3-Nitrophenol

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  • Identifiers

    CAS number
    554-84-7

    Molecular formula
    C6H5NO3

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Phenolic 52.14%
    Odorless 48.48%
    Sweet 42.88%
    Vanilla 35.21%
    Balsamic 31.85%
    Nutty 29.51%
    Powdery 28.57%
    Bitter 28.38%
    Creamy 27.14%
    Burnt 27.06%

     

    Flavor
    Bitter 60.44%
    Odorless 46.1%
    Mild 35.39%
    Phenolic 32.74%
    Nutty 30.37%
    Nitrile 22.78%
    Urine 22.68%
    Faint 21.86%
    Very mild 21.27%
    Bread crust 21.18%

     

    Odor impact est.
    Low

    Odor threshold

    • Odor threshold = 3.0 mg/m3 (in air)
    • 3.0 mg/cu m in air
    • Detection in water: 0.6 mg/L

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    8.81 (weak base)

    Molecular weight
    139.11 g/mol

    Melting point expt.

    • 205 to 208 °F (NTP, 1992)
    • 96.8 °C

    Boiling point

    • 381 °F at 70 mmHg (NTP, 1992)
    • BP: 194 °C at 70 mm Hg

    Flash point

    • 124.53 ˚C est.

    Solubility expt.

    • less than 1 mg/mL at 64 °F (NTP, 1992)
    • Soluble in hot and dilute acids, in caustic solutions; insoluble in petroleum ether
    • 169.35 g/100 g in acetone at 0.2 °C; 1305.9 g/100 g in acetone at 84 °C; 116.9 g/100 g in alcohol at 1 °C; 1105.25 g/100 g in alcohol at 85 °C; 105.9 g/100 g in ether at 0.2 °C; 1065.8 g/100 g in acetone at 83 °C
    • Very soluble in ethanol, ether, and acetone
    • In water, 133,000 mg/L at 90 °C
    • In water, 13,550 mg/L at 25 °C

  • Synonyms

    • 3-Nitrophenol
    • 554-84-7
    • M-NITROPHENOL
    • 3-Hydroxynitrobenzene
    • Phenol, 3-nitro-
    • m-Hydroxynitrobenzene
    • Phenol, m-nitro-
    • m-Nitrofenol
    • meta-Nitrophenol
    • 1-Hydroxy-3-nitrobenzene
    • m-Nitrofenol [Czech]
    • 3-nitro-phenol
    • NSC 1551
    • Crump leather-lasting dressing
    • CCRIS 2315
    • HSDB 1337
    • EINECS 209-073-5
    • T6P4T52V9W
    • DTXSID2025765
    • CHEBI:34346
    • AI3-08825
    • NSC-1551
    • NITROPHENOL, 3-
    • M-NITROPHENOL [MI]
    • 3-NITROPHENOL [HSDB]
    • DTXCID705765
    • MFCD00007240
    • UNII-T6P4T52V9W
    • mNitrofenol
    • mNitrophenol
    • 5-nitrophenol
    • Phenol, mnitro
    • 3-nitro phenol
    • Phenol, 3nitro
    • mHydroxynitrobenzene
    • 3Hydroxynitrobenzene
    • WLN: WNR CQ
    • SCHEMBL50135
    • MLS002415747
    • BIDD:ER0534
    • CHEMBL13888
    • SR-1C3
    • 3-Nitrophenol, puriss., 99%
    • SCHEMBL13815837
    • 3-HYDROXY-1-NITROBENZENE
    • NSC1551
    • HMS3039H09
    • STR00679
    • Tox21_200022
    • STK290830
    • AKOS000119831
    • AKOS015831340
    • AKOS024268500
    • m-Nitrophenol [UN1663] [Poison]
    • 3-Nitrophenol, ReagentPlus(R), 99%
    • AC-3123
    • FN52327
    • NCGC00090900-01
    • NCGC00090900-02
    • NCGC00257576-01
    • CAS-554-84-7
    • SMR001370910
    • DB-024131
    • 3-Nitrophenol, purum, >=98.0% (HPLC)
    • N0217
    • NS00006762
    • EN300-18093
    • A830666
    • AE-562/40296193
    • Q3598793
    • Z57160187
    • F0001-1455
    • 209-073-5

  • Applications

    3-Nitrophenol (CAS 554-84-7) is primarily used as an intermediate in chemical synthesis: it serves as a versatile building block for producing aryl amines (via reduction to 3-aminophenol) and dye/pigment precursors for azo colorants; it functions as an intermediate in the development of agrochemicals and pharmaceutical synthesis; in the polymer and coatings sectors it is used to prepare functional phenolic compounds and specialty chemicals; and it is encountered as an industrial intermediate in various formulation and research applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 719.17
    methanol 1340.97
    isopropanol 384.43
    water 5.11
    ethyl acetate 651.12
    n-propanol 475.22
    acetone 1264.15
    n-butanol 397.91
    acetonitrile 974.56
    DMF 2075.05
    toluene 70.75
    isobutanol 267.36
    1,4-dioxane 683.51
    methyl acetate 997.56
    THF 1610.02
    2-butanone 1011.14
    n-pentanol 290.08
    sec-butanol 414.6
    n-hexane 4.16
    ethylene glycol 233.83
    NMP 437.62
    cyclohexane 2.76
    DMSO 1670.02
    n-butyl acetate 167.84
    n-octanol 144.75
    chloroform 79.4
    n-propyl acetate 309.22
    acetic acid 212.04
    dichloromethane 145.71
    cyclohexanone 237.57
    propylene glycol 139.27
    isopropyl acetate 232.65
    DMAc 1313.09
    2-ethoxyethanol 879.3
    isopentanol 318.58
    n-heptane 5.39
    ethyl formate 393.93
    1,2-dichloroethane 234.52
    n-hexanol 174.38
    2-methoxyethanol 1635.53
    isobutyl acetate 91.61
    tetrachloromethane 12.73
    n-pentyl acetate 104.24
    transcutol 1801.73
    n-heptanol 90.38
    ethylbenzene 63.31
    MIBK 232.09
    2-propoxyethanol 421.05
    tert-butanol 525.69
    MTBE 383.89
    2-butoxyethanol 231.29
    propionic acid 206.07
    o-xylene 58.56
    formic acid 248.08
    diethyl ether 492.76
    m-xylene 55.18
    p-xylene 57.36
    chlorobenzene 53.08
    dimethyl carbonate 262.79
    n-octane 4.53
    formamide 848.67
    cyclopentanone 512.79
    2-pentanone 584.05
    anisole 302.81
    cyclopentyl methyl ether 297.05
    gamma-butyrolactone 545.04
    1-methoxy-2-propanol 727.49
    pyridine 282.72
    3-pentanone 366.35
    furfural 375.54
    n-dodecane 7.37
    diethylene glycol 462.19
    diisopropyl ether 74.9
    tert-amyl alcohol 448.99
    acetylacetone 503.96
    n-hexadecane 8.16
    acetophenone 202.41
    methyl propionate 552.17
    isopentyl acetate 121.23
    trichloroethylene 261.78
    n-nonanol 126.27
    cyclohexanol 121.76
    benzyl alcohol 168.88
    2-ethylhexanol 84.19
    isooctanol 64.1
    dipropyl ether 101.04
    1,2-dichlorobenzene 53.61
    ethyl lactate 137.19
    propylene carbonate 163.88
    n-methylformamide 1153.96
    2-pentanol 247.93
    n-pentane 5.36
    1-propoxy-2-propanol 232.2
    1-methoxy-2-propyl acetate 201.68
    2-(2-methoxypropoxy) propanol 274.45
    mesitylene 31.6
    ε-caprolactone 235.79
    p-cymene 32.69
    epichlorohydrin 900.47
    1,1,1-trichloroethane 98.59
    2-aminoethanol 320.36
    morpholine-4-carbaldehyde 643.72
    sulfolane 375.18
    2,2,4-trimethylpentane 5.52
    2-methyltetrahydrofuran 617.88
    n-hexyl acetate 181.96
    isooctane 4.41
    2-(2-butoxyethoxy)ethanol 457.45
    sec-butyl acetate 154.93
    tert-butyl acetate 226.83
    decalin 6.06
    glycerin 205.75
    diglyme 819.39
    acrylic acid 164.54
    isopropyl myristate 73.28
    n-butyric acid 218.73
    acetyl acetate 193.78
    di(2-ethylhexyl) phthalate 51.76
    ethyl propionate 298.53
    nitromethane 1315.66
    1,2-diethoxyethane 369.86
    benzonitrile 146.12
    trioctyl phosphate 46.49
    1-bromopropane 108.18
    gamma-valerolactone 511.61
    n-decanol 98.97
    triethyl phosphate 64.18
    4-methyl-2-pentanol 119.56
    propionitrile 455.6
    vinylene carbonate 146.95
    1,1,2-trichlorotrifluoroethane 266.67
    DMS 173.47
    cumene 40.81
    2-octanol 73.29
    2-hexanone 326.95
    octyl acetate 104.9
    limonene 41.43
    1,2-dimethoxyethane 1181.35
    ethyl orthosilicate 54.35
    tributyl phosphate 58.86
    diacetone alcohol 371.26
    N,N-dimethylaniline 151.32
    acrylonitrile 563.22
    aniline 107.38
    1,3-propanediol 492.87
    bromobenzene 40.08
    dibromomethane 77.0
    1,1,2,2-tetrachloroethane 175.58
    2-methyl-cyclohexyl acetate 71.5
    tetrabutyl urea 88.32
    diisobutyl methanol 53.44
    2-phenylethanol 133.41
    styrene 78.29
    dioctyl adipate 94.88
    dimethyl sulfate 313.86
    ethyl butyrate 135.43
    methyl lactate 225.98
    butyl lactate 90.75
    diethyl carbonate 93.49
    propanediol butyl ether 264.51
    triethyl orthoformate 73.56
    p-tert-butyltoluene 31.55
    methyl 4-tert-butylbenzoate 125.19
    morpholine 834.91
    tert-butylamine 182.27
    n-dodecanol 74.26
    dimethoxymethane 1233.41
    ethylene carbonate 122.27
    cyrene 162.26
    2-ethoxyethyl acetate 204.91
    2-ethylhexyl acetate 83.95
    1,2,4-trichlorobenzene 64.74
    4-methylpyridine 272.01
    dibutyl ether 141.22
    2,6-dimethyl-4-heptanol 53.44
    DEF 585.98
    dimethyl isosorbide 285.49
    tetrachloroethylene 98.93
    eugenol 164.82
    triacetin 147.39
    span 80 131.42
    1,4-butanediol 197.82
    1,1-dichloroethane 155.06
    2-methyl-1-pentanol 220.55
    methyl formate 879.79
    2-methyl-1-butanol 288.44
    n-decane 10.79
    butyronitrile 358.46
    3,7-dimethyl-1-octanol 117.88
    1-chlorooctane 52.92
    1-chlorotetradecane 23.89
    n-nonane 9.13
    undecane 8.91
    tert-butylcyclohexane 7.11
    cyclooctane 1.94
    cyclopentanol 163.2
    tetrahydropyran 399.41
    tert-amyl methyl ether 289.67
    2,5,8-trioxanonane 546.75
    1-hexene 41.54
    2-isopropoxyethanol 406.02
    2,2,2-trifluoroethanol 120.36
    methyl butyrate 375.6

    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