2-Aminophenol

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  • Identifiers

    CAS number
    95-55-6

    Molecular formula
    C6H7NO

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

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Phenolic 69.61%
    Smoky 49.54%
    Burnt 46.64%
    Medicinal 42.18%
    Meaty 36.87%
    Sweet 34.4%
    Odorless 30.78%
    Vanilla 28.43%
    Bitter 27.84%
    Animal 26.69%

     

    Flavor
    Phenolic 66.42%
    Meaty 43.64%
    Medicinal 41.76%
    Sulfurous 38.0%
    Mild 35.24%
    Phenol 34.92%
    Garlic 29.16%
    Egg 27.93%
    Onion 27.41%
    Smoke 27.09%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    7.31 (neutral)

    Molecular weight
    109.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 342 to 343 °F (NTP, 1992)
    • 174 °C
    • 170-174 °C
    • MP: 172-173 °C; sublimes on further heating

    Boiling point

    • Sublimes at 307 °F at 11 mmHg (NTP, 1992)
    • Sublimes at 153 °C

    Flash point

    • 124.42 ˚C est.
    • 168 °C (334 °F) - closed cup
    • >175 °C c.c.

    Solubility expt.

    • less than 0.1 mg/mL at 70 °F (NTP, 1992)
    • 20000 mg/L (at 20 °C)
    • 1 g dissolves in 50 mL cold water, 23 mL alcohol
    • Slightly soluble in toluene, chloroform, and cold water; soluble in ethanol, and hot water, very soluble in acetonitrile, ethyl acetate, acetone, dimethyl sulfoxide
    • Soluble in ethyl ether; very soluble in ethanol; slightly soluble in benzene, trifluoroacetic acid
    • In water, 2.0X10+3 mg/L at 20 °C
    • Solubility in water, g/100ml at 20 °C: 1.7

  • Synonyms

    • 2-Aminophenol
    • 95-55-6
    • O-AMINOPHENOL
    • o-Hydroxyaniline
    • 2-Hydroxyaniline
    • Phenol, 2-amino-
    • 2-Amino-1-hydroxybenzene
    • Fouramine OP
    • Benzofur GG
    • Pelagol Grey GG
    • Pelagol 3GA
    • Nako Yellow 3GA
    • BASF ursol 3GA
    • Zoba 3GA
    • Phenol, o-amino-
    • Questiomycin B
    • o-Hydroxyphenylamine
    • ortho-aminophenol
    • 2-Hydroxyanaline
    • Nako Yellow ga
    • Paradone Olive Green B
    • 2-Aminobenzenol
    • 1-Amino-2-hydroxybenzene
    • 1-Hydroxy-2-aminobenzene
    • C.I. Oxidation Base 17
    • CI Oxidation Base 17
    • C.I. 76520
    • CI 76520
    • DTXSID8024498
    • CHEBI:18112
    • 23RH73DZ65
    • NSC-1534
    • DTXCID104498
    • CI-76520
    • RefChem:85402
    • 202-431-1
    • Phenol, amino-
    • 2-amino phenol
    • MFCD00007690
    • Mesalazine EP Impurity C
    • 2-amino-phenol
    • NSC 1534
    • UN2512
    • AI3-09065
    • 2-AMINO-PHENOLE
    • c0316
    • STK286021
    • o-Aminophenol [UN2512] [Poison]
    • aniline, 2-hydroxy-
    • NCGC00091188-01
    • 2AF
    • 2-hydroxybenzenamine
    • CCRIS 4144
    • HSDB 4246
    • EINECS 202-431-1
    • 2-Aminophenol; Mesalazine Imp. C (EP); Mesalazine Impurity C
    • amino-phenol
    • UNII-23RH73DZ65
    • O-Amino phenol
    • ZINC00157526
    • 2-aminohydroxybenzene
    • 2-Aminophenyl alcohol
    • 2-amino-hydroxybenzene
    • 2-Aminophenol, 99%
    • AMINOPHENOL, O-
    • WLN: ZR BQ
    • Mesalazine impurity C CRS
    • bmse000310
    • Epitope ID:128160
    • EC 202-431-1
    • O-AMINOPHENOL [MI]
    • SCHEMBL24436
    • MLS002454422
    • 2-AMINOPHENOL [HSDB]
    • BIDD:GT0801
    • CHEMBL28319
    • SCHEMBL295485
    • SCHEMBL714349
    • Benzene, 1-hydroxy-2-amine-
    • 36683_RIEDEL
    • SCHEMBL1028751
    • SCHEMBL1029583
    • SCHEMBL1031265
    • SCHEMBL1155856
    • SCHEMBL9492973
    • SCHEMBL11229700
    • SCHEMBL11584320
    • SCHEMBL29430322
    • EXPT00102
    • MSK2903
    • NSC1534
    • HMS3039N03
    • 2-Aminophenol, puriss., 99.5%
    • CS-D1201
    • STR00335
    • Tox21_200932
    • EBC-44128
    • SBB040832
    • 2-AMINOPHENOL [USP IMPURITY]
    • AKOS000119785
    • DB01726
    • FA71182
    • CAS-95-55-6
    • NCGC00091188-02
    • NCGC00091188-03
    • NCGC00258486-01
    • Phen-2,3,4,5-D4-OL, 6-amino-
    • BP-13471
    • SMR001372016
    • DB-024292
    • MESALAZINE IMPURITY C [EP IMPURITY]
    • 2-Aminophenol, purum, >=98.0% (HPLC)
    • A0335
    • A1106
    • NS00001117
    • ST50214414
    • 2-Aminophenol 100 microg/mL in Acetonitrile
    • EN300-17960
    • 2-Aminophenol(Discontinued,See C4X-132433)
    • C01987
    • D88377
    • 2-Aminophenol, PESTANAL(R), analytical standard
    • F094977
    • Q1089204
    • 8CFFFA6B-6ACF-4377-B782-47586CF00CCB
    • Z57127952
    • F2190-0437
    • 95-55-6

  • Applications

    2-Aminophenol (CAS 95-55-6) is primarily used as an intermediate in the synthesis of dyes and pigments, notably as a precursor for azo dyes and industrial pigments used in textiles, coatings, and printing inks; in cosmetics and personal care, it serves as a colorant precursor for hair dye formulations and other cosmetic colorants; in coatings and printing substrates, it provides color-building blocks for pigment production and tinting systems; in pharmaceutical and chemical synthesis, it is used as an intermediate for the preparation of heterocyclic compounds and other pharmaceutical intermediates; in polymer and resin chemistry, it acts as a building block for specialty polymers and resin formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 54.87
    methanol 147.5
    isopropanol 26.72
    water 17.97
    ethyl acetate 18.36
    n-propanol 37.82
    acetone 11.53
    n-butanol 35.54
    acetonitrile 22.43
    DMF 39.24
    toluene 1.69
    isobutanol 19.81
    1,4-dioxane 45.68
    methyl acetate 19.81
    THF 86.84
    2-butanone 16.46
    n-pentanol 25.53
    sec-butanol 22.15
    n-hexane 0.73
    ethylene glycol 26.05
    NMP 40.42
    cyclohexane 0.57
    DMSO 69.7
    n-butyl acetate 21.93
    n-octanol 12.86
    chloroform 5.98
    n-propyl acetate 14.03
    acetic acid 111.04
    dichloromethane 4.78
    cyclohexanone 21.04
    propylene glycol 16.82
    isopropyl acetate 12.58
    DMAc 57.75
    2-ethoxyethanol 68.02
    isopentanol 30.22
    n-heptane 2.32
    ethyl formate 25.82
    1,2-dichloroethane 4.21
    n-hexanol 32.27
    2-methoxyethanol 100.83
    isobutyl acetate 8.34
    tetrachloromethane 3.08
    n-pentyl acetate 17.68
    transcutol 169.11
    n-heptanol 23.23
    ethylbenzene 1.18
    MIBK 15.64
    2-propoxyethanol 63.31
    tert-butanol 37.09
    MTBE 21.25
    2-butoxyethanol 49.85
    propionic acid 43.68
    o-xylene 2.53
    formic acid 172.86
    diethyl ether 17.45
    m-xylene 2.61
    p-xylene 1.69
    chlorobenzene 2.73
    dimethyl carbonate 9.67
    n-octane 0.97
    formamide 208.32
    cyclopentanone 36.04
    2-pentanone 14.49
    anisole 8.03
    cyclopentyl methyl ether 19.82
    gamma-butyrolactone 58.67
    1-methoxy-2-propanol 46.6
    pyridine 15.64
    3-pentanone 9.2
    furfural 53.53
    n-dodecane 0.66
    diethylene glycol 63.1
    diisopropyl ether 5.58
    tert-amyl alcohol 31.32
    acetylacetone 18.45
    n-hexadecane 0.69
    acetophenone 9.16
    methyl propionate 14.2
    isopentyl acetate 19.08
    trichloroethylene 8.47
    n-nonanol 12.33
    cyclohexanol 12.78
    benzyl alcohol 10.42
    2-ethylhexanol 16.33
    isooctanol 17.24
    dipropyl ether 16.79
    1,2-dichlorobenzene 3.38
    ethyl lactate 12.17
    propylene carbonate 26.14
    n-methylformamide 60.57
    2-pentanol 18.76
    n-pentane 0.9
    1-propoxy-2-propanol 42.7
    1-methoxy-2-propyl acetate 24.25
    2-(2-methoxypropoxy) propanol 36.69
    mesitylene 2.54
    ε-caprolactone 25.61
    p-cymene 3.7
    epichlorohydrin 37.02
    1,1,1-trichloroethane 4.46
    2-aminoethanol 46.73
    morpholine-4-carbaldehyde 57.12
    sulfolane 56.08
    2,2,4-trimethylpentane 1.03
    2-methyltetrahydrofuran 36.85
    n-hexyl acetate 17.46
    isooctane 1.04
    2-(2-butoxyethoxy)ethanol 57.77
    sec-butyl acetate 9.1
    tert-butyl acetate 20.69
    decalin 0.52
    glycerin 44.54
    diglyme 98.37
    acrylic acid 40.95
    isopropyl myristate 7.77
    n-butyric acid 57.77
    acetyl acetate 13.07
    di(2-ethylhexyl) phthalate 9.32
    ethyl propionate 9.58
    nitromethane 109.07
    1,2-diethoxyethane 39.74
    benzonitrile 8.41
    trioctyl phosphate 8.51
    1-bromopropane 2.5
    gamma-valerolactone 59.63
    n-decanol 9.27
    triethyl phosphate 8.91
    4-methyl-2-pentanol 15.62
    propionitrile 14.31
    vinylene carbonate 21.32
    1,1,2-trichlorotrifluoroethane 40.59
    DMS 9.47
    cumene 1.85
    2-octanol 11.78
    2-hexanone 14.11
    octyl acetate 10.69
    limonene 5.27
    1,2-dimethoxyethane 67.26
    ethyl orthosilicate 9.87
    tributyl phosphate 9.89
    diacetone alcohol 32.58
    N,N-dimethylaniline 7.34
    acrylonitrile 18.24
    aniline 8.4
    1,3-propanediol 66.77
    bromobenzene 1.48
    dibromomethane 2.76
    1,1,2,2-tetrachloroethane 7.75
    2-methyl-cyclohexyl acetate 12.91
    tetrabutyl urea 12.36
    diisobutyl methanol 11.84
    2-phenylethanol 15.93
    styrene 1.19
    dioctyl adipate 10.96
    dimethyl sulfate 15.43
    ethyl butyrate 17.29
    methyl lactate 18.07
    butyl lactate 18.45
    diethyl carbonate 10.25
    propanediol butyl ether 28.1
    triethyl orthoformate 14.71
    p-tert-butyltoluene 3.99
    methyl 4-tert-butylbenzoate 19.79
    morpholine 54.51
    tert-butylamine 17.45
    n-dodecanol 6.92
    dimethoxymethane 36.94
    ethylene carbonate 18.38
    cyrene 25.64
    2-ethoxyethyl acetate 25.87
    2-ethylhexyl acetate 13.01
    1,2,4-trichlorobenzene 4.45
    4-methylpyridine 11.23
    dibutyl ether 11.15
    2,6-dimethyl-4-heptanol 11.84
    DEF 22.76
    dimethyl isosorbide 50.48
    tetrachloroethylene 9.39
    eugenol 24.25
    triacetin 19.55
    span 80 27.03
    1,4-butanediol 25.25
    1,1-dichloroethane 2.92
    2-methyl-1-pentanol 23.01
    methyl formate 35.07
    2-methyl-1-butanol 24.03
    n-decane 1.09
    butyronitrile 16.44
    3,7-dimethyl-1-octanol 12.67
    1-chlorooctane 3.54
    1-chlorotetradecane 1.64
    n-nonane 0.97
    undecane 0.81
    tert-butylcyclohexane 0.85
    cyclooctane 0.42
    cyclopentanol 20.69
    tetrahydropyran 21.74
    tert-amyl methyl ether 16.96
    2,5,8-trioxanonane 72.05
    1-hexene 2.27
    2-isopropoxyethanol 35.59
    2,2,2-trifluoroethanol 46.04
    methyl butyrate 15.9

    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