1-Nitronaphthalene

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  • Identifiers

    CAS number
    86-57-7

    Molecular formula
    C10H7NO2

    SMILES
    C1=CC=C2C(=C1)C=CC=C2[N+](=O)[O-]

    Safety labels

    Flammable
    Flammable

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Floral 67.59%
    Sweet 55.07%
    Honey 50.71%
    Powdery 45.07%
    Balsamic 43.99%
    Neroli 40.44%
    Phenolic 34.54%
    Orange 33.0%
    Animal 29.49%
    Grape 28.11%

     

    Flavor
    Bitter 61.27%
    Odorless 32.82%
    Balsam 26.85%
    Honey 25.86%
    Mild 25.6%
    Nitrile 23.18%
    Urine 22.27%
    Very strong 21.48%
    Indole 21.34%
    Orange flower 21.3%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    7.82 (neutral)

    Molecular weight
    173.17 g/mol

    Melting point expt.

    • 142.7 °F (NTP, 1992)
    • 61 °C

    Boiling point

    • 579 °F at 760 mmHg (sublimes) (NTP, 1992)
    • 304 °C (sublime)
    • BP: 180 °C @ 14 mm Hg

    Flash point

    • 156.26 ˚C est.
    • 327 °F (NTP, 1992)
    • 164 °C
    • 164 °C; 327 °F (closed cup)

    Solubility expt.

    • less than 0.1 mg/mL at 72 °F (NTP, 1992)
    • Sol in alc; freely sol in chloroform, ether, carbon disulfide
    • Very sol in benzene and pyridine
    • In water, 9.18 mg/l @ 25 °C

  • Synonyms

    • 1-NITRONAPHTHALENE
    • 86-57-7
    • Nitrol
    • Naphthalene, 1-nitro-
    • alpha-Nitronaphthalene
    • Nitrol (pesticide)
    • Naphthalene, nitro-
    • NITRONAPHTHALENE
    • Mononitronaphthalene
    • NCI-C01956
    • 1-Nitronaftalen
    • .alpha.-Nitronaphthalene
    • 27254-36-0
    • 1-Nitro-Naphthalene
    • CHEBI:34104
    • MFCD00003913
    • A51NP1DL2T
    • CHEMBL165373
    • DTXSID7020978
    • NSC-9584
    • 1-Nitronaphthaline
    • DTXCID70978
    • Nitrol (VAN)
    • Naphthalene, mononitro-
    • 1-Nitronaftalen [Czech]
    • Naphthalene, alpha-nitro-
    • CAS-86-57-7
    • CCRIS 450
    • HSDB 2887
    • NSC 9584
    • EINECS 201-684-5
    • UN2538
    • UNII-A51NP1DL2T
    • BRN 1867714
    • Nitronaphthalin
    • AI3-00477
    • nitro-naphthalene
    • 1-nitronapthalene
    • alpha-nitro-naphthalene
    • 1-Nitronaphthalene, 99%
    • WLN: L66J BNW
    • SCHEMBL57184
    • NITRONAPHTHALENE, 1-
    • 1-NITRONAPHTHALENE [MI]
    • NSC9584
    • 1-NITRONAPHTHALENE [HSDB]
    • 1-NITRONAPHTHALENE [IARC]
    • STR03423
    • Tox21_201407
    • Tox21_302759
    • BDBM50282618
    • AKOS000120000
    • FN45627
    • NCGC00091715-01
    • NCGC00091715-02
    • NCGC00091715-03
    • NCGC00256373-01
    • NCGC00258958-01
    • AC-29181
    • DB-056461
    • DB-056938
    • N0212
    • NS00039134
    • EN300-19781
    • 1-Nitronaphthalene 10 microg/mL in Cyclohexane
    • A24106
    • D97666
    • Nitronaphthalene [UN2538] [Flammable solid]
    • AE-562/40180003
    • Q14848739
    • 1-Nitronaphthalene, BCR(R) certified Reference Material
    • 1-Nitro-4-phenylbenzene;4-nitro-1-biphenyl;4-nitro-bipheny
    • InChI=1/C10H7NO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7

  • Applications

    1-Nitronaphthalene (CAS 86-57-7) is primarily used as an organic synthesis intermediate in industrial manufacturing, notably as a precursor for naphthalene-based dyes and pigments and for further transformations to aromatic amines and heterocyclic compounds; it also serves as a building block in polymer and materials chemistry for specialty monomers and functionalized polymers, and may be encountered in coatings and printing inks as a dye precursor. In research and process development, it is used as a starting material for route exploration, reductions to 1-aminonaphthalene, and related derivative syntheses, including applications in pharmaceutical intermediate synthesis, with usage subject to regulatory controls.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 84.89
    methanol 89.75
    isopropanol 51.07
    water 0.25
    ethyl acetate 1067.01
    n-propanol 68.94
    acetone 1756.22
    n-butanol 64.21
    acetonitrile 1373.64
    DMF 2099.38
    toluene 390.05
    isobutanol 40.49
    1,4-dioxane 1524.15
    methyl acetate 1456.3
    THF 1781.71
    2-butanone 1127.23
    n-pentanol 49.67
    sec-butanol 48.34
    n-hexane 16.8
    ethylene glycol 30.07
    NMP 1476.07
    cyclohexane 40.88
    DMSO 1206.04
    n-butyl acetate 375.44
    n-octanol 54.66
    chloroform 1223.06
    n-propyl acetate 377.99
    acetic acid 194.34
    dichloromethane 2645.32
    cyclohexanone 1270.34
    propylene glycol 18.41
    isopropyl acetate 357.52
    DMAc 1065.91
    2-ethoxyethanol 157.25
    isopentanol 53.67
    n-heptane 18.57
    ethyl formate 436.37
    1,2-dichloroethane 2529.14
    n-hexanol 71.99
    2-methoxyethanol 317.96
    isobutyl acetate 160.58
    tetrachloromethane 114.0
    n-pentyl acetate 222.02
    transcutol 975.17
    n-heptanol 43.45
    ethylbenzene 135.36
    MIBK 245.09
    2-propoxyethanol 224.74
    tert-butanol 62.0
    MTBE 195.8
    2-butoxyethanol 125.72
    propionic acid 165.4
    o-xylene 160.35
    formic acid 62.59
    diethyl ether 412.84
    m-xylene 168.99
    p-xylene 168.55
    chlorobenzene 672.15
    dimethyl carbonate 582.33
    n-octane 12.29
    formamide 356.97
    cyclopentanone 2086.06
    2-pentanone 695.65
    anisole 416.34
    cyclopentyl methyl ether 525.8
    gamma-butyrolactone 2172.05
    1-methoxy-2-propanol 171.68
    pyridine 1873.57
    3-pentanone 706.26
    furfural 1582.97
    n-dodecane 10.41
    diethylene glycol 171.24
    diisopropyl ether 82.99
    tert-amyl alcohol 56.0
    acetylacetone 1199.03
    n-hexadecane 13.07
    acetophenone 399.2
    methyl propionate 904.59
    isopentyl acetate 257.83
    trichloroethylene 3939.53
    n-nonanol 52.52
    cyclohexanol 86.16
    benzyl alcohol 153.26
    2-ethylhexanol 57.03
    isooctanol 37.76
    dipropyl ether 133.97
    1,2-dichlorobenzene 554.23
    ethyl lactate 91.21
    propylene carbonate 697.06
    n-methylformamide 766.13
    2-pentanol 42.23
    n-pentane 10.79
    1-propoxy-2-propanol 127.72
    1-methoxy-2-propyl acetate 384.51
    2-(2-methoxypropoxy) propanol 178.31
    mesitylene 97.63
    ε-caprolactone 887.96
    p-cymene 67.3
    epichlorohydrin 3414.32
    1,1,1-trichloroethane 1067.45
    2-aminoethanol 40.37
    morpholine-4-carbaldehyde 1404.78
    sulfolane 1506.16
    2,2,4-trimethylpentane 7.0
    2-methyltetrahydrofuran 962.33
    n-hexyl acetate 299.55
    isooctane 7.28
    2-(2-butoxyethoxy)ethanol 235.21
    sec-butyl acetate 196.07
    tert-butyl acetate 321.06
    decalin 22.89
    glycerin 41.46
    diglyme 751.41
    acrylic acid 204.96
    isopropyl myristate 99.64
    n-butyric acid 188.45
    acetyl acetate 588.21
    di(2-ethylhexyl) phthalate 77.86
    ethyl propionate 382.68
    nitromethane 2170.46
    1,2-diethoxyethane 441.96
    benzonitrile 455.27
    trioctyl phosphate 54.21
    1-bromopropane 480.57
    gamma-valerolactone 1965.3
    n-decanol 41.94
    triethyl phosphate 107.47
    4-methyl-2-pentanol 27.99
    propionitrile 430.45
    vinylene carbonate 699.69
    1,1,2-trichlorotrifluoroethane 546.75
    DMS 569.72
    cumene 67.62
    2-octanol 35.3
    2-hexanone 354.65
    octyl acetate 128.68
    limonene 90.6
    1,2-dimethoxyethane 666.59
    ethyl orthosilicate 84.75
    tributyl phosphate 78.86
    diacetone alcohol 235.8
    N,N-dimethylaniline 162.41
    acrylonitrile 949.85
    aniline 239.85
    1,3-propanediol 73.86
    bromobenzene 827.89
    dibromomethane 1187.26
    1,1,2,2-tetrachloroethane 1673.16
    2-methyl-cyclohexyl acetate 148.65
    tetrabutyl urea 115.53
    diisobutyl methanol 40.84
    2-phenylethanol 170.31
    styrene 214.81
    dioctyl adipate 157.51
    dimethyl sulfate 867.23
    ethyl butyrate 233.72
    methyl lactate 168.39
    butyl lactate 102.17
    diethyl carbonate 165.41
    propanediol butyl ether 93.58
    triethyl orthoformate 120.21
    p-tert-butyltoluene 64.91
    methyl 4-tert-butylbenzoate 210.51
    morpholine 1070.78
    tert-butylamine 33.75
    n-dodecanol 34.01
    dimethoxymethane 981.57
    ethylene carbonate 523.37
    cyrene 171.67
    2-ethoxyethyl acetate 500.2
    2-ethylhexyl acetate 214.79
    1,2,4-trichlorobenzene 664.58
    4-methylpyridine 1194.66
    dibutyl ether 135.91
    2,6-dimethyl-4-heptanol 40.84
    DEF 861.83
    dimethyl isosorbide 443.84
    tetrachloroethylene 972.51
    eugenol 191.99
    triacetin 331.38
    span 80 116.57
    1,4-butanediol 30.95
    1,1-dichloroethane 1205.75
    2-methyl-1-pentanol 47.4
    methyl formate 881.15
    2-methyl-1-butanol 48.5
    n-decane 15.8
    butyronitrile 285.52
    3,7-dimethyl-1-octanol 56.54
    1-chlorooctane 77.88
    1-chlorotetradecane 33.66
    n-nonane 15.06
    undecane 12.78
    tert-butylcyclohexane 16.34
    cyclooctane 16.9
    cyclopentanol 134.54
    tetrahydropyran 881.82
    tert-amyl methyl ether 139.82
    2,5,8-trioxanonane 440.85
    1-hexene 64.13
    2-isopropoxyethanol 104.56
    2,2,2-trifluoroethanol 124.09
    methyl butyrate 469.8

    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