3-Aminophenol

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  • Identifiers

    CAS number
    591-27-5

    Molecular formula
    C6H7NO

    SMILES
    C1=CC(=CC(=C1)O)N

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Phenolic 63.76%
    Animal 39.43%
    Burnt 37.79%
    Smoky 36.49%
    Medicinal 36.08%
    Meaty 35.51%
    Sweet 34.01%
    Musty 31.86%
    Woody 28.41%
    Leathery 25.21%

     

    Flavor
    Phenolic 61.77%
    Medicinal 36.78%
    Mild 33.29%
    Nutty 30.54%
    Musty 29.05%
    Meaty 28.56%
    Phenol 28.11%
    Medical 27.78%
    Plastic 27.77%
    Penetrating 24.43%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    8.04 (weak base)

    Molecular weight
    109.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 253 to 259 °F (NTP, 1992)
    • 123 °C

    Boiling point

    • 327 °F at 11 mmHg (NTP, 1992)
    • 164 °C at 11 mm Hg

    Flash point

    • 134.1 ˚C est.

    Solubility expt.

    • 1 to 10 mg/mL at 75 °F (NTP, 1992)
    • Freely soluble in amyl alcohol and hot water; soluble in 40 parts cold water; very slightly soluble in petroleum ether
    • Soluble in toluene; very soluble in ethanol, ethyl ether; slightly soluble in benzene, dimethyl sulfoxide
    • Soluble in alkalies; slightly soluble in ligroin
    • Slightly soluble in benzene, toluene, chloroform; soluble in cold water; very soluble in acetonitrile, diethyl ether, ethyl acetate, acetone, ethanol, dimethyl sulfoxide, hot water
    • In water, 26.3 g/L (2.63x10+4 mg/L) at 20 °C

  • Synonyms

    • 3-Aminophenol
    • 591-27-5
    • M-AMINOPHENOL
    • 3-Hydroxyaniline
    • m-Hydroxyaniline
    • Phenol, 3-amino-
    • 1-Amino-3-hydroxybenzene
    • Fouramine EG
    • Futramine EG
    • Fourrine EG
    • m-Hydroxyaminobenzene
    • Pelagol EG
    • Tertral EG
    • Furro EG
    • Renal EG
    • Ursol EG
    • 3-Amino-1-hydroxybenzene
    • Fourrine 65
    • Zoba EG
    • Nako TEG
    • m-Hydroxyphenylamine
    • Phenol, m-amino-
    • BASF ursol EG
    • m-Aminofenol
    • C.I. Oxidation Base 7
    • CI Oxidation Base 7
    • C.I. 76545
    • RODOL EG
    • meta-aminophenol
    • CI 76545
    • NSC-1546
    • L3WTS6QT82
    • COVASTYLE MAP
    • DTXSID3024497
    • COLOREX MAP
    • JAROCOL MAP
    • ORISTAR APH3
    • DTXCID704497
    • CHEBI:28924
    • RefChem:92986
    • 209-711-2
    • 3-amino-phenol
    • MFCD00007786
    • NSC 1546
    • 3-azaniumylphenolate
    • 3-hydroxybenzenamine
    • aniline, 3-hydroxy-
    • F3228-0191
    • m-Aminofenol [Czech]
    • CCRIS 4145
    • HSDB 2586
    • EINECS 209-711-2
    • UNII-L3WTS6QT82
    • AI3-14871
    • m-amino-phenol
    • 3-amino phenol
    • phenmedipham TP2
    • 3-hydroxy-aniline
    • K5V
    • m-aminophenol (M6)
    • amino-3-hydroxybenzene
    • 3-Aminophenol, 98%
    • PHENOL,3-AMINO
    • Mesalazine EP Impurity B
    • WLN: ZR CQ
    • EC 209-711-2
    • M-AMINOPHENOL [MI]
    • SCHEMBL35586
    • MLS002415740
    • UN 2512 (Salt/Mix)
    • 3-AMINOPHENOL [HSDB]
    • 3-Aminophenol(M-Aminophenol)
    • BIDD:ER0564
    • BIDD:GT0645
    • SCHEMBL473485
    • CHEMBL269755
    • orb3029348
    • SCHEMBL1027850
    • SCHEMBL1029120
    • SCHEMBL1029479
    • SCHEMBL2003293
    • SCHEMBL6491081
    • M-AMINOPHENOL [USP-RS]
    • 3-Aminophenol, puriss., 99%
    • SCHEMBL11584326
    • SCHEMBL29358017
    • MSK9312
    • NSC1546
    • HMS3039L12
    • SMSSF-0440702
    • STR01006
    • Tox21_200706
    • BDBM50428384
    • SBB059791
    • STK258727
    • AKOS000118984
    • m-Aminophenol [UN2512] [Poison]
    • EBC-459065
    • FH70888
    • PS-9279
    • NCGC00091247-01
    • NCGC00091247-02
    • NCGC00258260-01
    • BP-13467
    • CAS-591-27-5
    • SMR001370906
    • DB-024153
    • MESALAZINE IMPURITY B [EP IMPURITY]
    • A0383
    • NS00005675
    • ST45255313
    • EN300-19292
    • VU0606052-1
    • C05058
    • 3-Aminophenol, PESTANAL(R), analytical standard
    • Q779427
    • Z104473438
    • Sodium aminosalicylate EP Impurity A(Mesalazine EP Impurity B)
    • InChI=1/C6H7NO/c7-5-2-1-3-6(8)4-5/h1-4,8H,7H
    • m-Aminophenol, United States Pharmacopeia (USP) Reference Standard
    • 3-Aminophenol, Pharmaceutical Secondary Standard; Certified Reference Material
    • Mesalazine Imp. B (EP); m-Aminophenol; 3-Aminophenol; Mesalazine Impurity B
    • 52984-90-4
    • 591-27-5

  • Applications

    3-Aminophenol (CAS 591-27-5) is predominantly used as an intermediate in the production of dyes and pigments, particularly azo dyes, and as a coupling component in oxidative hair dye formulations. It also serves as a starting material for pharmaceutical and agrochemical syntheses, and as a building block in polymer and coating systems, where its amino and phenolic functionalities enable reactive coupling in epoxy and polyurethane formulations. These applications illustrate the role of 3-Aminophenol across industrial chemistry and materials development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 409.97
    methanol 554.49
    isopropanol 216.98
    water 73.05
    ethyl acetate 107.15
    n-propanol 211.4
    acetone 451.86
    n-butanol 143.37
    acetonitrile 222.04
    DMF 303.67
    toluene 4.13
    isobutanol 111.0
    1,4-dioxane 393.08
    methyl acetate 154.45
    THF 527.31
    2-butanone 146.06
    n-pentanol 98.65
    sec-butanol 117.55
    n-hexane 2.05
    ethylene glycol 200.38
    NMP 169.91
    cyclohexane 1.05
    DMSO 578.67
    n-butyl acetate 43.86
    n-octanol 43.25
    chloroform 3.21
    n-propyl acetate 63.47
    acetic acid 578.27
    dichloromethane 3.56
    cyclohexanone 89.26
    propylene glycol 190.61
    isopropyl acetate 63.63
    DMAc 182.72
    2-ethoxyethanol 240.27
    isopentanol 93.36
    n-heptane 3.92
    ethyl formate 88.75
    1,2-dichloroethane 5.95
    n-hexanol 88.15
    2-methoxyethanol 458.45
    isobutyl acetate 38.09
    tetrachloromethane 3.01
    n-pentyl acetate 30.69
    transcutol 371.8
    n-heptanol 49.18
    ethylbenzene 1.42
    MIBK 70.69
    2-propoxyethanol 223.09
    tert-butanol 214.7
    MTBE 83.28
    2-butoxyethanol 113.08
    propionic acid 226.66
    o-xylene 3.59
    formic acid 430.46
    diethyl ether 92.24
    m-xylene 5.76
    p-xylene 2.69
    chlorobenzene 4.77
    dimethyl carbonate 67.54
    n-octane 1.32
    formamide 468.5
    cyclopentanone 183.98
    2-pentanone 115.76
    anisole 18.91
    cyclopentyl methyl ether 96.28
    gamma-butyrolactone 255.96
    1-methoxy-2-propanol 264.02
    pyridine 34.06
    3-pentanone 57.28
    furfural 125.66
    n-dodecane 1.38
    diethylene glycol 253.26
    diisopropyl ether 21.57
    tert-amyl alcohol 102.85
    acetylacetone 157.34
    n-hexadecane 1.44
    acetophenone 20.88
    methyl propionate 96.67
    isopentyl acetate 38.95
    trichloroethylene 9.41
    n-nonanol 36.22
    cyclohexanol 50.37
    benzyl alcohol 23.99
    2-ethylhexanol 32.74
    isooctanol 34.31
    dipropyl ether 47.08
    1,2-dichlorobenzene 4.12
    ethyl lactate 49.36
    propylene carbonate 109.32
    n-methylformamide 250.75
    2-pentanol 75.94
    n-pentane 2.6
    1-propoxy-2-propanol 127.3
    1-methoxy-2-propyl acetate 80.34
    2-(2-methoxypropoxy) propanol 86.37
    mesitylene 4.3
    ε-caprolactone 79.58
    p-cymene 4.81
    epichlorohydrin 129.53
    1,1,1-trichloroethane 8.28
    2-aminoethanol 283.11
    morpholine-4-carbaldehyde 215.29
    sulfolane 219.07
    2,2,4-trimethylpentane 2.05
    2-methyltetrahydrofuran 174.37
    n-hexyl acetate 46.64
    isooctane 2.53
    2-(2-butoxyethoxy)ethanol 129.07
    sec-butyl acetate 33.88
    tert-butyl acetate 73.53
    decalin 0.89
    glycerin 252.45
    diglyme 209.3
    acrylic acid 188.48
    isopropyl myristate 18.77
    n-butyric acid 184.86
    acetyl acetate 80.38
    di(2-ethylhexyl) phthalate 23.11
    ethyl propionate 47.22
    nitromethane 670.03
    1,2-diethoxyethane 75.08
    benzonitrile 19.38
    trioctyl phosphate 19.43
    1-bromopropane 4.5
    gamma-valerolactone 241.15
    n-decanol 26.16
    triethyl phosphate 20.13
    4-methyl-2-pentanol 44.25
    propionitrile 74.17
    vinylene carbonate 69.06
    1,1,2-trichlorotrifluoroethane 110.8
    DMS 37.45
    cumene 2.24
    2-octanol 25.55
    2-hexanone 68.67
    octyl acetate 28.87
    limonene 8.17
    1,2-dimethoxyethane 240.88
    ethyl orthosilicate 18.94
    tributyl phosphate 21.88
    diacetone alcohol 131.77
    N,N-dimethylaniline 12.23
    acrylonitrile 76.83
    aniline 21.08
    1,3-propanediol 279.91
    bromobenzene 2.37
    dibromomethane 2.41
    1,1,2,2-tetrachloroethane 8.97
    2-methyl-cyclohexyl acetate 27.89
    tetrabutyl urea 27.47
    diisobutyl methanol 21.27
    2-phenylethanol 31.53
    styrene 1.65
    dioctyl adipate 31.06
    dimethyl sulfate 87.88
    ethyl butyrate 37.83
    methyl lactate 98.29
    butyl lactate 38.1
    diethyl carbonate 25.93
    propanediol butyl ether 95.71
    triethyl orthoformate 30.62
    p-tert-butyltoluene 5.51
    methyl 4-tert-butylbenzoate 42.15
    morpholine 322.34
    tert-butylamine 76.97
    n-dodecanol 19.16
    dimethoxymethane 233.02
    ethylene carbonate 68.65
    cyrene 71.64
    2-ethoxyethyl acetate 55.75
    2-ethylhexyl acetate 24.67
    1,2,4-trichlorobenzene 6.65
    4-methylpyridine 28.42
    dibutyl ether 25.77
    2,6-dimethyl-4-heptanol 21.27
    DEF 82.21
    dimethyl isosorbide 107.42
    tetrachloroethylene 7.65
    eugenol 48.03
    triacetin 55.13
    span 80 69.4
    1,4-butanediol 113.03
    1,1-dichloroethane 5.97
    2-methyl-1-pentanol 57.8
    methyl formate 203.53
    2-methyl-1-butanol 78.86
    n-decane 2.18
    butyronitrile 65.91
    3,7-dimethyl-1-octanol 32.87
    1-chlorooctane 8.93
    1-chlorotetradecane 3.8
    n-nonane 2.01
    undecane 1.67
    tert-butylcyclohexane 1.57
    cyclooctane 0.64
    cyclopentanol 106.68
    tetrahydropyran 125.92
    tert-amyl methyl ether 45.08
    2,5,8-trioxanonane 152.08
    1-hexene 6.81
    2-isopropoxyethanol 140.59
    2,2,2-trifluoroethanol 173.54
    methyl butyrate 56.91

    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