2-Naphthalenecarboxylic acid, 4-[(5-chloro-4-methyl-2-sulfophenyl)azo]-3-hydroxy-

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  • Identifiers

    CAS number
    5280-66-0

    Molecular formula
    C18H13ClN2O6S

    SMILES
    CC1=CC(=C(C=C1Cl)N=NC2=C(C(=CC3=CC=CC=C32)C(=O)O)O)S(=O)(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 75.95%
    Bitter 22.44%
    Grape 22.17%
    Cooked 21.2%
    Savory 18.86%
    Fruity 17.18%
    Milky 17.1%
    Burnt 16.26%
    Clean 15.15%
    Roasted 14.7%

     

    Flavor
    Bitter 88.63%
    Odorless 42.14%
    Bland 23.96%
    Mild 22.87%
    Nitrile 21.17%
    Very strong 19.47%
    Sweet-like 19.29%
    Bread crust 19.17%
    Indole 19.1%
    Taco 19.03%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    4.4

    pKa est.
    5.21 (weak acid)

    Molecular weight
    420.8 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    727°C

    Flash point

    • 281.1 ˚C est.

  • Synonyms

    • 2-Naphthalenecarboxylic acid, 4-[(5-chloro-4-methyl-2-sulfophenyl)azo]-3-hydroxy-
    • 4-[(5-chloro-4-methyl-2-sulphophenyl)azo]-3-hydroxy-2-naphthoic acid
    • 2-Naphthalenecarboxylic acid, 4-((5-chloro-4-methyl-2-sulfophenyl)azo)-3-hydroxy-
    • 4-((5-Chloro-4-methyl-2-sulphophenyl)azo)-3-hydroxy-2-naphthoic acid
    • RefChem:476633
    • 2-Naphthalenecarboxylic acid, 4-(5-chloro-4-methyl-2-sulfophenyl)azo-3-hydroxy-
    • 5280-66-0
    • 16013-44-8
    • M6D63HNL25
    • MFCD01940587
    • 4-[(5-chloro-4-methyl-2-sulfophenyl)diazenyl]-3-hydroxynaphthalene-2-carboxylic acid
    • 2-Naphthalenecarboxylic acid, 4-(2-(5-chloro-4-methyl-2-sulfophenyl)diazenyl)-3-hydroxy-
    • C18H13ClN2O6S
    • Manganate(1-),[4-[[5-chloro-4-methyl-2-(sulfo-kO)phenyl]azo-kN1]-3-(hydroxy-kO)-2-naphthalenecarboxylato(3-)]-, hydrogen
    • UNII-M6D63HNL25
    • 2-Naphthalenecarboxylic acid, 4-[2-(5-chloro-4-methyl-2-sulfophenyl)diazenyl]-3-hydroxy-
    • SCHEMBL92068
    • SCHEMBL2835094
    • SCHEMBL5933653
    • DTXSID9065994
    • SCHEMBL29355188
    • SCHEMBL29876386
    • LZNMMJSXOXXHFD-UHFFFAOYSA-N
    • AKOS025311166
    • FP41750
    • NS00086772
    • NS00132721
    • 280P660
    • Q27283555
    • 4-((5-chloro-4-methyl-2-sulfophenyl)azo)-3-hydroxy-2-naphthalene-carboxylic acid
    • 4-(5-chloro-4-methyl-2-sulfo-phenyl)azo-3-hydroxy-naphthalene-2-carboxylic acid
    • 5280-66-0

  • Applications

    2-Naphthalenecarboxylic acid, 4-[(5-chloro-4-methyl-2-sulfophenyl)azo]-3-hydroxy- (CAS number: 5280-66-0) is a sulfonated azo-dye intermediate used primarily to form water-soluble colorants for industrial coatings and printing inks; it also serves as a dye precursor in formulations for polymers and resins, enabling coloration of plastics and related materials; in industrial manufacturing it is commonly evaluated for use in leather and paper colorant systems where bright, durable hues are required; as a chromophore it may be employed in pigment and dye synthesis workflows to access specific fastness properties; and it can be encountered as a reactant in the production of various azo dyes used across coating, ink and polymer colorant applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.5
    methanol 4.08
    isopropanol 3.79
    water 0.0
    ethyl acetate 2.99
    n-propanol 4.97
    acetone 15.54
    n-butanol 2.66
    acetonitrile 1.98
    DMF 67.45
    toluene 0.5
    isobutanol 2.1
    1,4-dioxane 13.85
    methyl acetate 5.41
    THF 89.74
    2-butanone 17.03
    n-pentanol 1.83
    sec-butanol 3.56
    n-hexane 0.01
    ethylene glycol 3.19
    NMP 28.97
    cyclohexane 0.02
    DMSO 40.52
    n-butyl acetate 2.39
    n-octanol 0.87
    chloroform 1.1
    n-propyl acetate 2.86
    acetic acid 6.3
    dichloromethane 1.09
    cyclohexanone 12.33
    propylene glycol 6.08
    isopropyl acetate 2.2
    DMAc 64.46
    2-ethoxyethanol 14.5
    isopentanol 1.63
    n-heptane 0.03
    ethyl formate 2.49
    1,2-dichloroethane 1.22
    n-hexanol 1.09
    2-methoxyethanol 40.45
    isobutyl acetate 1.08
    tetrachloromethane 0.07
    n-pentyl acetate 2.62
    transcutol 17.55
    n-heptanol 1.2
    ethylbenzene 0.2
    MIBK 2.59
    2-propoxyethanol 17.57
    tert-butanol 3.09
    MTBE 1.51
    2-butoxyethanol 8.26
    propionic acid 3.81
    o-xylene 0.29
    formic acid 5.13
    diethyl ether 1.62
    m-xylene 0.3
    p-xylene 0.32
    chlorobenzene 0.38
    dimethyl carbonate 3.97
    n-octane 0.02
    formamide 11.67
    cyclopentanone 35.96
    2-pentanone 6.73
    anisole 1.66
    cyclopentyl methyl ether 3.77
    gamma-butyrolactone 23.93
    1-methoxy-2-propanol 27.18
    pyridine 10.37
    3-pentanone 4.02
    furfural 12.83
    n-dodecane 0.03
    diethylene glycol 13.87
    diisopropyl ether 0.23
    tert-amyl alcohol 2.61
    acetylacetone 10.97
    n-hexadecane 0.04
    acetophenone 2.66
    methyl propionate 5.18
    isopentyl acetate 1.87
    trichloroethylene 3.3
    n-nonanol 1.09
    cyclohexanol 1.7
    benzyl alcohol 2.37
    2-ethylhexanol 0.56
    isooctanol 0.85
    dipropyl ether 1.54
    1,2-dichlorobenzene 0.33
    ethyl lactate 3.08
    propylene carbonate 4.25
    n-methylformamide 15.51
    2-pentanol 1.28
    n-pentane 0.02
    1-propoxy-2-propanol 9.92
    1-methoxy-2-propyl acetate 6.43
    2-(2-methoxypropoxy) propanol 7.24
    mesitylene 0.15
    ε-caprolactone 8.78
    p-cymene 0.24
    epichlorohydrin 24.4
    1,1,1-trichloroethane 0.42
    2-aminoethanol 6.27
    morpholine-4-carbaldehyde 33.13
    sulfolane 31.0
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 9.53
    n-hexyl acetate 2.24
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 10.83
    sec-butyl acetate 1.38
    tert-butyl acetate 2.7
    decalin 0.01
    glycerin 13.35
    diglyme 17.4
    acrylic acid 4.59
    isopropyl myristate 1.17
    n-butyric acid 3.7
    acetyl acetate 1.55
    di(2-ethylhexyl) phthalate 1.42
    ethyl propionate 2.3
    nitromethane 16.74
    1,2-diethoxyethane 4.68
    benzonitrile 1.6
    trioctyl phosphate 1.17
    1-bromopropane 0.48
    gamma-valerolactone 48.12
    n-decanol 0.83
    triethyl phosphate 0.98
    4-methyl-2-pentanol 0.58
    propionitrile 2.45
    vinylene carbonate 3.42
    1,1,2-trichlorotrifluoroethane 15.25
    DMS 2.46
    cumene 0.13
    2-octanol 0.78
    2-hexanone 4.68
    octyl acetate 1.66
    limonene 0.3
    1,2-dimethoxyethane 20.52
    ethyl orthosilicate 0.9
    tributyl phosphate 1.19
    diacetone alcohol 8.45
    N,N-dimethylaniline 1.01
    acrylonitrile 4.86
    aniline 1.88
    1,3-propanediol 9.77
    bromobenzene 0.25
    dibromomethane 0.49
    1,1,2,2-tetrachloroethane 2.88
    2-methyl-cyclohexyl acetate 1.6
    tetrabutyl urea 3.12
    diisobutyl methanol 0.43
    2-phenylethanol 2.44
    styrene 0.29
    dioctyl adipate 2.17
    dimethyl sulfate 6.31
    ethyl butyrate 2.14
    methyl lactate 7.81
    butyl lactate 3.78
    diethyl carbonate 1.17
    propanediol butyl ether 6.6
    triethyl orthoformate 1.92
    p-tert-butyltoluene 0.25
    methyl 4-tert-butylbenzoate 4.13
    morpholine 23.47
    tert-butylamine 0.66
    n-dodecanol 0.59
    dimethoxymethane 26.27
    ethylene carbonate 2.65
    cyrene 8.74
    2-ethoxyethyl acetate 5.68
    2-ethylhexyl acetate 1.24
    1,2,4-trichlorobenzene 0.7
    4-methylpyridine 5.07
    dibutyl ether 1.06
    2,6-dimethyl-4-heptanol 0.43
    DEF 7.56
    dimethyl isosorbide 13.51
    tetrachloroethylene 1.17
    eugenol 5.28
    triacetin 3.41
    span 80 5.17
    1,4-butanediol 2.4
    1,1-dichloroethane 0.72
    2-methyl-1-pentanol 1.11
    methyl formate 9.69
    2-methyl-1-butanol 1.76
    n-decane 0.05
    butyronitrile 1.89
    3,7-dimethyl-1-octanol 0.68
    1-chlorooctane 0.25
    1-chlorotetradecane 0.13
    n-nonane 0.03
    undecane 0.04
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 4.5
    tetrahydropyran 6.15
    tert-amyl methyl ether 1.32
    2,5,8-trioxanonane 14.07
    1-hexene 0.13
    2-isopropoxyethanol 6.46
    2,2,2-trifluoroethanol 1.69
    methyl butyrate 3.42

    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