11-Hydroxy-2H-benzo(c)pyrano(2,3-h)cinnolin-2-one

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  • Identifiers

    CAS number
    89915-35-5

    Molecular formula
    C15H8N2O3

    SMILES
    C1=CC=C2C(=C1)C3=C(C4=C(C=C3O)OC(=O)C=C4)N=N2

    Safety labels

  • Odor profile

    Fragrance
    Odorless 43.01%
    Burnt 33.93%
    Fruity 32.91%
    Phenolic 30.93%
    Bitter 25.18%
    Animal 24.45%
    Nutty 24.05%
    Powdery 21.21%
    Sweet 20.95%
    Musty 20.91%

     

    Flavor
    Bitter 96.63%
    Odorless 21.37%
    Very strong 20.17%
    Indole 19.75%
    Moth ball 19.11%
    Nitrile 19.06%
    Naphthelene 18.69%
    Cedarleaf 18.64%
    Sweet-like 18.6%
    Cereal 18.52%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    6.49 (neutral)

    Molecular weight
    264.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    645°C

    Melting point expt.

    • 220 - 225 °C

    Flash point

    • 260.89 ˚C est.

  • Synonyms

    • Necatorin
    • 89915-35-5
    • PN6U3RP7RT
    • 2H-Benzo(c)pyrano(2,3-h)cinnolin-2-one, 11-hydroxy-
    • 11-HYDROXYCHROMENO[5,6-C]CINNOLIN-2-ONE
    • 11-Hydroxy-2H-Benzo(c)pyrano(2,3-h)cinnolin-2-one
    • 2H-Benzo[c]pyrano[2,3-h]cinnolin-2-one, 11-hydroxy-
    • 11-hydroxychromeno(5,6-c)cinnolin-2-one
    • RefChem:907983
    • NECATORINE-
    • orb1695936
    • SCHEMBL29875877
    • DTXSID001009047
    • AKOS040753232
    • 2H-Benzo[c]pyrano[2,3-h]cinnoline-2,11(5H)-dione
    • 11-Hydroxy-2H-benzo[c]pyrano[2,3-h]cinnolin-2-one, 9CI
    • 89915-35-5

  • Applications

    11-Hydroxy-2H-benzo(c)pyrano(2,3-h)cinnolin-2-one (CAS 89915-35-5) is typically used as an intermediate and building block in organic synthesis, with applications in pharmaceutical research as a precursor to heterocyclic compounds; it may serve in dye/pigment chemistry and materials science as a scaffold for functionalized derivatives or fluorescence-related candidates; it also functions as a research reagent in academic and industrial settings to explore new heterocyclic architectures; potential uses in coatings/inks formulations and other fine chemicals may be considered, all subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.02
    methanol 1.05
    isopropanol 0.81
    water 0.01
    ethyl acetate 2.47
    n-propanol 0.98
    acetone 3.88
    n-butanol 1.12
    acetonitrile 1.41
    DMF 25.19
    toluene 0.56
    isobutanol 0.87
    1,4-dioxane 5.59
    methyl acetate 3.1
    THF 15.51
    2-butanone 5.55
    n-pentanol 1.26
    sec-butanol 0.82
    n-hexane 0.01
    ethylene glycol 2.25
    NMP 23.15
    cyclohexane 0.01
    DMSO 42.25
    n-butyl acetate 3.86
    n-octanol 1.18
    chloroform 0.09
    n-propyl acetate 3.67
    acetic acid 3.41
    dichloromethane 0.34
    cyclohexanone 9.47
    propylene glycol 1.45
    isopropyl acetate 2.52
    DMAc 43.38
    2-ethoxyethanol 7.25
    isopentanol 1.57
    n-heptane 0.04
    ethyl formate 2.45
    1,2-dichloroethane 0.97
    n-hexanol 1.44
    2-methoxyethanol 15.68
    isobutyl acetate 2.35
    tetrachloromethane 0.04
    n-pentyl acetate 3.88
    transcutol 31.12
    n-heptanol 1.69
    ethylbenzene 0.53
    MIBK 3.02
    2-propoxyethanol 11.41
    tert-butanol 1.41
    MTBE 0.66
    2-butoxyethanol 7.89
    propionic acid 2.42
    o-xylene 0.59
    formic acid 3.09
    diethyl ether 0.66
    m-xylene 0.52
    p-xylene 0.8
    chlorobenzene 0.64
    dimethyl carbonate 4.53
    n-octane 0.03
    formamide 7.73
    cyclopentanone 12.52
    2-pentanone 3.81
    anisole 2.47
    cyclopentyl methyl ether 2.55
    gamma-butyrolactone 12.97
    1-methoxy-2-propanol 9.97
    pyridine 6.38
    3-pentanone 2.64
    furfural 15.78
    n-dodecane 0.07
    diethylene glycol 16.3
    diisopropyl ether 0.29
    tert-amyl alcohol 1.22
    acetylacetone 7.59
    n-hexadecane 0.08
    acetophenone 5.47
    methyl propionate 3.7
    isopentyl acetate 4.43
    trichloroethylene 1.73
    n-nonanol 1.52
    cyclohexanol 1.25
    benzyl alcohol 3.74
    2-ethylhexanol 1.62
    isooctanol 1.77
    dipropyl ether 1.65
    1,2-dichlorobenzene 0.99
    ethyl lactate 4.89
    propylene carbonate 5.74
    n-methylformamide 7.12
    2-pentanol 0.71
    n-pentane 0.01
    1-propoxy-2-propanol 7.85
    1-methoxy-2-propyl acetate 9.42
    2-(2-methoxypropoxy) propanol 11.23
    mesitylene 0.36
    ε-caprolactone 9.12
    p-cymene 1.02
    epichlorohydrin 14.59
    1,1,1-trichloroethane 0.27
    2-aminoethanol 2.4
    morpholine-4-carbaldehyde 25.07
    sulfolane 23.14
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 3.96
    n-hexyl acetate 3.68
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 13.88
    sec-butyl acetate 2.52
    tert-butyl acetate 2.94
    decalin 0.04
    glycerin 7.01
    diglyme 24.28
    acrylic acid 3.54
    isopropyl myristate 2.34
    n-butyric acid 3.05
    acetyl acetate 2.3
    di(2-ethylhexyl) phthalate 3.91
    ethyl propionate 3.54
    nitromethane 8.81
    1,2-diethoxyethane 6.9
    benzonitrile 3.91
    trioctyl phosphate 2.66
    1-bromopropane 0.27
    gamma-valerolactone 25.51
    n-decanol 1.36
    triethyl phosphate 3.73
    4-methyl-2-pentanol 0.85
    propionitrile 1.85
    vinylene carbonate 5.88
    1,1,2-trichlorotrifluoroethane 13.23
    DMS 6.47
    cumene 0.56
    2-octanol 1.01
    2-hexanone 4.52
    octyl acetate 2.97
    limonene 1.03
    1,2-dimethoxyethane 15.55
    ethyl orthosilicate 3.15
    tributyl phosphate 3.12
    diacetone alcohol 7.77
    N,N-dimethylaniline 2.43
    acrylonitrile 4.21
    aniline 2.29
    1,3-propanediol 4.47
    bromobenzene 0.43
    dibromomethane 0.15
    1,1,2,2-tetrachloroethane 1.55
    2-methyl-cyclohexyl acetate 4.49
    tetrabutyl urea 5.45
    diisobutyl methanol 1.27
    2-phenylethanol 4.83
    styrene 0.57
    dioctyl adipate 4.49
    dimethyl sulfate 10.29
    ethyl butyrate 3.68
    methyl lactate 7.24
    butyl lactate 5.51
    diethyl carbonate 3.12
    propanediol butyl ether 6.13
    triethyl orthoformate 4.06
    p-tert-butyltoluene 0.87
    methyl 4-tert-butylbenzoate 6.99
    morpholine 7.8
    tert-butylamine 0.47
    n-dodecanol 1.15
    dimethoxymethane 11.84
    ethylene carbonate 4.49
    cyrene 11.56
    2-ethoxyethyl acetate 8.14
    2-ethylhexyl acetate 3.43
    1,2,4-trichlorobenzene 1.69
    4-methylpyridine 5.03
    dibutyl ether 1.72
    2,6-dimethyl-4-heptanol 1.27
    DEF 7.74
    dimethyl isosorbide 18.13
    tetrachloroethylene 0.96
    eugenol 9.17
    triacetin 7.1
    span 80 6.81
    1,4-butanediol 1.76
    1,1-dichloroethane 0.2
    2-methyl-1-pentanol 1.73
    methyl formate 5.03
    2-methyl-1-butanol 1.22
    n-decane 0.08
    butyronitrile 1.66
    3,7-dimethyl-1-octanol 1.61
    1-chlorooctane 0.44
    1-chlorotetradecane 0.34
    n-nonane 0.05
    undecane 0.07
    tert-butylcyclohexane 0.04
    cyclooctane 0.01
    cyclopentanol 1.59
    tetrahydropyran 2.15
    tert-amyl methyl ether 0.92
    2,5,8-trioxanonane 20.05
    1-hexene 0.1
    2-isopropoxyethanol 5.3
    2,2,2-trifluoroethanol 2.23
    methyl butyrate 4.85

    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