1-((2-Chloro-4-nitrophenyl)azo)-2-naphthol

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  • Identifiers

    CAS number
    2814-77-9

    Molecular formula
    C16H10ClN3O3

    SMILES
    C1=CC=C2C(=C1)C=CC(=C2N=NC3=C(C=C(C=C3)[N+](=O)[O-])Cl)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 48.48%
    Grape 27.84%
    Fruity 27.15%
    Bitter 26.46%
    Floral 24.41%
    Sweet 24.17%
    Neroli 23.78%
    Powdery 23.24%
    Burnt 22.83%
    Fatty 21.95%

     

    Flavor
    Bitter 89.84%
    Odorless 38.61%
    Mild 21.04%
    Nitrile 20.75%
    Very strong 19.94%
    Bland 19.61%
    Indole 19.47%
    Sweet-like 19.43%
    Bread crust 18.74%
    Orange flower 18.52%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    5.0

    pKa est.
    8.14 (weak base)

    Molecular weight
    327.72 g/mol

    Melting point expt.

    • 276 °C

    Flash point

    • 265.82 ˚C est.

  • Synonyms

    • 1-((2-Chloro-4-nitrophenyl)azo)-2-naphthol
    • 1-[(2-Chloro-4-nitrophenyl)azo]-2-naphthol
    • 220-562-2
    • RefChem:572551
    • 2814-77-9
    • D and C Red No. 36
    • D&C Red No. 36
    • CI 12085
    • OE8ZA0KN9Z
    • Flaming Red
    • Permanent Red R
    • 2-Naphthalenol, 1-((2-chloro-4-nitrophenyl)azo)-
    • Carnelio Red R
    • MFCD00059095
    • 1-[(2-chloro-4-nitrophenyl)diazenyl]naphthalen-2-ol
    • Flame tones
    • 1-(2-Chloro-4-nitrophenyl)azo-2-naphthol
    • Permansa Red
    • Tiger Orange
    • Blazing Red
    • Oralith Red
    • Permanent Red F
    • Vulcafix Red J
    • American vermilion
    • Fastona Red R
    • Graphtal Red RL
    • Graphtol Red RL
    • Latexol Red J
    • Silopol Red G
    • Kromon Red R
    • Silosol Red GN
    • Vulcan Red R
    • Vulcafor Orange R
    • Fast Orange 3R
    • Fast Orange 3RJ
    • Irgalite Red PRR
    • Isol Fast Red R
    • Siloton Red 2G
    • Permanent Red BFR
    • Syton Fast Red R
    • Isol Fast Red RG
    • Versal Fast Red R
    • Rubber Red R Extra
    • D.C. Red No. 36
    • Monolite Fast Red G
    • 2-Naphthalenol, 1-(2-(2-chloro-4-nitrophenyl)diazenyl)-
    • Lincoln Red 1002
    • Monolite Fast Red GA
    • Monolite Fast Red GF
    • Permanent Red R Extra
    • Permanent Red Toner R
    • Chlorparanitraniline Red
    • Tanager Red X-761
    • Segnale Light Red PRG
    • Permanent Red RG Extra
    • D&C red no.36
    • Lutetia Fast Orange 3R
    • No. 1 ForthFast Red R
    • Dainichi Permanent Red RX
    • Adc Permanent Red Toner R
    • Red No. 228
    • D & C Red no. 36
    • CCRIS 4907
    • Pyrotone Red Toner RA-5520
    • 12094 Red
    • Permaton Red XL 20-7015
    • Duplex Permaton Red L 20-7022
    • EINECS 220-562-2
    • UNII-OE8ZA0KN9Z
    • BRN 0930971
    • AI3-30758
    • C.I. 12085
    • HSDB 7720
    • 2-Naphtalenol, 1-((2-chloro-4-nitrophenyl)azo)-
    • EC 220-562-2
    • 1-((2-Chloro-4-nitrophenyl)azo)-2-naphthalenol
    • 3-16-00-00132 (Beilstein Handbook Reference)
    • DC RED NO. 36
    • SCHEMBL306051
    • SCHEMBL306052
    • SCHEMBL341193
    • AKA228
    • orb1986325
    • RED 36
    • 2-NAPHTHOL, 1-((2-CHLORO-4-NITROPHENYL)AZO)-
    • DTXSID7044637
    • SCHEMBL13475199
    • SCHEMBL16323371
    • SCHEMBL29350795
    • MSK5864
    • XLTMWFMRJZDFFD-UHFFFAOYSA-N
    • D&C RED NO. 36 [II]
    • HY-D0337
    • (1Z)-1-[(2-chloro-4-nitrophenyl)hydrazinylidene]naphthalen-2-one
    • AKOS025310864
    • AKOS040750974
    • CS-0010276
    • NS00048734
    • NS00132723
    • P1050
    • H11274
    • 1-(2-chloro-4-nitro-phenyl)azonaphthalen-2-ol
    • Q27285609
    • 2814-77-9

  • Applications

    Chemical name: 1-((2-Chloro-4-nitrophenyl)azo)-2-naphthol; CAS number: 2814-77-9 is commonly used as an azo dye intermediate for the synthesis of colorants; typical applications include textile and leather dyeing, coatings and printing inks, colorants for plastics and other polymers, and paper coloration. As a coupling component in azo dye chemistry, it can serve in industrial dye production and related pigment formulations, subject to formulation limits and regulatory controls.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.08
    methanol 0.08
    isopropanol 0.07
    water 0.0
    ethyl acetate 2.13
    n-propanol 0.13
    acetone 1.09
    n-butanol 0.15
    acetonitrile 0.38
    DMF 2.66
    toluene 2.99
    isobutanol 0.1
    1,4-dioxane 4.17
    methyl acetate 2.64
    THF 11.45
    2-butanone 3.4
    n-pentanol 0.26
    sec-butanol 0.22
    n-hexane 0.01
    ethylene glycol 0.04
    NMP 3.73
    cyclohexane 0.01
    DMSO 0.78
    n-butyl acetate 3.8
    n-octanol 0.2
    chloroform 2.83
    n-propyl acetate 3.04
    acetic acid 0.72
    dichloromethane 3.48
    cyclohexanone 4.49
    propylene glycol 0.08
    isopropyl acetate 2.34
    DMAc 9.76
    2-ethoxyethanol 1.88
    isopentanol 0.23
    n-heptane 0.03
    ethyl formate 0.81
    1,2-dichloroethane 2.01
    n-hexanol 0.36
    2-methoxyethanol 1.59
    isobutyl acetate 1.94
    tetrachloromethane 0.08
    n-pentyl acetate 2.51
    transcutol 26.8
    n-heptanol 0.34
    ethylbenzene 1.4
    MIBK 1.76
    2-propoxyethanol 3.8
    tert-butanol 0.2
    MTBE 1.09
    2-butoxyethanol 2.55
    propionic acid 0.5
    o-xylene 1.49
    formic acid 0.22
    diethyl ether 0.51
    m-xylene 1.3
    p-xylene 1.58
    chlorobenzene 1.67
    dimethyl carbonate 2.13
    n-octane 0.02
    formamide 0.6
    cyclopentanone 5.6
    2-pentanone 1.87
    anisole 5.43
    cyclopentyl methyl ether 1.98
    gamma-butyrolactone 6.64
    1-methoxy-2-propanol 1.71
    pyridine 7.46
    3-pentanone 1.92
    furfural 9.89
    n-dodecane 0.03
    diethylene glycol 1.94
    diisopropyl ether 0.34
    tert-amyl alcohol 0.46
    acetylacetone 7.38
    n-hexadecane 0.03
    acetophenone 6.51
    methyl propionate 2.28
    isopentyl acetate 4.29
    trichloroethylene 13.18
    n-nonanol 0.32
    cyclohexanol 0.31
    benzyl alcohol 2.25
    2-ethylhexanol 0.56
    isooctanol 0.42
    dipropyl ether 1.58
    1,2-dichlorobenzene 2.04
    ethyl lactate 2.06
    propylene carbonate 3.15
    n-methylformamide 0.73
    2-pentanol 0.17
    n-pentane 0.01
    1-propoxy-2-propanol 3.48
    1-methoxy-2-propyl acetate 10.37
    2-(2-methoxypropoxy) propanol 8.18
    mesitylene 0.65
    ε-caprolactone 5.34
    p-cymene 1.1
    epichlorohydrin 13.7
    1,1,1-trichloroethane 1.45
    2-aminoethanol 0.1
    morpholine-4-carbaldehyde 9.05
    sulfolane 6.1
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 3.16
    n-hexyl acetate 2.0
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 7.23
    sec-butyl acetate 3.05
    tert-butyl acetate 4.64
    decalin 0.05
    glycerin 0.34
    diglyme 20.06
    acrylic acid 0.73
    isopropyl myristate 1.77
    n-butyric acid 0.79
    acetyl acetate 2.86
    di(2-ethylhexyl) phthalate 2.28
    ethyl propionate 3.11
    nitromethane 3.48
    1,2-diethoxyethane 8.18
    benzonitrile 2.64
    trioctyl phosphate 0.94
    1-bromopropane 0.59
    gamma-valerolactone 13.88
    n-decanol 0.28
    triethyl phosphate 3.02
    4-methyl-2-pentanol 0.25
    propionitrile 0.55
    vinylene carbonate 3.6
    1,1,2-trichlorotrifluoroethane 8.23
    DMS 5.98
    cumene 0.81
    2-octanol 0.26
    2-hexanone 3.35
    octyl acetate 1.64
    limonene 1.15
    1,2-dimethoxyethane 8.07
    ethyl orthosilicate 2.79
    tributyl phosphate 1.57
    diacetone alcohol 3.97
    N,N-dimethylaniline 3.22
    acrylonitrile 1.34
    aniline 1.71
    1,3-propanediol 0.23
    bromobenzene 2.21
    dibromomethane 1.01
    1,1,2,2-tetrachloroethane 6.5
    2-methyl-cyclohexyl acetate 4.58
    tetrabutyl urea 2.68
    diisobutyl methanol 0.74
    2-phenylethanol 3.12
    styrene 1.68
    dioctyl adipate 4.37
    dimethyl sulfate 3.85
    ethyl butyrate 4.37
    methyl lactate 1.9
    butyl lactate 2.63
    diethyl carbonate 3.06
    propanediol butyl ether 1.78
    triethyl orthoformate 4.52
    p-tert-butyltoluene 1.15
    methyl 4-tert-butylbenzoate 6.57
    morpholine 3.22
    tert-butylamine 0.11
    n-dodecanol 0.25
    dimethoxymethane 3.05
    ethylene carbonate 1.96
    cyrene 6.25
    2-ethoxyethyl acetate 8.08
    2-ethylhexyl acetate 3.79
    1,2,4-trichlorobenzene 4.25
    4-methylpyridine 5.52
    dibutyl ether 1.23
    2,6-dimethyl-4-heptanol 0.74
    DEF 2.81
    dimethyl isosorbide 20.12
    tetrachloroethylene 2.51
    eugenol 6.91
    triacetin 6.9
    span 80 4.33
    1,4-butanediol 0.12
    1,1-dichloroethane 0.92
    2-methyl-1-pentanol 0.55
    methyl formate 0.93
    2-methyl-1-butanol 0.25
    n-decane 0.04
    butyronitrile 0.43
    3,7-dimethyl-1-octanol 0.53
    1-chlorooctane 0.22
    1-chlorotetradecane 0.15
    n-nonane 0.03
    undecane 0.03
    tert-butylcyclohexane 0.07
    cyclooctane 0.01
    cyclopentanol 0.28
    tetrahydropyran 1.67
    tert-amyl methyl ether 1.73
    2,5,8-trioxanonane 16.52
    1-hexene 0.14
    2-isopropoxyethanol 1.74
    2,2,2-trifluoroethanol 0.3
    methyl butyrate 3.48

    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