2-Naphthylamine

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  • Identifiers

    CAS number
    91-59-8

    Molecular formula
    C10H9N

    SMILES
    C1=CC=C2C=C(C=CC2=C1)N

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Floral 69.39%
    Sweet 54.17%
    Animal 44.97%
    Grape 34.27%
    Phenolic 32.86%
    Orange 31.11%
    Honey 30.52%
    Woody 28.52%
    Neroli 28.49%
    Rose 27.54%

     

    Flavor
    Phenolic 34.92%
    Plastic 33.82%
    Medicinal 31.25%
    Animal 27.34%
    Geranium 26.95%
    Fecal 25.28%
    Chemical 24.91%
    Tar 24.47%
    Naphthyl 24.29%
    Penetrating 23.99%

     

    Odor impact est.
    Low

    Odor threshold

    • Odor Threshold Low: 1.4 [mmHg]. Odor Threshold High: 1.9 [mmHg]. Recognition odor threshold from HSDB
    • Recognition: 1.4-1.9 mg/cu m

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    5.33 (weak acid)

    Molecular weight
    143.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 232 to 235 °F (NTP, 1992)
    • 111-113 °C
    • MP: 109.5 °C /Technical/
    • 113 °C
    • 110.2-113 °C
    • 232 °F

    Boiling point

    • 583 °F at 760 mmHg (NTP, 1992)
    • 306 °C, also stated as 294 °C
    • 306 °C
    • 583 °F

    Flash point

    • 158.23 ˚C est.
    • 315 °F (NIOSH, 2024)
    • 157 °C
    • 315 °F

    Solubility expt.

    • less than 1 mg/mL at 72 °F (NTP, 1992)
    • Soluble in alcohol, ether
    • SOL IN MANY ORG SOLVENTS
    • In water, 6.40 mg/L @ 18 °C
    • 0.189 mg/mL at 25 °C
    • Solubility in water: poor
    • Miscible in hot water

  • Synonyms

    • 2-NAPHTHYLAMINE
    • 2-Aminonaphthalene
    • 91-59-8
    • naphthalen-2-amine
    • 2-Naphthalenamine
    • beta-Naphthylamine
    • 6-Naphthylamine
    • beta-Naftilamina
    • 2-Naphthalamine
    • 2-Naphthylamin
    • 2-Naphtylamine
    • Fast Scarlet Base B
    • Naphthalen-2-ylamine
    • 2-Aminonaftalen
    • 2-Naftylamine
    • 2-Naftylamin
    • beta-Naphthylamin
    • .beta.-Naphthylamine
    • RCRA waste number U168
    • beta-Naftalamin
    • beta-Naftylamin
    • USAF CB-22
    • 2-naftilamina
    • beta-naftyloamina
    • 2-Naphthylamine mustard
    • CCRIS 424
    • C.I. 37270
    • CHEBI:27878
    • HSDB 1131
    • UNII-CKR7XL41N4
    • 2-naphthaleneamine
    • EINECS 202-080-4
    • CKR7XL41N4
    • UN1650
    • 2-Amino-naphthalene
    • CI 37270
    • DTXSID2020921
    • AI3-02912
    • C10-H9-N
    • 2-NAPHTHYLAMINE [MI]
    • DTXCID60921
    • .BETA.-AMINONAPHTHALENE
    • 2-NAPHTHYLAMINE [HSDB]
    • 2-NAPHTHYLAMINE [IARC]
    • BNA
    • UN 1650
    • naphthalene, 2-amino-
    • 2-NAPHTHYLAMINE (IARC)
    • 2-Naftylamin [Czech]
    • 2-Naftylamine [Dutch]
    • beta-Naftalamin [Czech]
    • beta-Naftylamin [Czech]
    • 2 Naphthylamine
    • 612-52-2
    • 2-Aminonaftalen [Czech]
    • 2-Naphthylamin [German]
    • |A-Naphthylamine
    • beta Naphthylamine
    • beta-Naftilamina [Italian]
    • beta-Naftyloamina [Polish]
    • beta-Naphthylamin [German]
    • CAS-91-59-8
    • 2 Aminonaphthalene
    • RCRA waste no. U168
    • naftilamina
    • naphthylamin
    • napthylamine
    • Aminonaphthalin
    • betaNaftalamin
    • betaNaftilamina
    • betaNaftylamin
    • 2naphthylamine
    • betaNaftyloamina
    • betaNaphthylamin
    • 2Aminonaftalen
    • 2Naphthalamine
    • 2Naphthylamin
    • 6Naphthylamine
    • 2Naftylamin
    • 2Naftylamine
    • 2naphthalenamine
    • betanaphthylamine
    • 2-napthylamine
    • 2aminonaphthalene
    • 2-aminonapthalene
    • 2-naphthyl amine
    • .beta.-Naftalamin
    • .beta.-Naftylamin
    • .beta.-Naftilamina
    • .beta.-naftyloamina
    • 2-aminonaphthylamine
    • beta-aminonaphthalene
    • .beta.-Naphthylamin
    • MFCD00004112
    • beta-amino-naphthalene
    • 2Naphthylamine mustard
    • B-naphthylamine isopac
    • 2-Naphthylamine, powder
    • NAPHTHYLAMINE (BETA)
    • SCHEMBL76713
    • MLS002302990
    • CHEMBL278164
    • 2-Naphthylamine, Purity >97%
    • CHEBI:50448
    • beta-Naphthylamine (ACGIH:OSHA)
    • HMS3091M06
    • BCP25782
    • CS-M0912
    • TDA95194
    • 2-Naphthylamine, analytical standard
    • Tox21_202091
    • Tox21_300048
    • BDBM50520351
    • STL163340
    • AKOS000119160
    • FN26154
    • GS-3283
    • NCGC00091131-01
    • NCGC00091131-02
    • NCGC00091131-03
    • NCGC00254076-01
    • NCGC00259640-01
    • beta-Naphthylamine [UN1650] [Poison]
    • SMR001252278
    • DB-005971
    • NS00020126
    • EN300-21274
    • C02227

  • Applications

    2-Naphthylamine (CAS 91-59-8) is mainly used as an organic intermediate in the manufacture of azo dyes and related pigments, acting as a diazo-coupling component to produce colors for textiles, printing, and coatings; it also serves as a precursor for dye formulations used in leather and paper processing, and is employed to color plastics and other polymeric materials in the plastics and coatings industries; in addition, it is commonly evaluated as a building block in research and development for specialty dye intermediates and related chemicals, with handling and regulatory considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 299.82
    methanol 163.65
    isopropanol 168.31
    water 0.41
    ethyl acetate 446.3
    n-propanol 246.18
    acetone 966.94
    n-butanol 220.1
    acetonitrile 706.31
    DMF 881.38
    toluene 128.59
    isobutanol 126.45
    1,4-dioxane 1001.27
    methyl acetate 388.77
    THF 1437.37
    2-butanone 501.96
    n-pentanol 123.93
    sec-butanol 102.43
    n-hexane 22.73
    ethylene glycol 23.49
    NMP 368.2
    cyclohexane 24.2
    DMSO 916.96
    n-butyl acetate 426.19
    n-octanol 86.62
    chloroform 482.75
    n-propyl acetate 269.31
    acetic acid 192.8
    dichloromethane 711.32
    cyclohexanone 524.73
    propylene glycol 25.79
    isopropyl acetate 173.75
    DMAc 327.59
    2-ethoxyethanol 171.79
    isopentanol 126.29
    n-heptane 70.7
    ethyl formate 453.08
    1,2-dichloroethane 529.47
    n-hexanol 290.86
    2-methoxyethanol 363.89
    isobutyl acetate 127.98
    tetrachloromethane 78.48
    n-pentyl acetate 129.3
    transcutol 289.56
    n-heptanol 112.2
    ethylbenzene 68.25
    MIBK 167.44
    2-propoxyethanol 398.54
    tert-butanol 157.92
    MTBE 141.4
    2-butoxyethanol 156.6
    propionic acid 153.74
    o-xylene 65.71
    formic acid 39.95
    diethyl ether 395.66
    m-xylene 84.11
    p-xylene 81.25
    chlorobenzene 144.74
    dimethyl carbonate 173.4
    n-octane 21.0
    formamide 134.3
    cyclopentanone 951.81
    2-pentanone 464.82
    anisole 155.57
    cyclopentyl methyl ether 361.85
    gamma-butyrolactone 994.02
    1-methoxy-2-propanol 211.8
    pyridine 517.01
    3-pentanone 297.6
    furfural 413.57
    n-dodecane 13.51
    diethylene glycol 154.03
    diisopropyl ether 66.02
    tert-amyl alcohol 88.72
    acetylacetone 365.85
    n-hexadecane 15.3
    acetophenone 121.6
    methyl propionate 328.57
    isopentyl acetate 238.23
    trichloroethylene 683.05
    n-nonanol 76.21
    cyclohexanol 102.11
    benzyl alcohol 82.55
    2-ethylhexanol 151.26
    isooctanol 77.37
    dipropyl ether 399.59
    1,2-dichlorobenzene 108.3
    ethyl lactate 65.62
    propylene carbonate 355.69
    n-methylformamide 478.27
    2-pentanol 95.83
    n-pentane 19.13
    1-propoxy-2-propanol 246.5
    1-methoxy-2-propyl acetate 241.41
    2-(2-methoxypropoxy) propanol 86.25
    mesitylene 47.05
    ε-caprolactone 371.58
    p-cymene 61.91
    epichlorohydrin 992.3
    1,1,1-trichloroethane 313.64
    2-aminoethanol 57.54
    morpholine-4-carbaldehyde 432.45
    sulfolane 711.86
    2,2,4-trimethylpentane 8.25
    2-methyltetrahydrofuran 625.48
    n-hexyl acetate 146.36
    isooctane 9.32
    2-(2-butoxyethoxy)ethanol 140.49
    sec-butyl acetate 107.72
    tert-butyl acetate 146.95
    decalin 15.7
    glycerin 45.03
    diglyme 357.18
    acrylic acid 112.31
    isopropyl myristate 63.8
    n-butyric acid 301.97
    acetyl acetate 203.06
    di(2-ethylhexyl) phthalate 44.77
    ethyl propionate 192.97
    nitromethane 794.37
    1,2-diethoxyethane 283.86
    benzonitrile 141.18
    trioctyl phosphate 43.2
    1-bromopropane 259.98
    gamma-valerolactone 774.83
    n-decanol 62.96
    triethyl phosphate 67.94
    4-methyl-2-pentanol 52.57
    propionitrile 407.97
    vinylene carbonate 300.47
    1,1,2-trichlorotrifluoroethane 210.32
    DMS 106.07
    cumene 49.54
    2-octanol 62.57
    2-hexanone 272.11
    octyl acetate 84.31
    limonene 97.0
    1,2-dimethoxyethane 551.55
    ethyl orthosilicate 64.63
    tributyl phosphate 49.41
    diacetone alcohol 150.29
    N,N-dimethylaniline 93.41
    acrylonitrile 430.86
    aniline 110.82
    1,3-propanediol 134.94
    bromobenzene 149.77
    dibromomethane 405.85
    1,1,2,2-tetrachloroethane 380.67
    2-methyl-cyclohexyl acetate 112.52
    tetrabutyl urea 76.52
    diisobutyl methanol 74.4
    2-phenylethanol 114.06
    styrene 77.67
    dioctyl adipate 74.79
    dimethyl sulfate 198.08
    ethyl butyrate 268.6
    methyl lactate 80.61
    butyl lactate 69.83
    diethyl carbonate 131.44
    propanediol butyl ether 72.53
    triethyl orthoformate 121.69
    p-tert-butyltoluene 56.37
    methyl 4-tert-butylbenzoate 103.64
    morpholine 855.21
    tert-butylamine 86.46
    n-dodecanol 51.21
    dimethoxymethane 658.2
    ethylene carbonate 300.33
    cyrene 95.33
    2-ethoxyethyl acetate 158.34
    2-ethylhexyl acetate 177.58
    1,2,4-trichlorobenzene 105.84
    4-methylpyridine 354.83
    dibutyl ether 157.2
    2,6-dimethyl-4-heptanol 74.4
    DEF 371.52
    dimethyl isosorbide 189.48
    tetrachloroethylene 252.62
    eugenol 88.26
    triacetin 99.46
    span 80 78.6
    1,4-butanediol 38.34
    1,1-dichloroethane 402.4
    2-methyl-1-pentanol 79.38
    methyl formate 431.89
    2-methyl-1-butanol 103.47
    n-decane 22.86
    butyronitrile 420.79
    3,7-dimethyl-1-octanol 66.7
    1-chlorooctane 80.77
    1-chlorotetradecane 31.27
    n-nonane 22.76
    undecane 17.14
    tert-butylcyclohexane 16.57
    cyclooctane 12.2
    cyclopentanol 172.35
    tetrahydropyran 713.56
    tert-amyl methyl ether 96.75
    2,5,8-trioxanonane 192.15
    1-hexene 104.8
    2-isopropoxyethanol 111.06
    2,2,2-trifluoroethanol 71.49
    methyl butyrate 287.54

    Scent© AI

1 4

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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