2-((2-Methoxy-4-nitrophenyl)amino)ethanol

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  • Identifiers

    CAS number
    66095-81-6

    Molecular formula
    C9H12N2O4

    SMILES
    COC1=C(C=CC(=C1)[N+](=O)[O-])NCCO

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 51.15%
    Sweet 44.27%
    Vanilla 32.36%
    Milky 26.96%
    Savory 25.49%
    Creamy 22.28%
    Bitter 20.06%
    Powdery 18.8%
    Grape 18.62%
    Dairy 18.28%

     

    Flavor
    Odorless 54.11%
    Bitter 47.37%
    Mild 33.25%
    Bland 27.75%
    Very mild 24.79%
    Sweet-like 23.45%
    Fruity 20.89%
    Faint 20.76%
    Orange flower 20.62%
    Yeast 19.67%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    8.67 (weak base)

    Molecular weight
    212.2 g/mol

    Flash point

    • 190.64 ˚C est.

  • Synonyms

    • 2-Hydroxyethylamino-5-nitroanisole
    • 66095-81-6
    • 2-[(2-METHOXY-4-NITROPHENYL)AMINO]ETHANOL
    • Ethanol, 2-((2-methoxy-4-nitrophenyl)amino)-
    • IMEXINE FM
    • 2-((2-Methoxy-4-nitrophenyl)amino)ethanol
    • 249S4E2270
    • DTXSID50867206
    • Ethanol, 2-[(2-methoxy-4-nitrophenyl)amino]-
    • RefChem:592121
    • DTXCID90815408
    • 266-138-0
    • 2-(2-methoxy-4-nitroanilino)ethanol
    • EINECS 266-138-0
    • UNII-249S4E2270
    • 2-[(2-methoxy-4-nitrophenyl)amino]ethan-1-ol
    • SCHEMBL111537
    • SCHEMBL29390085
    • DZFVBIGUJAYIFJ-UHFFFAOYSA-N
    • RCA09581
    • 2-(2-Methoxy-4-nitroanilino)ethan-1-ol
    • NS00013758
    • G53649
    • EN300-7442767
    • 2-N-(.BETA.-HYDROXYETHYL)AMINO-5-NITROANISOLE
    • Q27253828
    • Z1461928511
    • 66095-81-6

  • Applications

    2-((2-Methoxy-4-nitrophenyl)amino)ethanol (CAS 66095-81-6) is primarily used as an organic synthesis intermediate in pharmaceutical development and API production; it is also employed as a precursor for dye and pigment formulations, and can serve in coatings and inks as a colorant intermediate; it provides a starting point for monomer or functional additive synthesis in polymers and plastics; and it is evaluated as a building block in specialty chemicals and research projects, depending on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 18.48
    methanol 32.86
    isopropanol 10.66
    water 1.11
    ethyl acetate 37.34
    n-propanol 11.47
    acetone 120.81
    n-butanol 8.49
    acetonitrile 39.89
    DMF 466.49
    toluene 4.3
    isobutanol 7.48
    1,4-dioxane 41.13
    methyl acetate 57.0
    THF 109.54
    2-butanone 58.53
    n-pentanol 9.55
    sec-butanol 9.71
    n-hexane 0.18
    ethylene glycol 26.95
    NMP 457.6
    cyclohexane 0.35
    DMSO 1188.0
    n-butyl acetate 26.62
    n-octanol 5.41
    chloroform 12.84
    n-propyl acetate 29.05
    acetic acid 95.69
    dichloromethane 44.3
    cyclohexanone 82.52
    propylene glycol 17.53
    isopropyl acetate 20.63
    DMAc 463.35
    2-ethoxyethanol 62.13
    isopentanol 9.94
    n-heptane 0.4
    ethyl formate 34.88
    1,2-dichloroethane 42.03
    n-hexanol 9.49
    2-methoxyethanol 91.14
    isobutyl acetate 12.17
    tetrachloromethane 1.92
    n-pentyl acetate 12.2
    transcutol 174.1
    n-heptanol 5.81
    ethylbenzene 4.43
    MIBK 20.51
    2-propoxyethanol 40.89
    tert-butanol 20.05
    MTBE 13.58
    2-butoxyethanol 21.9
    propionic acid 37.44
    o-xylene 7.94
    formic acid 110.08
    diethyl ether 8.59
    m-xylene 5.52
    p-xylene 6.39
    chlorobenzene 10.87
    dimethyl carbonate 45.7
    n-octane 0.22
    formamide 252.69
    cyclopentanone 162.61
    2-pentanone 34.5
    anisole 26.08
    cyclopentyl methyl ether 27.59
    gamma-butyrolactone 227.45
    1-methoxy-2-propanol 54.69
    pyridine 44.16
    3-pentanone 31.49
    furfural 180.95
    n-dodecane 0.26
    diethylene glycol 60.3
    diisopropyl ether 3.02
    tert-amyl alcohol 18.39
    acetylacetone 89.41
    n-hexadecane 0.31
    acetophenone 49.07
    methyl propionate 52.22
    isopentyl acetate 22.06
    trichloroethylene 72.07
    n-nonanol 5.62
    cyclohexanol 11.61
    benzyl alcohol 27.9
    2-ethylhexanol 8.01
    isooctanol 5.35
    dipropyl ether 8.01
    1,2-dichlorobenzene 16.42
    ethyl lactate 30.51
    propylene carbonate 81.66
    n-methylformamide 151.12
    2-pentanol 6.06
    n-pentane 0.16
    1-propoxy-2-propanol 29.17
    1-methoxy-2-propyl acetate 43.15
    2-(2-methoxypropoxy) propanol 42.85
    mesitylene 4.16
    ε-caprolactone 74.18
    p-cymene 5.45
    epichlorohydrin 167.67
    1,1,1-trichloroethane 12.35
    2-aminoethanol 26.25
    morpholine-4-carbaldehyde 236.87
    sulfolane 447.58
    2,2,4-trimethylpentane 0.4
    2-methyltetrahydrofuran 52.39
    n-hexyl acetate 17.51
    isooctane 0.23
    2-(2-butoxyethoxy)ethanol 43.77
    sec-butyl acetate 15.95
    tert-butyl acetate 27.13
    decalin 0.57
    glycerin 54.19
    diglyme 106.96
    acrylic acid 58.5
    isopropyl myristate 7.02
    n-butyric acid 29.49
    acetyl acetate 34.19
    di(2-ethylhexyl) phthalate 13.52
    ethyl propionate 27.26
    nitromethane 325.28
    1,2-diethoxyethane 27.26
    benzonitrile 28.27
    trioctyl phosphate 8.55
    1-bromopropane 6.68
    gamma-valerolactone 194.13
    n-decanol 4.41
    triethyl phosphate 20.98
    4-methyl-2-pentanol 5.06
    propionitrile 18.42
    vinylene carbonate 72.98
    1,1,2-trichlorotrifluoroethane 120.72
    DMS 44.41
    cumene 4.2
    2-octanol 3.63
    2-hexanone 24.92
    octyl acetate 10.11
    limonene 7.73
    1,2-dimethoxyethane 90.11
    ethyl orthosilicate 15.99
    tributyl phosphate 11.91
    diacetone alcohol 49.39
    N,N-dimethylaniline 23.46
    acrylonitrile 48.21
    aniline 16.61
    1,3-propanediol 28.61
    bromobenzene 8.51
    dibromomethane 16.15
    1,1,2,2-tetrachloroethane 45.95
    2-methyl-cyclohexyl acetate 23.6
    tetrabutyl urea 19.29
    diisobutyl methanol 5.12
    2-phenylethanol 22.59
    styrene 5.53
    dioctyl adipate 19.42
    dimethyl sulfate 171.15
    ethyl butyrate 25.25
    methyl lactate 50.89
    butyl lactate 18.61
    diethyl carbonate 22.37
    propanediol butyl ether 26.9
    triethyl orthoformate 18.88
    p-tert-butyltoluene 5.04
    methyl 4-tert-butylbenzoate 34.02
    morpholine 64.92
    tert-butylamine 5.95
    n-dodecanol 3.43
    dimethoxymethane 97.82
    ethylene carbonate 50.56
    cyrene 69.1
    2-ethoxyethyl acetate 32.47
    2-ethylhexyl acetate 16.82
    1,2,4-trichlorobenzene 25.71
    4-methylpyridine 43.36
    dibutyl ether 6.31
    2,6-dimethyl-4-heptanol 5.12
    DEF 85.16
    dimethyl isosorbide 75.76
    tetrachloroethylene 27.07
    eugenol 32.47
    triacetin 44.41
    span 80 26.58
    1,4-butanediol 16.06
    1,1-dichloroethane 13.26
    2-methyl-1-pentanol 10.99
    methyl formate 119.75
    2-methyl-1-butanol 9.23
    n-decane 0.38
    butyronitrile 13.82
    3,7-dimethyl-1-octanol 6.87
    1-chlorooctane 2.53
    1-chlorotetradecane 1.16
    n-nonane 0.29
    undecane 0.32
    tert-butylcyclohexane 0.51
    cyclooctane 0.2
    cyclopentanol 20.21
    tetrahydropyran 20.1
    tert-amyl methyl ether 14.94
    2,5,8-trioxanonane 77.29
    1-hexene 1.12
    2-isopropoxyethanol 35.26
    2,2,2-trifluoroethanol 61.01
    methyl butyrate 40.54

    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