2,7-Naphthalenediol

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  • Identifiers

    CAS number
    582-17-2

    Molecular formula
    C10H8O2

    SMILES
    C1=CC(=CC2=C1C=CC(=C2)O)O

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Phenolic 83.88%
    Medicinal 54.62%
    Woody 36.77%
    Animal 36.08%
    Burnt 35.79%
    Smoky 35.4%
    Musty 31.46%
    Sweet 31.11%
    Leathery 30.62%
    Nutty 29.31%

     

    Flavor
    Bitter 61.84%
    Phenolic 53.23%
    Medical 31.18%
    Medicinal 30.55%
    Nutty 29.52%
    Fecal 27.06%
    Musty 26.62%
    Phenol 24.67%
    Very strong 24.56%
    Flat 24.49%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    10.05 (weak base)

    Molecular weight
    160.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    366°C

    Flash point

    • 183.13 ˚C est.

  • Synonyms

    • 2,7-DIHYDROXYNAPHTHALENE
    • 2,7-Naphthalenediol
    • 582-17-2
    • CI 76645
    • Naphthalenediol-2,7
    • C.I. 76645
    • 0TO8E448UD
    • DTXSID2060387
    • 2,7-naphthalene diol
    • NSC-407541
    • CI-76645
    • C.I.-76645
    • RefChem:446004
    • DTXCID4042337
    • 209-478-7
    • Naphthalene-2,7-diol
    • MFCD00004085
    • NSC 407541
    • Naphthalenediol-2,7 [French]
    • EINECS 209-478-7
    • BRN 2042383
    • UNII-0TO8E448UD
    • 2,7-Naphthalenediol; 2,7-Naphthohydroquinone; 7-Hydroxy-2-naphthol; C.I. 76645; NSC 407541
    • 2,7-Naphthalindiol
    • 2,7-Naphthelendiol
    • Naphthalene-2-7-diol
    • 2,7-dihdroxynaphthalene
    • Naphthalenediol-(2,7)
    • 2,7-dihydorxynaphthalene
    • 2,7-dihydroxy-naphthalene
    • 2,7-Dihydroxyl naphthalene
    • SCHEMBL29711
    • 4-06-00-06570 (Beilstein Handbook Reference)
    • CHEMBL205165
    • SCHEMBL4125526
    • SCHEMBL4285482
    • SCHEMBL6630294
    • SCHEMBL6630340
    • SCHEMBL29358095
    • 2,7-Dihydroxynaphthalene, 97%
    • BDBM36286
    • 2,7-Naphthalenediol (8CI,9CI)
    • 2,7-Dihydroxynaphthalene, 99.0%
    • GEO-03800
    • MSK001025
    • NSC407541
    • SBB061307
    • STK164520
    • ZB1380
    • AKOS000120354
    • CS-W016167
    • EBC-152290
    • FD00828
    • HY-W015451
    • AC-24462
    • AS-12661
    • SY006498
    • DB-002415
    • QJ4780000
    • D0594
    • NS00007090
    • ST50406389
    • EN300-21321
    • D71102
    • F209265
    • Q27237248
    • F1995-0184
    • Z104495344
    • 147398-48-9
    • 582-17-2

  • Applications

    2,7-Naphthalenediol (CAS 582-17-2) is primarily used as a chemical intermediate for the synthesis of naphthalene-based dyes and pigment intermediates, leveraging its two phenolic groups for further functionalization. It also serves as a diol monomer in the production of aromatic polyesters and polyurethanes, supporting the creation of rigid, high-performance resins used in coatings and specialty plastics. In epoxy and UV-curable resin formulations it can act as a crosslinking component, aiding cure and network formation. Additionally, it is investigated as a phenolic stabilizer or antioxidant additive in polymer formulations, subject to regulatory and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 108.93
    methanol 121.09
    isopropanol 67.56
    water 0.57
    ethyl acetate 97.09
    n-propanol 80.78
    acetone 314.63
    n-butanol 59.18
    acetonitrile 117.61
    DMF 411.04
    toluene 9.83
    isobutanol 44.37
    1,4-dioxane 337.19
    methyl acetate 123.23
    THF 563.94
    2-butanone 144.9
    n-pentanol 37.32
    sec-butanol 43.21
    n-hexane 2.53
    ethylene glycol 31.78
    NMP 180.73
    cyclohexane 2.74
    DMSO 406.4
    n-butyl acetate 53.57
    n-octanol 42.67
    chloroform 17.58
    n-propyl acetate 53.8
    acetic acid 85.94
    dichloromethane 45.33
    cyclohexanone 129.04
    propylene glycol 29.64
    isopropyl acetate 49.74
    DMAc 177.9
    2-ethoxyethanol 88.47
    isopentanol 40.92
    n-heptane 9.27
    ethyl formate 84.18
    1,2-dichloroethane 51.63
    n-hexanol 46.81
    2-methoxyethanol 170.88
    isobutyl acetate 28.4
    tetrachloromethane 3.61
    n-pentyl acetate 48.89
    transcutol 216.02
    n-heptanol 36.84
    ethylbenzene 9.98
    MIBK 49.68
    2-propoxyethanol 108.57
    tert-butanol 76.84
    MTBE 54.34
    2-butoxyethanol 69.9
    propionic acid 58.83
    o-xylene 10.08
    formic acid 34.75
    diethyl ether 89.28
    m-xylene 10.61
    p-xylene 12.86
    chlorobenzene 15.67
    dimethyl carbonate 59.66
    n-octane 5.0
    formamide 121.74
    cyclopentanone 295.03
    2-pentanone 104.65
    anisole 44.54
    cyclopentyl methyl ether 84.9
    gamma-butyrolactone 316.7
    1-methoxy-2-propanol 107.1
    pyridine 81.35
    3-pentanone 68.08
    furfural 137.08
    n-dodecane 5.19
    diethylene glycol 81.31
    diisopropyl ether 18.87
    tert-amyl alcohol 43.04
    acetylacetone 131.75
    n-hexadecane 5.67
    acetophenone 43.26
    methyl propionate 89.68
    isopentyl acetate 43.17
    trichloroethylene 60.37
    n-nonanol 40.95
    cyclohexanol 29.77
    benzyl alcohol 30.15
    2-ethylhexanol 29.4
    isooctanol 28.53
    dipropyl ether 66.43
    1,2-dichlorobenzene 15.16
    ethyl lactate 30.13
    propylene carbonate 104.44
    n-methylformamide 185.89
    2-pentanol 30.85
    n-pentane 3.01
    1-propoxy-2-propanol 70.74
    1-methoxy-2-propyl acetate 65.57
    2-(2-methoxypropoxy) propanol 62.38
    mesitylene 7.96
    ε-caprolactone 105.98
    p-cymene 13.99
    epichlorohydrin 283.13
    1,1,1-trichloroethane 22.95
    2-aminoethanol 50.97
    morpholine-4-carbaldehyde 211.95
    sulfolane 237.37
    2,2,4-trimethylpentane 2.03
    2-methyltetrahydrofuran 167.52
    n-hexyl acetate 66.05
    isooctane 2.26
    2-(2-butoxyethoxy)ethanol 94.88
    sec-butyl acetate 28.22
    tert-butyl acetate 52.81
    decalin 2.78
    glycerin 44.22
    diglyme 181.46
    acrylic acid 52.01
    isopropyl myristate 33.23
    n-butyric acid 62.52
    acetyl acetate 59.57
    di(2-ethylhexyl) phthalate 25.02
    ethyl propionate 50.92
    nitromethane 272.57
    1,2-diethoxyethane 99.13
    benzonitrile 34.11
    trioctyl phosphate 24.18
    1-bromopropane 21.05
    gamma-valerolactone 279.23
    n-decanol 34.08
    triethyl phosphate 25.74
    4-methyl-2-pentanol 19.75
    propionitrile 70.04
    vinylene carbonate 83.34
    1,1,2-trichlorotrifluoroethane 77.98
    DMS 48.96
    cumene 9.34
    2-octanol 25.39
    2-hexanone 61.71
    octyl acetate 43.91
    limonene 19.14
    1,2-dimethoxyethane 203.81
    ethyl orthosilicate 23.57
    tributyl phosphate 25.77
    diacetone alcohol 69.94
    N,N-dimethylaniline 29.23
    acrylonitrile 84.61
    aniline 22.58
    1,3-propanediol 71.69
    bromobenzene 10.98
    dibromomethane 18.79
    1,1,2,2-tetrachloroethane 39.11
    2-methyl-cyclohexyl acetate 37.54
    tetrabutyl urea 37.68
    diisobutyl methanol 21.94
    2-phenylethanol 34.16
    styrene 9.95
    dioctyl adipate 44.98
    dimethyl sulfate 74.4
    ethyl butyrate 52.07
    methyl lactate 45.23
    butyl lactate 35.66
    diethyl carbonate 36.0
    propanediol butyl ether 54.56
    triethyl orthoformate 35.71
    p-tert-butyltoluene 13.96
    methyl 4-tert-butylbenzoate 50.94
    morpholine 264.62
    tert-butylamine 36.41
    n-dodecanol 27.45
    dimethoxymethane 236.68
    ethylene carbonate 74.85
    cyrene 64.94
    2-ethoxyethyl acetate 73.15
    2-ethylhexyl acetate 31.68
    1,2,4-trichlorobenzene 20.34
    4-methylpyridine 54.13
    dibutyl ether 57.23
    2,6-dimethyl-4-heptanol 21.94
    DEF 97.03
    dimethyl isosorbide 116.07
    tetrachloroethylene 23.16
    eugenol 48.94
    triacetin 64.4
    span 80 50.98
    1,4-butanediol 26.68
    1,1-dichloroethane 30.16
    2-methyl-1-pentanol 26.4
    methyl formate 177.71
    2-methyl-1-butanol 34.42
    n-decane 8.23
    butyronitrile 59.39
    3,7-dimethyl-1-octanol 31.3
    1-chlorooctane 25.2
    1-chlorotetradecane 12.52
    n-nonane 7.4
    undecane 6.47
    tert-butylcyclohexane 3.21
    cyclooctane 1.69
    cyclopentanol 61.12
    tetrahydropyran 164.41
    tert-amyl methyl ether 37.83
    2,5,8-trioxanonane 129.99
    1-hexene 11.92
    2-isopropoxyethanol 56.17
    2,2,2-trifluoroethanol 34.48
    methyl butyrate 63.03

    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