2,5-Dimethoxyaniline

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  • Identifiers

    CAS number
    102-56-7

    Molecular formula
    C8H11NO2

    SMILES
    COC1=CC(=C(C=C1)OC)N

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Sweet 65.64%
    Vanilla 57.8%
    Phenolic 54.68%
    Spicy 45.77%
    Smoky 41.89%
    Powdery 38.65%
    Fruity 36.13%
    Woody 35.47%
    Floral 33.97%
    Burnt 33.18%

     

    Flavor
    Sweet 48.56%
    Bitter 45.9%
    Phenolic 44.2%
    Vanilla 41.81%
    Smoky 40.06%
    Spicy 37.91%
    Spice 37.46%
    Powdery 36.94%
    Woody 32.93%
    Flower 30.84%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    4.58 (weak acid)

    Molecular weight
    153.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    274°C

    Flash point

    • 127.02 ˚C est.

  • Synonyms

    • 2,5-DIMETHOXYANILINE
    • 102-56-7
    • Benzenamine, 2,5-dimethoxy-
    • Aminohydroquinone dimethyl ether
    • 1-Amino-2,5-dimethoxybenzene
    • Aniline, 2,5-dimethoxy-
    • MFCD00008368
    • 2,5-Dimethoxybenzenamine
    • C.I. 35811
    • 2,5 Dimethoxyaniline
    • V3Z5U3FL10
    • NSC-4138
    • Imidogen, (2,5-dimethoxyphenyl)-
    • 163493-35-4
    • 2,5-dimethoxyphenylamine
    • MLS000053359
    • 2,5-dimethoxyaniline;hydrochloride
    • NSC 4138
    • SMR000063286
    • EINECS 203-040-9
    • BRN 0776823
    • UNII-V3Z5U3FL10
    • AI3-16637
    • NSC4138
    • 2,5-di-methoxyaniline
    • 2,5-dimethyoxy aniline
    • EC 203-040-9
    • WLN: 1OR BZ DO1
    • SCHEMBL92071
    • 4-13-00-02548 (Beilstein Handbook Reference)
    • 2,5-Dimethoxyaniline, 98%
    • 2-amino-1,4-dimethoxybenzene
    • SCHEMBL1807591
    • CHEMBL1616799
    • DTXSID4059257
    • SCHEMBL21837230
    • SCHEMBL28228224
    • BDBM55250
    • cid_6602954
    • STR01743
    • SBB007581
    • STK116276
    • AKOS000119452
    • CS-W020681
    • PS-3249
    • SB76069
    • (2,5-dimethoxyphenyl)amine;hydrochloride
    • AC-12114
    • PHENYL, 4-AMINO-2,5-DIMETHOXY-
    • DB-030801
    • DB-327198
    • D0623
    • D1893
    • NS00006608
    • ST45255305
    • EN300-33970
    • D77920
    • AB00443748-08
    • F037369
    • Q27291505
    • F0728-0014
    • InChI=1/C8H11NO2/c1-10-6-3-4-8(11-2)7(9)5-6/h3-5H,9H2,1-2H
    • 849774-22-7
    • 102-56-7

  • Applications

    Primarily used as an organic intermediate in dye and pigment chemistry, 2,5-dimethoxyaniline serves as a building block for azo dyes and pigment precursors used in textiles, coatings, and inks. It is also employed in polymer and plastics chemistry as a coupling partner to form functional aromatic structures, enabling the production of specialty polymers and materials. The compound is occasionally evaluated as a synthetic intermediate for advanced electronic or optoelectronic materials, where conjugated aromatic systems are targeted. Additionally, it appears as a starting material or intermediate in organic synthesis for research and development, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 67.12
    methanol 96.56
    isopropanol 49.12
    water 10.78
    ethyl acetate 139.89
    n-propanol 65.05
    acetone 113.47
    n-butanol 57.8
    acetonitrile 117.32
    DMF 194.26
    toluene 28.64
    isobutanol 45.72
    1,4-dioxane 264.15
    methyl acetate 139.21
    THF 290.96
    2-butanone 89.05
    n-pentanol 41.53
    sec-butanol 46.38
    n-hexane 3.15
    ethylene glycol 63.24
    NMP 183.12
    cyclohexane 8.02
    DMSO 283.96
    n-butyl acetate 52.36
    n-octanol 16.94
    chloroform 239.71
    n-propyl acetate 56.3
    acetic acid 304.43
    dichloromethane 236.32
    cyclohexanone 130.74
    propylene glycol 37.93
    isopropyl acetate 63.73
    DMAc 179.52
    2-ethoxyethanol 182.49
    isopentanol 51.84
    n-heptane 5.07
    ethyl formate 113.06
    1,2-dichloroethane 157.98
    n-hexanol 38.79
    2-methoxyethanol 308.72
    isobutyl acetate 35.23
    tetrachloromethane 57.21
    n-pentyl acetate 29.46
    transcutol 175.25
    n-heptanol 22.56
    ethylbenzene 14.23
    MIBK 44.84
    2-propoxyethanol 108.72
    tert-butanol 99.56
    MTBE 80.72
    2-butoxyethanol 58.71
    propionic acid 114.48
    o-xylene 24.89
    formic acid 194.53
    diethyl ether 92.95
    m-xylene 21.76
    p-xylene 20.08
    chlorobenzene 56.3
    dimethyl carbonate 79.71
    n-octane 2.2
    formamide 268.65
    cyclopentanone 170.74
    2-pentanone 67.5
    anisole 57.88
    cyclopentyl methyl ether 106.58
    gamma-butyrolactone 266.78
    1-methoxy-2-propanol 135.32
    pyridine 121.55
    3-pentanone 68.72
    furfural 259.93
    n-dodecane 1.96
    diethylene glycol 136.97
    diisopropyl ether 23.11
    tert-amyl alcohol 69.86
    acetylacetone 116.08
    n-hexadecane 2.2
    acetophenone 56.82
    methyl propionate 107.38
    isopentyl acetate 48.58
    trichloroethylene 306.65
    n-nonanol 17.32
    cyclohexanol 62.75
    benzyl alcohol 46.44
    2-ethylhexanol 26.12
    isooctanol 19.35
    dipropyl ether 35.19
    1,2-dichlorobenzene 63.58
    ethyl lactate 42.01
    propylene carbonate 136.77
    n-methylformamide 147.05
    2-pentanol 35.41
    n-pentane 4.37
    1-propoxy-2-propanol 58.81
    1-methoxy-2-propyl acetate 74.77
    2-(2-methoxypropoxy) propanol 53.64
    mesitylene 15.5
    ε-caprolactone 131.77
    p-cymene 15.67
    epichlorohydrin 286.35
    1,1,1-trichloroethane 160.03
    2-aminoethanol 78.49
    morpholine-4-carbaldehyde 229.67
    sulfolane 275.62
    2,2,4-trimethylpentane 4.77
    2-methyltetrahydrofuran 171.1
    n-hexyl acetate 35.7
    isooctane 2.99
    2-(2-butoxyethoxy)ethanol 67.89
    sec-butyl acetate 39.6
    tert-butyl acetate 76.87
    decalin 5.39
    glycerin 113.26
    diglyme 157.64
    acrylic acid 136.75
    isopropyl myristate 17.68
    n-butyric acid 132.97
    acetyl acetate 128.16
    di(2-ethylhexyl) phthalate 21.68
    ethyl propionate 60.82
    nitromethane 513.9
    1,2-diethoxyethane 60.92
    benzonitrile 52.82
    trioctyl phosphate 16.17
    1-bromopropane 56.1
    gamma-valerolactone 252.67
    n-decanol 13.09
    triethyl phosphate 40.64
    4-methyl-2-pentanol 24.17
    propionitrile 80.72
    vinylene carbonate 145.08
    1,1,2-trichlorotrifluoroethane 258.3
    DMS 60.27
    cumene 12.92
    2-octanol 13.34
    2-hexanone 44.95
    octyl acetate 22.1
    limonene 23.43
    1,2-dimethoxyethane 207.1
    ethyl orthosilicate 38.17
    tributyl phosphate 20.62
    diacetone alcohol 81.82
    N,N-dimethylaniline 38.13
    acrylonitrile 110.62
    aniline 64.04
    1,3-propanediol 124.5
    bromobenzene 48.78
    dibromomethane 123.88
    1,1,2,2-tetrachloroethane 214.91
    2-methyl-cyclohexyl acetate 43.68
    tetrabutyl urea 24.64
    diisobutyl methanol 18.36
    2-phenylethanol 44.82
    styrene 18.59
    dioctyl adipate 30.09
    dimethyl sulfate 133.93
    ethyl butyrate 51.8
    methyl lactate 71.21
    butyl lactate 26.56
    diethyl carbonate 46.88
    propanediol butyl ether 36.73
    triethyl orthoformate 45.07
    p-tert-butyltoluene 16.06
    methyl 4-tert-butylbenzoate 51.52
    morpholine 247.02
    tert-butylamine 50.94
    n-dodecanol 10.5
    dimethoxymethane 179.13
    ethylene carbonate 123.39
    cyrene 79.14
    2-ethoxyethyl acetate 55.98
    2-ethylhexyl acetate 39.24
    1,2,4-trichlorobenzene 81.67
    4-methylpyridine 81.97
    dibutyl ether 22.77
    2,6-dimethyl-4-heptanol 18.36
    DEF 98.16
    dimethyl isosorbide 108.99
    tetrachloroethylene 168.77
    eugenol 49.86
    triacetin 57.71
    span 80 39.95
    1,4-butanediol 42.88
    1,1-dichloroethane 115.7
    2-methyl-1-pentanol 37.28
    methyl formate 138.79
    2-methyl-1-butanol 46.66
    n-decane 3.05
    butyronitrile 67.83
    3,7-dimethyl-1-octanol 18.52
    1-chlorooctane 12.97
    1-chlorotetradecane 5.94
    n-nonane 2.76
    undecane 2.36
    tert-butylcyclohexane 4.95
    cyclooctane 3.27
    cyclopentanol 80.82
    tetrahydropyran 144.97
    tert-amyl methyl ether 62.11
    2,5,8-trioxanonane 105.76
    1-hexene 11.08
    2-isopropoxyethanol 87.49
    2,2,2-trifluoroethanol 183.35
    methyl butyrate 70.38

    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