2-Nitrophenol

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  • Identifiers

    CAS number
    88-75-5

    Molecular formula
    C6H5NO3

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

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 1115.0

  • Odor profile

    Fragrance
    Sweet 60.65%
    Phenolic 55.01%
    Odorless 37.06%
    Balsamic 37.01%
    Vanilla 35.66%
    Bitter 35.44%
    Almond 33.63%
    Aromatic 31.65%
    Nutty 30.76%
    Spicy 30.67%

     

    Flavor
    Bitter 52.56%
    Odorless 44.87%
    Phenolic 39.64%
    Mild 37.67%
    Nutty 31.94%
    Faint 23.87%
    Urine 23.15%
    Nitrile 22.61%
    Bread crust 21.3%
    Cadaverous 21.11%

     

    Odor impact est.
    Low

    Odor threshold

    • Detection in air: 8.0X10-11 moles/cu m
    • Recognition in air: 0.11-0.13 mg/cu m; detection in air: 0.0012 mg/cu m
    • Threshold odor concn in water: 10 mg/L
    • 3.83 mg/L

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    8.28 (weak base)

    Molecular weight
    139.11 g/mol

    Melting point expt.

    • 113 to 115 °F (NTP, 1992)
    • 44-45 °C
    • 45-46 °C
    • 44-116 °C

    Boiling point

    • 417 to 421 °F at 760 mmHg (Decomposes) (NTP, 1992)
    • 216 °C
    • 194-279 °C

    Flash point

    • 108.9 ˚C est.
    • 108 °C c.c.
    • 169 °C

    Solubility expt.

    • less than 1 mg/mL at 70 °F (NTP, 1992)
    • Freely soluble in ... carbon disulfide, alkali hydroxides; slightly soluble in cold water
    • Very soluble in alcohol, ether, acetone, chlorine
    • In water, 2100 mg/L at 20 °C; 10,800 mg/L at 100 °C
    • In water, 2.5X10+3 mg/L at 25 °C
    • Solubility in water, g/100ml at 20 °C: 0.21 (poor)
    • Solubility in water, g/100ml: 0.13-1.2

  • Synonyms

    • 2-NITROPHENOL
    • o-Nitrophenol
    • 88-75-5
    • 2-Hydroxynitrobenzene
    • Phenol, 2-nitro-
    • NITROPHENOL
    • o-Hydroxynitrobenzene
    • Phenol, o-nitro-
    • o-Nitrofenol
    • 2-nitro-phenol
    • 25154-55-6
    • MFCD00011688
    • BD148E95KD
    • DTXSID1021790
    • CHEBI:16260
    • Hydroxy(2-Hydroxyphenyl)oxoammonium
    • NSC-1552
    • ortho-nitrophenol
    • DTXCID201790
    • o-Nitrofenol [Czech]
    • CAS-88-75-5
    • CCRIS 2314
    • HSDB 1133
    • o-Nitrophenol (molten)
    • NSC 1552
    • EINECS 201-857-5
    • UNII-BD148E95KD
    • AI3-14893
    • o-nitro-phenol
    • 0-nitrophenol
    • 2-nitro phenol
    • hydroxynitrobenzene
    • CG3
    • OPO
    • NITROPHENOLATE
    • 2-nitrophenyl alcohol
    • o-Nitrophenol [UN1663] [Poison]
    • 2-Nitrophenol, 98%
    • PHENOL, O-NITRO
    • 2-Nitrophenol-UL-14C
    • WLN: WNR BQ
    • EC 201-857-5
    • 2-Nitrophenol, 99.0%
    • O-NITROPHENOL [MI]
    • SCHEMBL26026
    • 2-NITROPHENOL [HSDB]
    • BIDD:ER0656
    • CHEMBL14205
    • 1-OH
    • SR-1C4
    • SCHEMBL11524557
    • SCHEMBL16254545
    • NSC1552
    • BCP25852
    • STR00905
    • Tox21_201442
    • Tox21_302758
    • STK011520
    • AKOS000118749
    • CCG-321789
    • FN03765
    • UN 1663
    • NCGC00090898-01
    • NCGC00090898-02
    • NCGC00256357-01
    • NCGC00258993-01
    • 2-Nitrophenol 100 microg/mL in Methanol
    • DB-371590
    • 2-Nitrophenol, purum, >=98.0% (HPLC)
    • N0153
    • N0219
    • NS00010607
    • EN300-18135
    • C01988
    • 2-Nitrophenol, PESTANAL(R), analytical standard
    • AB-131/40228446
    • Q18907378
    • F3146-3482
    • InChI=1/C6H5NO3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8
    • 78813-12-4

  • Applications

    2-Nitrophenol is primarily used as an organic synthesis intermediate; it can be reduced to 2-aminophenol, a building block for various dye and pharmaceutical derivatives. In industry, it serves as a starting material for the production of dyes and pigments (azo dye precursors) and as an intermediate for pharmaceutical and agrochemical syntheses. It is also used in coatings and inks as a nitroaromatic intermediate, and finds use in analytical chemistry as a reagent or reference standard. Additionally, it can be employed in polymer science and specialty materials development. Applications are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 635.27
    methanol 1025.54
    isopropanol 375.82
    water 2.05
    ethyl acetate 1149.52
    n-propanol 477.63
    acetone 1895.68
    n-butanol 401.48
    acetonitrile 1738.66
    DMF 2826.85
    toluene 77.42
    isobutanol 259.37
    1,4-dioxane 881.43
    methyl acetate 1372.4
    THF 2325.5
    2-butanone 1478.18
    n-pentanol 306.47
    sec-butanol 449.63
    n-hexane 9.79
    ethylene glycol 276.18
    NMP 1116.27
    cyclohexane 7.04
    DMSO 3194.72
    n-butyl acetate 258.71
    n-octanol 153.21
    chloroform 157.53
    n-propyl acetate 450.05
    acetic acid 448.62
    dichloromethane 250.16
    cyclohexanone 535.73
    propylene glycol 229.71
    isopropyl acetate 371.86
    DMAc 1371.98
    2-ethoxyethanol 915.04
    isopentanol 311.58
    n-heptane 10.06
    ethyl formate 532.01
    1,2-dichloroethane 412.01
    n-hexanol 206.61
    2-methoxyethanol 1887.4
    isobutyl acetate 126.77
    tetrachloromethane 17.37
    n-pentyl acetate 156.46
    transcutol 2963.08
    n-heptanol 96.71
    ethylbenzene 56.19
    MIBK 342.28
    2-propoxyethanol 578.25
    tert-butanol 439.95
    MTBE 343.25
    2-butoxyethanol 267.58
    propionic acid 402.32
    o-xylene 57.69
    formic acid 323.74
    diethyl ether 610.29
    m-xylene 65.4
    p-xylene 57.85
    chlorobenzene 107.43
    dimethyl carbonate 396.8
    n-octane 6.34
    formamide 1133.35
    cyclopentanone 1038.65
    2-pentanone 1009.24
    anisole 235.44
    cyclopentyl methyl ether 448.76
    gamma-butyrolactone 1212.21
    1-methoxy-2-propanol 1044.95
    pyridine 452.17
    3-pentanone 622.4
    furfural 685.38
    n-dodecane 8.7
    diethylene glycol 660.66
    diisopropyl ether 97.56
    tert-amyl alcohol 408.72
    acetylacetone 917.97
    n-hexadecane 9.8
    acetophenone 226.42
    methyl propionate 962.96
    isopentyl acetate 172.82
    trichloroethylene 564.66
    n-nonanol 141.37
    cyclohexanol 206.24
    benzyl alcohol 170.92
    2-ethylhexanol 103.49
    isooctanol 73.99
    dipropyl ether 141.31
    1,2-dichlorobenzene 92.08
    ethyl lactate 213.03
    propylene carbonate 410.13
    n-methylformamide 1734.4
    2-pentanol 295.73
    n-pentane 10.34
    1-propoxy-2-propanol 327.25
    1-methoxy-2-propyl acetate 314.09
    2-(2-methoxypropoxy) propanol 356.6
    mesitylene 40.59
    ε-caprolactone 468.5
    p-cymene 35.36
    epichlorohydrin 1424.36
    1,1,1-trichloroethane 211.28
    2-aminoethanol 379.7
    morpholine-4-carbaldehyde 1002.86
    sulfolane 1188.64
    2,2,4-trimethylpentane 8.72
    2-methyltetrahydrofuran 968.09
    n-hexyl acetate 262.19
    isooctane 8.24
    2-(2-butoxyethoxy)ethanol 657.93
    sec-butyl acetate 210.84
    tert-butyl acetate 339.35
    decalin 9.2
    glycerin 352.68
    diglyme 973.75
    acrylic acid 359.19
    isopropyl myristate 108.81
    n-butyric acid 406.39
    acetyl acetate 383.53
    di(2-ethylhexyl) phthalate 69.72
    ethyl propionate 427.27
    nitromethane 2477.85
    1,2-diethoxyethane 502.82
    benzonitrile 217.82
    trioctyl phosphate 70.57
    1-bromopropane 194.88
    gamma-valerolactone 941.27
    n-decanol 114.1
    triethyl phosphate 87.53
    4-methyl-2-pentanol 142.26
    propionitrile 704.2
    vinylene carbonate 310.11
    1,1,2-trichlorotrifluoroethane 490.02
    DMS 267.73
    cumene 34.74
    2-octanol 82.57
    2-hexanone 495.34
    octyl acetate 145.44
    limonene 52.81
    1,2-dimethoxyethane 1104.93
    ethyl orthosilicate 73.3
    tributyl phosphate 90.73
    diacetone alcohol 522.15
    N,N-dimethylaniline 123.07
    acrylonitrile 961.63
    aniline 135.23
    1,3-propanediol 587.11
    bromobenzene 80.57
    dibromomethane 148.14
    1,1,2,2-tetrachloroethane 364.84
    2-methyl-cyclohexyl acetate 105.0
    tetrabutyl urea 126.42
    diisobutyl methanol 71.95
    2-phenylethanol 152.13
    styrene 68.56
    dioctyl adipate 147.2
    dimethyl sulfate 547.03
    ethyl butyrate 197.51
    methyl lactate 423.29
    butyl lactate 149.38
    diethyl carbonate 127.8
    propanediol butyl ether 362.93
    triethyl orthoformate 110.02
    p-tert-butyltoluene 35.35
    methyl 4-tert-butylbenzoate 171.6
    morpholine 1170.77
    tert-butylamine 165.22
    n-dodecanol 87.2
    dimethoxymethane 1420.22
    ethylene carbonate 253.6
    cyrene 236.62
    2-ethoxyethyl acetate 299.51
    2-ethylhexyl acetate 120.48
    1,2,4-trichlorobenzene 120.63
    4-methylpyridine 404.69
    dibutyl ether 170.05
    2,6-dimethyl-4-heptanol 71.95
    DEF 983.45
    dimethyl isosorbide 427.0
    tetrachloroethylene 177.98
    eugenol 201.15
    triacetin 246.09
    span 80 212.45
    1,4-butanediol 222.71
    1,1-dichloroethane 318.43
    2-methyl-1-pentanol 221.76
    methyl formate 1203.17
    2-methyl-1-butanol 291.42
    n-decane 12.64
    butyronitrile 540.89
    3,7-dimethyl-1-octanol 135.97
    1-chlorooctane 65.04
    1-chlorotetradecane 29.84
    n-nonane 10.79
    undecane 10.63
    tert-butylcyclohexane 9.44
    cyclooctane 4.01
    cyclopentanol 299.29
    tetrahydropyran 657.31
    tert-amyl methyl ether 279.76
    2,5,8-trioxanonane 699.05
    1-hexene 70.65
    2-isopropoxyethanol 431.07
    2,2,2-trifluoroethanol 197.93
    methyl butyrate 528.82

    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

Botanical

Name CAS Botanical Proportion
Anthoxanthum odoratum (Italy) 1a fresh leaf Anthoxanthum odoratum L., fam. Poaceae (Gramineae) 0.01%
Anthoxanthum odoratum (Italy) 1b hay Anthoxanthum odoratum L., fam. Poaceae (Gramineae) 0.05%