2-Aminophenoxazin-3-One

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  • Identifiers

    CAS number
    1916-59-2

    Molecular formula
    C12H8N2O2

    SMILES
    C1=CC=C2C(=C1)N=C3C=C(C(=O)C=C3O2)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 41.85%
    Burnt 41.63%
    Odorless 36.09%
    Roasted 30.08%
    Bitter 28.54%
    Cooked 25.65%
    Meaty 25.57%
    Caramellic 25.1%
    Grape 23.31%
    Sweet 22.04%

     

    Flavor
    Bitter 92.0%
    Odorless 22.28%
    Very strong 21.69%
    Indole 21.22%
    Bread crust 20.89%
    Cereal 20.55%
    Nitrile 20.43%
    Scallion 20.07%
    Roasted peanuts 19.95%
    Taco 19.91%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    6.09 (neutral)

    Molecular weight
    212.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    461°C

    Flash point

    • 212.76 ˚C est.

  • Synonyms

    • 2-Amino-3H-phenoxazin-3-one
    • Questiomycin A
    • 1916-59-2
    • 2-Aminophenoxazin-3-one
    • 3-Aminophenoxazone
    • 2-Aminophenoxazon
    • 2-Aminophenoxazone
    • 3H-Phenoxazin-3-one, 2-amino-
    • Isophenoxazine
    • Questinomycine A
    • J4CM69VF7H
    • Phx-3 cpd
    • NSC-94945
    • CHEBI:17293
    • DTXSID60172691
    • RefChem:178130
    • DTXCID4095182
    • 690-502-1
    • 2-Amino-3-phenoxazone
    • 2-amino-phenoxazin-3-one
    • AV toxin C
    • NSC 94945
    • MLS000736964
    • 2-aminophenoxazine-3-one
    • MFCD00207317
    • NSC94945
    • SMR000528446
    • Phx-3
    • BRN 0014215
    • Questiomycin A?
    • 2-amino-3-phenoxazinone
    • 2-azanylphenoxazin-3-one
    • Acrospermumviticola toxin C
    • UNII-J4CM69VF7H
    • Acrospermum viticola toxin C
    • NCIOpen2_006212
    • 4-27-00-05519 (Beilstein Handbook Reference)
    • cid_72725
    • CHEMBL146710
    • orb1303906
    • SCHEMBL2609261
    • SCHEMBL29359225
    • BDBM76155
    • GLXC-21784
    • HMS2270F19
    • BAA91659
    • HY-N8439
    • EBC-13403
    • 2-acetylamino-(3h)-phenoxazin-3-one
    • AKOS027339724
    • NCGC00246903-01
    • AS-47041
    • CS-0144213
    • C02161
    • F11662
    • EN300-5450524
    • BRD-K66640612-001-05-8
    • Q15424786
    • Z1509382459
    • 3,4-Dihydro-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,4-benzoxazine
    • InChI=1/C12H8N2O2/c13-7-5-9-12(6-10(7)15)16-11-4-2-1-3-8(11)14-9/h1-6H,13H
    • 1916-59-2

  • Applications

    2-Aminophenoxazin-3-One (CAS 1916-59-2) is primarily viewed as a colorant precursor and pigment component for phenoxazin-derived dyes, with practical applications focused on color synthesis. It is used as an intermediate in the production of dyes and pigments for textiles, coatings, and inks; it serves as a colorant for plastics and other polymer systems to impart durable coloration in coatings and molded plastics; it is studied for development of luminescent materials and optical-sensing platforms in materials research; and it provides a building block for specialty dye synthesis used in industrial color and coating applications. Depending on local regulations and formulation constraints, these applications may vary.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.21
    methanol 10.75
    isopropanol 5.46
    water 0.14
    ethyl acetate 17.16
    n-propanol 7.61
    acetone 18.33
    n-butanol 6.64
    acetonitrile 11.61
    DMF 53.96
    toluene 2.77
    isobutanol 4.88
    1,4-dioxane 18.43
    methyl acetate 18.52
    THF 59.23
    2-butanone 22.01
    n-pentanol 6.09
    sec-butanol 6.23
    n-hexane 0.05
    ethylene glycol 10.14
    NMP 26.28
    cyclohexane 0.09
    DMSO 86.26
    n-butyl acetate 10.58
    n-octanol 1.76
    chloroform 2.44
    n-propyl acetate 13.84
    acetic acid 30.89
    dichloromethane 6.33
    cyclohexanone 19.25
    propylene glycol 6.79
    isopropyl acetate 9.51
    DMAc 86.0
    2-ethoxyethanol 34.31
    isopentanol 7.94
    n-heptane 0.16
    ethyl formate 15.8
    1,2-dichloroethane 7.67
    n-hexanol 5.56
    2-methoxyethanol 53.61
    isobutyl acetate 6.49
    tetrachloromethane 0.43
    n-pentyl acetate 6.55
    transcutol 120.17
    n-heptanol 3.48
    ethylbenzene 2.28
    MIBK 8.18
    2-propoxyethanol 26.58
    tert-butanol 7.82
    MTBE 4.45
    2-butoxyethanol 16.85
    propionic acid 12.43
    o-xylene 2.71
    formic acid 26.8
    diethyl ether 4.57
    m-xylene 2.11
    p-xylene 2.93
    chlorobenzene 3.12
    dimethyl carbonate 15.48
    n-octane 0.08
    formamide 67.37
    cyclopentanone 31.34
    2-pentanone 11.87
    anisole 11.59
    cyclopentyl methyl ether 9.07
    gamma-butyrolactone 46.83
    1-methoxy-2-propanol 30.28
    pyridine 30.05
    3-pentanone 8.73
    furfural 58.89
    n-dodecane 0.1
    diethylene glycol 37.39
    diisopropyl ether 1.35
    tert-amyl alcohol 8.31
    acetylacetone 21.95
    n-hexadecane 0.12
    acetophenone 16.58
    methyl propionate 16.79
    isopentyl acetate 10.42
    trichloroethylene 14.22
    n-nonanol 2.31
    cyclohexanol 5.31
    benzyl alcohol 15.61
    2-ethylhexanol 4.1
    isooctanol 3.29
    dipropyl ether 4.11
    1,2-dichlorobenzene 4.1
    ethyl lactate 13.0
    propylene carbonate 21.61
    n-methylformamide 29.03
    2-pentanol 4.16
    n-pentane 0.06
    1-propoxy-2-propanol 16.11
    1-methoxy-2-propyl acetate 19.63
    2-(2-methoxypropoxy) propanol 22.39
    mesitylene 1.33
    ε-caprolactone 21.63
    p-cymene 2.54
    epichlorohydrin 52.4
    1,1,1-trichloroethane 2.1
    2-aminoethanol 12.87
    morpholine-4-carbaldehyde 46.26
    sulfolane 42.54
    2,2,4-trimethylpentane 0.14
    2-methyltetrahydrofuran 17.88
    n-hexyl acetate 6.12
    isooctane 0.08
    2-(2-butoxyethoxy)ethanol 29.28
    sec-butyl acetate 7.94
    tert-butyl acetate 9.02
    decalin 0.19
    glycerin 22.18
    diglyme 63.14
    acrylic acid 17.09
    isopropyl myristate 3.35
    n-butyric acid 15.77
    acetyl acetate 12.63
    di(2-ethylhexyl) phthalate 6.6
    ethyl propionate 12.87
    nitromethane 61.25
    1,2-diethoxyethane 17.83
    benzonitrile 12.94
    trioctyl phosphate 3.95
    1-bromopropane 2.18
    gamma-valerolactone 51.62
    n-decanol 2.02
    triethyl phosphate 9.0
    4-methyl-2-pentanol 3.44
    propionitrile 9.74
    vinylene carbonate 20.71
    1,1,2-trichlorotrifluoroethane 37.99
    DMS 12.72
    cumene 1.81
    2-octanol 1.75
    2-hexanone 10.98
    octyl acetate 4.47
    limonene 2.6
    1,2-dimethoxyethane 49.44
    ethyl orthosilicate 7.86
    tributyl phosphate 5.33
    diacetone alcohol 20.12
    N,N-dimethylaniline 7.95
    acrylonitrile 18.02
    aniline 11.56
    1,3-propanediol 19.45
    bromobenzene 2.31
    dibromomethane 2.27
    1,1,2,2-tetrachloroethane 9.57
    2-methyl-cyclohexyl acetate 8.77
    tetrabutyl urea 7.69
    diisobutyl methanol 3.18
    2-phenylethanol 12.89
    styrene 2.73
    dioctyl adipate 7.44
    dimethyl sulfate 25.78
    ethyl butyrate 10.74
    methyl lactate 18.0
    butyl lactate 10.58
    diethyl carbonate 10.17
    propanediol butyl ether 13.28
    triethyl orthoformate 9.49
    p-tert-butyltoluene 2.04
    methyl 4-tert-butylbenzoate 13.21
    morpholine 28.27
    tert-butylamine 2.64
    n-dodecanol 1.69
    dimethoxymethane 35.58
    ethylene carbonate 16.14
    cyrene 20.95
    2-ethoxyethyl acetate 16.76
    2-ethylhexyl acetate 7.59
    1,2,4-trichlorobenzene 6.21
    4-methylpyridine 18.71
    dibutyl ether 3.02
    2,6-dimethyl-4-heptanol 3.18
    DEF 21.19
    dimethyl isosorbide 31.85
    tetrachloroethylene 7.25
    eugenol 17.32
    triacetin 13.93
    span 80 13.13
    1,4-butanediol 7.82
    1,1-dichloroethane 2.13
    2-methyl-1-pentanol 7.78
    methyl formate 24.75
    2-methyl-1-butanol 7.07
    n-decane 0.13
    butyronitrile 8.83
    3,7-dimethyl-1-octanol 3.08
    1-chlorooctane 0.64
    1-chlorotetradecane 0.43
    n-nonane 0.09
    undecane 0.12
    tert-butylcyclohexane 0.17
    cyclooctane 0.05
    cyclopentanol 6.51
    tetrahydropyran 9.96
    tert-amyl methyl ether 5.05
    2,5,8-trioxanonane 42.2
    1-hexene 0.53
    2-isopropoxyethanol 19.01
    2,2,2-trifluoroethanol 15.61
    methyl butyrate 16.63

    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