3-Methylquinoxalin-2-ol

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  • Identifiers

    CAS number
    14003-34-0

    Molecular formula
    C9H8N2O

    SMILES
    CC1=NC2=CC=CC=C2NC1=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Burnt 44.87%
    Roasted 41.72%
    Odorless 34.95%
    Nutty 33.58%
    Fruity 33.48%
    Bitter 30.7%
    Musty 28.1%
    Coffee 27.53%
    Cooked 25.19%
    Caramellic 23.72%

     

    Flavor
    Bitter 80.11%
    Nutty 30.62%
    Odorless 24.16%
    Bread crust 23.76%
    Very strong 23.7%
    Corn 23.31%
    Indole 23.3%
    Cereal 22.27%
    Cocoa 22.2%
    Taco 22.17%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    6.41 (neutral)

    Molecular weight
    160.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    335°C

    Flash point

    • 173.59 ˚C est.

    Solubility expt.

    • >24 [ug/mL] (The mean of the results at pH 7.4)

  • Synonyms

    • 3-Methylquinoxalin-2-ol
    • 3-Methyl-2(1H)-quinoxalinone
    • RefChem:504353
    • 237-807-4
    • 14003-34-0
    • 2-Hydroxy-3-methylquinoxaline
    • 3-Methyl-2-quinoxalinol
    • 3-Methyl-1H-quinoxalin-2-one
    • 2(1H)-Quinoxalinone, 3-methyl-
    • 3-methylquinoxalin-2(1H)-one
    • 2-QUINOXALINOL, 3-METHYL-
    • USAF EL-7
    • MFCD00047567
    • 3-methyl-1,2-dihydroquinoxalin-2-one
    • 3-methyl-2-Quinoxalinone
    • NSC-149824
    • WLN: T66 BN ENJ CQ D
    • 3-Hydroxy-2-methylquinoxaline
    • 2-Hydroxy-3-methyl quinoxaline
    • EINECS 237-807-4
    • NSC 149824
    • NSC38589
    • 3-Methyl-2-quinoxalone
    • 3-methyl-quinoxalin-2-ol
    • MLS000778411
    • 3-methylhydroquinoxalin-2-one
    • SCHEMBL536562
    • CHEMBL157238
    • SCHEMBL1589916
    • SCHEMBL16403339
    • SCHEMBL28095819
    • SCHEMBL28228457
    • SCHEMBL30617972
    • DTXSID30161219
    • CHEBI:167821
    • 5776PWB76Y
    • HMS2774P17
    • quinoxaline, 2-hydroxy-3-methyl-
    • ALBB-020076
    • CCG-1920
    • NSC17798
    • CCG-49309
    • MFCD00006724
    • NSC-17798
    • NSC-38589
    • NSC149824
    • SBB003967
    • STK874234
    • STL138586
    • AKOS000120338
    • AKOS000446145
    • FM36074
    • MF-0223
    • NCGC00246411-01
    • CS-10790
    • PD021324
    • SMR000415205
    • SY036050
    • DB-042505
    • CS-0065942
    • NS00015315
    • ST45022914
    • EN300-18172
    • 10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N
    • G68962
    • 10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.1
    • 10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.2
    • 10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.3
    • 10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.4
    • 10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.5
    • 10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.7
    • doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N
    • F237570
    • doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.1
    • doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.2
    • doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.3
    • doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.4
    • doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.5
    • doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.7
    • SR-01000638772-1
    • Z57254350
    • F0176-0156
    • InChI=1/C9H8N2O/c1-6-9(12)11-8-5-3-2-4-7(8)10-6/h2-5H,1H3,(H,11,12
    • 14003-34-0

  • Applications

    3-Methylquinoxalin-2-ol (CAS 14003-34-0) is primarily used as an intermediate in organic synthesis for heterocyclic compounds; in pharmaceutical and agrochemical R&D it serves as a building block for related bioactive heterocycles. It also serves as a precursor in dye and pigment chemistries, enabling quinoxaline-based chromophores for specialty coatings and inks. In polymers and materials science it is explored as a functionalized building block for advanced polymers and as a ligand in coordination chemistry and catalysis. Additionally, it has been evaluated as a scaffold in organic electronics and as a precursor for fluorescent probes in sensing applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 20.62
    methanol 23.98
    isopropanol 17.23
    water 1.03
    ethyl acetate 14.73
    n-propanol 17.98
    acetone 32.42
    n-butanol 15.8
    acetonitrile 16.46
    DMF 98.63
    toluene 5.1
    isobutanol 14.98
    1,4-dioxane 29.04
    methyl acetate 16.44
    THF 40.24
    2-butanone 25.36
    n-pentanol 17.96
    sec-butanol 15.46
    n-hexane 0.76
    ethylene glycol 8.23
    NMP 42.55
    cyclohexane 0.55
    DMSO 91.47
    n-butyl acetate 18.12
    n-octanol 12.37
    chloroform 18.32
    n-propyl acetate 16.11
    acetic acid 18.51
    dichloromethane 41.54
    cyclohexanone 30.88
    propylene glycol 5.48
    isopropyl acetate 8.82
    DMAc 81.03
    2-ethoxyethanol 33.46
    isopentanol 16.34
    n-heptane 1.48
    ethyl formate 23.65
    1,2-dichloroethane 27.83
    n-hexanol 17.28
    2-methoxyethanol 45.78
    isobutyl acetate 9.29
    tetrachloromethane 2.44
    n-pentyl acetate 17.59
    transcutol 59.04
    n-heptanol 14.82
    ethylbenzene 6.25
    MIBK 12.64
    2-propoxyethanol 32.66
    tert-butanol 18.87
    MTBE 8.25
    2-butoxyethanol 29.35
    propionic acid 13.91
    o-xylene 6.9
    formic acid 13.4
    diethyl ether 9.29
    m-xylene 6.16
    p-xylene 9.99
    chlorobenzene 8.87
    dimethyl carbonate 8.13
    n-octane 1.05
    formamide 30.93
    cyclopentanone 37.61
    2-pentanone 17.88
    anisole 12.58
    cyclopentyl methyl ether 13.17
    gamma-butyrolactone 39.82
    1-methoxy-2-propanol 27.24
    pyridine 29.99
    3-pentanone 13.35
    furfural 47.51
    n-dodecane 1.04
    diethylene glycol 28.55
    diisopropyl ether 3.08
    tert-amyl alcohol 15.51
    acetylacetone 19.48
    n-hexadecane 1.18
    acetophenone 19.46
    methyl propionate 15.27
    isopentyl acetate 15.63
    trichloroethylene 37.28
    n-nonanol 12.61
    cyclohexanol 10.78
    benzyl alcohol 18.32
    2-ethylhexanol 12.2
    isooctanol 12.48
    dipropyl ether 9.75
    1,2-dichlorobenzene 11.09
    ethyl lactate 11.68
    propylene carbonate 19.16
    n-methylformamide 40.54
    2-pentanol 10.27
    n-pentane 0.7
    1-propoxy-2-propanol 21.91
    1-methoxy-2-propyl acetate 15.67
    2-(2-methoxypropoxy) propanol 24.85
    mesitylene 3.9
    ε-caprolactone 25.33
    p-cymene 6.96
    epichlorohydrin 51.15
    1,1,1-trichloroethane 9.58
    2-aminoethanol 12.68
    morpholine-4-carbaldehyde 53.94
    sulfolane 47.2
    2,2,4-trimethylpentane 0.6
    2-methyltetrahydrofuran 21.47
    n-hexyl acetate 19.56
    isooctane 0.5
    2-(2-butoxyethoxy)ethanol 33.85
    sec-butyl acetate 8.4
    tert-butyl acetate 8.52
    decalin 0.96
    glycerin 11.08
    diglyme 63.7
    acrylic acid 13.67
    isopropyl myristate 8.11
    n-butyric acid 18.03
    acetyl acetate 7.26
    di(2-ethylhexyl) phthalate 12.34
    ethyl propionate 12.93
    nitromethane 35.88
    1,2-diethoxyethane 23.94
    benzonitrile 20.45
    trioctyl phosphate 9.67
    1-bromopropane 11.3
    gamma-valerolactone 51.96
    n-decanol 10.43
    triethyl phosphate 8.91
    4-methyl-2-pentanol 7.6
    propionitrile 15.2
    vinylene carbonate 22.17
    1,1,2-trichlorotrifluoroethane 26.88
    DMS 13.02
    cumene 6.16
    2-octanol 10.3
    2-hexanone 18.94
    octyl acetate 12.03
    limonene 7.36
    1,2-dimethoxyethane 61.43
    ethyl orthosilicate 8.72
    tributyl phosphate 10.44
    diacetone alcohol 18.7
    N,N-dimethylaniline 14.04
    acrylonitrile 22.5
    aniline 10.63
    1,3-propanediol 20.02
    bromobenzene 7.03
    dibromomethane 20.22
    1,1,2,2-tetrachloroethane 26.65
    2-methyl-cyclohexyl acetate 12.77
    tetrabutyl urea 17.57
    diisobutyl methanol 7.35
    2-phenylethanol 19.41
    styrene 5.6
    dioctyl adipate 13.2
    dimethyl sulfate 15.61
    ethyl butyrate 14.23
    methyl lactate 10.39
    butyl lactate 16.2
    diethyl carbonate 10.33
    propanediol butyl ether 22.04
    triethyl orthoformate 11.07
    p-tert-butyltoluene 5.51
    methyl 4-tert-butylbenzoate 20.75
    morpholine 30.76
    tert-butylamine 9.61
    n-dodecanol 8.45
    dimethoxymethane 38.84
    ethylene carbonate 17.54
    cyrene 25.83
    2-ethoxyethyl acetate 24.19
    2-ethylhexyl acetate 12.55
    1,2,4-trichlorobenzene 12.66
    4-methylpyridine 26.54
    dibutyl ether 11.65
    2,6-dimethyl-4-heptanol 7.35
    DEF 30.7
    dimethyl isosorbide 34.72
    tetrachloroethylene 19.04
    eugenol 26.72
    triacetin 16.43
    span 80 19.84
    1,4-butanediol 12.51
    1,1-dichloroethane 14.63
    2-methyl-1-pentanol 17.86
    methyl formate 30.28
    2-methyl-1-butanol 14.45
    n-decane 1.51
    butyronitrile 16.8
    3,7-dimethyl-1-octanol 11.07
    1-chlorooctane 6.2
    1-chlorotetradecane 2.97
    n-nonane 1.28
    undecane 1.25
    tert-butylcyclohexane 1.02
    cyclooctane 0.31
    cyclopentanol 13.92
    tetrahydropyran 15.98
    tert-amyl methyl ether 7.86
    2,5,8-trioxanonane 43.58
    1-hexene 4.21
    2-isopropoxyethanol 23.1
    2,2,2-trifluoroethanol 11.19
    methyl butyrate 21.75

    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