octane 0.91
    formamide 41.49
    cyclopentanone 36.14
    2-pentanone 17.39
    anisole 11.59
    cyclopentyl methyl ether 10.19
    gamma-butyrolactone 36.49
    1-methoxy-2-propanol 28.5
    pyridine 26.51
    3-pentanone 11.68
    furfural 45.47
    n-dodecane 0.96
    diethylene glycol 28.0
    diisopropyl ether 2.67
    tert-amyl alcohol 11.57
    acetylacetone 25.62
    n-hexadecane 1.08
    acetophenone 18.25
    methyl propionate 12.69
    isopentyl acetate 12.1
    trichloroethylene 22.69
    n-nonanol 12.67
    cyclohexanol 6.53
    benzyl alcohol 13.84
    2-ethylhexanol 8.24
    isooctanol 10.68
    dipropyl ether 8.68
    1,2-dichlorobenzene 8.31
    ethyl lactate 9.07
    propylene carbonate 16.07
    n-methylformamide 46.13
    2-pentanol 6.31
    n-pentane 0.36
    1-propoxy-2-propanol 20.05
    1-methoxy-2-propyl acetate 16.33
    2-(2-methoxypropoxy) propanol 24.64
    mesitylene 4.18
    ε-caprolactone 18.99
    p-cymene 6.8
    epichlorohydrin 43.47
    1,1,1-trichloroethane 5.02
    2-aminoethanol 11.19
    morpholine-4-carbaldehyde 58.94
    sulfolane 50.73
    2,2,4-trimethylpentane 0.4
    2-methyltetrahydrofuran 16.32
    n-hexyl acetate 18.15
    isooctane 0.39
    2-(2-butoxyethoxy)ethanol 34.05
    sec-butyl acetate 5.88
    tert-butyl acetate 9.41
    decalin 0.56
    glycerin 12.11
    diglyme 69.1
    acrylic acid 10.44
    isopropyl myristate 8.48
    n-butyric acid 12.59
    acetyl acetate 7.65
    di(2-ethylhexyl) phthalate 10.57
    ethyl propionate 8.67
    nitromethane 47.35
    1,2-diethoxyethane 22.96
    benzonitrile 16.11
    trioctyl phosphate 8.52
    1-bromopropane 5.1
    gamma-valerolactone 49.63
    n-decanol 10.24
    triethyl phosphate 6.9
    4-methyl-2-pentanol 5.11
    propionitrile 11.52
    vinylene carbonate 16.83
    1,1,2-trichlorotrifluoroethane 26.6
    DMS 11.21
    cumene 4.23
    2-octanol 9.76
    2-hexanone 14.11
    octyl acetate 12.32
    limonene 7.22
    1,2-dimethoxyethane 54.47
    ethyl orthosilicate 6.67
    tributyl phosphate 8.08
    diacetone alcohol 20.77
    N,N-dimethylaniline 12.95
    acrylonitrile 20.4
    aniline 8.35
    1,3-propanediol 17.64
    bromobenzene 5.35
    dibromomethane 7.4
    1,1,2,2-tetrachloroethane 15.09
    2-methyl-cyclohexyl acetate 10.25
    tetrabutyl urea 15.08
    diisobutyl methanol 6.12
    2-phenylethanol 16.07
    styrene 4.15
    dioctyl adipate 12.75
    dimethyl sulfate 19.72
    ethyl butyrate 10.54
    methyl lactate 11.53
    butyl lactate 14.29
    diethyl carbonate 7.33
    propanediol butyl ether 22.24
    triethyl orthoformate 8.34
    p-tert-butyltoluene 5.93
    methyl 4-tert-butylbenzoate 23.38
    morpholine 25.25
    tert-butylamine 7.99
    n-dodecanol 7.97
    dimethoxymethane 46.19
    ethylene carbonate 12.79
    cyrene 25.73
    2-ethoxyethyl acetate 22.05
    2-ethylhexyl acetate 8.72
    1,2,4-trichlorobenzene 9.9
    4-methylpyridine 20.26
    dibutyl ether 10.13
    2,6-dimethyl-4-heptanol 6.12
    DEF 28.48
    dimethyl isosorbide 36.64
    tetrachloroethylene 10.66
    eugenol 25.45
    triacetin 17.49
    span 80 18.32
    1,4-butanediol 9.63
    1,1-dichloroethane 7.26
    2-methyl-1-pentanol 9.71
    methyl formate 36.75
    2-methyl-1-butanol 8.6
    n-decane 1.42
    butyronitrile 11.27
    3,7-dimethyl-1-octanol 9.8
    1-chlorooctane 5.76
    1-chlorotetradecane 2.7
    n-nonane 1.17
    undecane 1.16
    tert-butylcyclohexane 0.59
    cyclooctane 0.26
    cyclopentanol 8.63
    tetrahydropyran 10.73
    tert-amyl methyl ether 7.16
    2,5,8-trioxanonane 47.72
    1-hexene 1.79
    2-isopropoxyethanol 19.04
    2,2,2-trifluoroethanol 9.88
    methyl butyrate 14.17

    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