2(3H)-Benzoxazolone

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  • Identifiers

    CAS number
    59-49-4

    Molecular formula
    C7H5NO2

    SMILES
    C1=CC=C2C(=C1)NC(=O)O2

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Burnt 41.63%
    Sweet 39.04%
    Nutty 37.16%
    Bitter 30.94%
    Odorless 30.3%
    Coumarinic 29.94%
    Phenolic 27.67%
    Balsamic 27.53%
    Powdery 26.99%
    Musty 26.26%

     

    Flavor
    Bitter 73.87%
    Sweet 37.38%
    Tonka 30.7%
    Green 28.84%
    Almond 26.54%
    Balsam 26.2%
    Nutty 22.88%
    Urine 21.36%
    Burnt sugar 21.35%
    New mown hay 21.18%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    8.88 (weak base)

    Molecular weight
    135.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 141 - 142 °C

    Boiling point

    • 335.00 °C. @ 760.00 mm Hg

    Flash point

    • 153.79 ˚C est.

    Solubility expt.

    • >20.3 [ug/mL] (The mean of the results at pH 7.4)

  • Synonyms

    • 2-BENZOXAZOLINONE
    • 59-49-4
    • Benzoxazolone
    • 2(3H)-Benzoxazolone
    • benzoxazolin-2-one
    • benzoxazolin-2(3H)-one
    • benzoxalinone
    • DTXSID9049324
    • NSC-3812
    • 3X996Q809V
    • DTXCID8029280
    • CHEBI:145233
    • benzoxazolone-2
    • RefChem:85562
    • 200-430-0
    • Benzoxazolinone
    • 1,3-Benzoxazol-2(3H)-one
    • 2-Hydroxybenzoxazole
    • Benzo[D]Oxazol-2(3H)-One
    • 2-Benzoxazolol
    • 2-Benzoxazolone
    • 1,3-benzoxazol-2-ol
    • 3H-1,3-benzoxazol-2-one
    • Benzoxazole, 2-hydroxy-
    • MFCD00005716
    • 3H-benzooxazol-2-one
    • USAF EK-5429
    • NSC 3812
    • 2,3-dihydro-1,3-benzoxazol-2-one
    • 2(3H)-Benzoxazolinone
    • Carbamic acid, (2-hydroxyphenyl)-, gamma-lactone
    • CHEMBL280323
    • 69564-68-7
    • MFCD19300814
    • 3-hydrobenzoxazol-2-one
    • benzoxazol-2-one
    • CCRIS 6794
    • 3H-benzoxazol-2-one
    • EINECS 200-430-0
    • benzoxazolidinone
    • AI3-19563
    • 2-Benzoxaxolol
    • UNII-3X996Q809V
    • 2-Benzoxazolol;
    • 2-oxobenzoxazolidine
    • 2-hydroxy-benzoxazole
    • Benzo[d]oxazol-2-ol
    • 2-(3h)-benzoxazolone
    • 2(3H)-Benzoxazolone;
    • 2-Benzoxazolinone, 8CI
    • 1,3-benzoxazolin-2-one
    • Benzoxazol-2(3H)-one-
    • 2-Benzoxazolinone, 98%
    • BENZOXAZOLINE,2-ONE
    • WLN: T56 BMVOJ
    • SCHEMBL19554
    • SCHEMBL19555
    • SCHEMBL28573
    • 2(3H)-Benzoxazolone, 9CI
    • 2,3-dihydrobenzoxazol-2-one
    • MLS000515797
    • SCHEMBL140087
    • SCHEMBL221702
    • SCHEMBL329426
    • SCHEMBL352131
    • SCHEMBL792797
    • orb1301681
    • (3H)-1,3-benzoxazol-2-one
    • SCHEMBL27775340
    • SCHEMBL29475399
    • SCHEMBL31124589
    • NSC3812
    • 1,3-Benzoxazol-2(3H)-one #
    • HMS1782P14
    • HMS2269I20
    • BB_NC-02706
    • STR04317
    • Tox21_202935
    • AC8520
    • BBL027537
    • BBL101875
    • BDBM50168000
    • EBC-03128
    • MSK159860
    • s5575
    • SBB058504
    • STK397464
    • STL555672
    • 2,3-dihydro-2-oxo-1,3-benzoxazole
    • AKOS000120677
    • AKOS016015266
    • CCG-266124
    • CS-W016534
    • HY-W015818
    • CAS-59-49-4
    • NCGC00246991-01
    • NCGC00260481-01
    • AC-10467
    • SMR000112271
    • SY007021
    • DB-053401
    • B0506
    • NS00034182
    • ST45024153
    • EN300-16991
    • AB00979475-01
    • 9T-0220
    • AG-996/01589042
    • F077983
    • Carbamic acid, (2-hydroxyphenyl)-, .gamma.-lactone
    • Q27258173
    • Z56854468
    • 2-Benzoxazolone,1,3-Benzoxazol-2(3H)-one,2-Hydroxybenzoxazole
    • InChI=1/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9
    • 59-49-4

  • Applications

    2(3H)-Benzoxazolone (CAS 59-49-4) is primarily used as a synthetic intermediate in organic chemistry to construct heterocyclic frameworks that incorporate the benzoxazolone moiety; in industry, it serves as a building block for derivatives used in dye and pigment applications, supports libraries of compounds for pharmaceutical and agrochemical research, and provides a precursor for polymer and coating formulations; owing to its lactam/oxazolone structure, it is also being explored in fragrance chemistry as a potential odorant or fragrance-building block.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 23.96
    methanol 37.59
    isopropanol 19.27
    water 0.53
    ethyl acetate 10.4
    n-propanol 18.83
    acetone 25.96
    n-butanol 15.62
    acetonitrile 7.69
    DMF 258.3
    toluene 0.3
    isobutanol 13.84
    1,4-dioxane 26.56
    methyl acetate 18.33
    THF 57.95
    2-butanone 20.98
    n-pentanol 16.71
    sec-butanol 19.63
    n-hexane 0.09
    ethylene glycol 34.55
    NMP 83.95
    cyclohexane 0.03
    DMSO 265.59
    n-butyl acetate 11.81
    n-octanol 12.68
    chloroform 1.28
    n-propyl acetate 10.36
    acetic acid 15.94
    dichloromethane 2.01
    cyclohexanone 11.53
    propylene glycol 31.86
    isopropyl acetate 7.81
    DMAc 161.21
    2-ethoxyethanol 82.25
    isopentanol 18.17
    n-heptane 0.18
    ethyl formate 12.53
    1,2-dichloroethane 2.88
    n-hexanol 12.75
    2-methoxyethanol 156.45
    isobutyl acetate 6.35
    tetrachloromethane 0.28
    n-pentyl acetate 11.44
    transcutol 231.79
    n-heptanol 9.98
    ethylbenzene 0.8
    MIBK 13.28
    2-propoxyethanol 67.7
    tert-butanol 27.07
    MTBE 9.88
    2-butoxyethanol 42.83
    propionic acid 16.11
    o-xylene 0.64
    formic acid 23.07
    diethyl ether 4.97
    m-xylene 0.63
    p-xylene 1.21
    chlorobenzene 1.07
    dimethyl carbonate 18.25
    n-octane 0.14
    formamide 51.36
    cyclopentanone 29.79
    2-pentanone 15.24
    anisole 10.51
    cyclopentyl methyl ether 8.55
    gamma-butyrolactone 40.99
    1-methoxy-2-propanol 105.24
    pyridine 7.63
    3-pentanone 7.77
    furfural 39.52
    n-dodecane 0.36
    diethylene glycol 89.58
    diisopropyl ether 1.61
    tert-amyl alcohol 24.74
    acetylacetone 23.81
    n-hexadecane 0.4
    acetophenone 11.62
    methyl propionate 19.3
    isopentyl acetate 11.8
    trichloroethylene 4.29
    n-nonanol 12.37
    cyclohexanol 4.96
    benzyl alcohol 12.05
    2-ethylhexanol 7.56
    isooctanol 8.85
    dipropyl ether 6.19
    1,2-dichlorobenzene 2.21
    ethyl lactate 21.26
    propylene carbonate 16.95
    n-methylformamide 68.2
    2-pentanol 10.01
    n-pentane 0.05
    1-propoxy-2-propanol 40.52
    1-methoxy-2-propyl acetate 26.53
    2-(2-methoxypropoxy) propanol 59.71
    mesitylene 0.65
    ε-caprolactone 16.66
    p-cymene 2.01
    epichlorohydrin 40.47
    1,1,1-trichloroethane 1.28
    2-aminoethanol 42.17
    morpholine-4-carbaldehyde 88.77
    sulfolane 67.82
    2,2,4-trimethylpentane 0.15
    2-methyltetrahydrofuran 18.06
    n-hexyl acetate 18.4
    isooctane 0.15
    2-(2-butoxyethoxy)ethanol 82.15
    sec-butyl acetate 7.25
    tert-butyl acetate 12.1
    decalin 0.17
    glycerin 63.75
    diglyme 113.82
    acrylic acid 17.05
    isopropyl myristate 9.8
    n-butyric acid 15.16
    acetyl acetate 5.44
    di(2-ethylhexyl) phthalate 12.56
    ethyl propionate 11.74
    nitromethane 55.39
    1,2-diethoxyethane 27.37
    benzonitrile 7.38
    trioctyl phosphate 10.24
    1-bromopropane 1.11
    gamma-valerolactone 55.9
    n-decanol 10.12
    triethyl phosphate 8.92
    4-methyl-2-pentanol 8.24
    propionitrile 7.87
    vinylene carbonate 13.2
    1,1,2-trichlorotrifluoroethane 36.09
    DMS 19.3
    cumene 1.34
    2-octanol 7.44
    2-hexanone 14.54
    octyl acetate 13.16
    limonene 2.26
    1,2-dimethoxyethane 98.4
    ethyl orthosilicate 7.75
    tributyl phosphate 11.8
    diacetone alcohol 37.16
    N,N-dimethylaniline 10.6
    acrylonitrile 14.49
    aniline 2.85
    1,3-propanediol 48.39
    bromobenzene 0.64
    dibromomethane 0.86
    1,1,2,2-tetrachloroethane 5.34
    2-methyl-cyclohexyl acetate 9.9
    tetrabutyl urea 20.35
    diisobutyl methanol 5.63
    2-phenylethanol 12.85
    styrene 0.83
    dioctyl adipate 15.09
    dimethyl sulfate 39.95
    ethyl butyrate 9.61
    methyl lactate 36.98
    butyl lactate 21.82
    diethyl carbonate 8.3
    propanediol butyl ether 56.32
    triethyl orthoformate 9.88
    p-tert-butyltoluene 2.07
    methyl 4-tert-butylbenzoate 23.66
    morpholine 37.78
    tert-butylamine 7.94
    n-dodecanol 8.1
    dimethoxymethane 92.51
    ethylene carbonate 10.03
    cyrene 36.91
    2-ethoxyethyl acetate 22.73
    2-ethylhexyl acetate 8.3
    1,2,4-trichlorobenzene 3.39
    4-methylpyridine 7.07
    dibutyl ether 9.21
    2,6-dimethyl-4-heptanol 5.63
    DEF 31.46
    dimethyl isosorbide 59.29
    tetrachloroethylene 2.65
    eugenol 35.64
    triacetin 21.5
    span 80 33.39
    1,4-butanediol 27.98
    1,1-dichloroethane 1.27
    2-methyl-1-pentanol 16.52
    methyl formate 42.71
    2-methyl-1-butanol 16.25
    n-decane 0.39
    butyronitrile 7.65
    3,7-dimethyl-1-octanol 12.64
    1-chlorooctane 2.48
    1-chlorotetradecane 1.63
    n-nonane 0.28
    undecane 0.38
    tert-butylcyclohexane 0.26
    cyclooctane 0.02
    cyclopentanol 10.88
    tetrahydropyran 5.99
    tert-amyl methyl ether 9.77
    2,5,8-trioxanonane 93.98
    1-hexene 0.75
    2-isopropoxyethanol 46.77
    2,2,2-trifluoroethanol 9.71
    methyl butyrate 15.47

    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