1-(p-Phenylazophenylazo)-2-naphthol (Sudan III)

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  • Identifiers

    CAS number
    85-86-9

    Molecular formula
    C22H16N4O

    SMILES
    C1=CC=C(C=C1)N=NC2=CC=C(C=C2)N=NC3=C(C=CC4=CC=CC=C43)O

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 34.71%
    Floral 32.4%
    Burnt 30.75%
    Meaty 28.24%
    Cooked 27.22%
    Bitter 25.6%
    Grape 24.23%
    Roasted 24.03%
    Pungent 23.44%
    Sweet 22.19%

     

    Flavor
    Bitter 81.77%
    Odorless 22.41%
    Very strong 22.02%
    Nitrile 21.75%
    Indole 21.43%
    Moth ball 20.32%
    Scallion 20.06%
    Naphthelene 20.0%
    Bread crust 19.96%
    Taco 19.61%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.9

    pKa est.
    6.81 (neutral)

    Molecular weight
    352.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    869°C

    Flash point

    • 275.14 ˚C est.

  • Synonyms

    • Sudan III
    • 85-86-9
    • Solvent red 23
    • C.I. Solvent Red 23
    • Toney Red
    • Cerasin Red
    • Fettscharlach
    • Cerasinrot
    • Fettrot
    • Sudan Red III
    • Rouge cerasine
    • Fettponceau G
    • Stearix Scarlet
    • Pyronalrot B
    • Fettscharlach LB
    • Fat Scarlet LB
    • Organol Red BS
    • Soudan III
    • Cerotinscharlach R
    • Somalia Red III
    • Motirot 2R
    • Fat Red R
    • Fat Red HRR
    • Sudan G III
    • Sudan P III
    • Red ZH
    • Silotras Scarlet TB
    • Fat Soluble Red ZH
    • Schultz No. 31
    • Sudan Red BK
    • Grasal Brilliant Red G
    • Grasan Brilliant Red G
    • C.I. 26100
    • D and C Red No. 17
    • Red No. 225
    • Tetrazobenzene-beta-naphthol
    • FD and C Red No. 17
    • 2-Naphthalenol, 1-[[4-(phenylazo)phenyl]azo]-
    • D & C Red no. 17
    • Ponceau, insoluble, OLG
    • Fat Red (bluish)
    • 111440 Red
    • Japan Red 225
    • Sudan III (G)
    • Cerven rozpoustedlova 23
    • C.I. 23
    • Benzeneazobenzeneazo-beta-naphthol
    • Fat Red, Bluish
    • ND733RX3JN
    • 1-((4-(Phenylazo)phenyl)azo)-2-naphthalenol
    • DTXSID3041742
    • 2-NAPHTHALENOL, 1-((4-(PHENYLAZO)PHENYL)AZO)-
    • CHEBI:82535
    • 1-[[4-(Phenylazo)phenyl]azo]-2-naphthalenol
    • D.C. Red No 17
    • RefChem:889478
    • DTXCID90809645
    • 1-(p-Phenylazophenylazo)-2-naphthol (Sudan III)
    • Sudan 3
    • Tony Red
    • 1-[4-(Phenylazo)phenylazo]-2-naphthol
    • Fat Red RS
    • 1071538-45-8
    • MFCD00003905
    • Sudan
    • C22H16N4O
    • CI 26100
    • 1-(Phenylazophenylazo)-2-hydroxynaphthalene
    • Rot C
    • Rot G
    • 1-(4-(Phenylazo)phenylazo)-2-naphthol
    • Sudan III, G
    • 1-((4-(Phenyldiazenyl)phenyl)diazenyl)naphthalen-2-ol
    • SolventRed23
    • 1-[[p-(Phenylazo)phenyl]azo]-2-naphthol
    • Tetrazobenzene-.beta.-naphthol
    • 2-Naphthol, 1-((p-(phenylazo)phenyl)azo)-
    • 1-((E)-(4-((E)-phenyldiazenyl)phenyl)diazenyl)naphthalen-2-ol
    • Ponceau, OLG
    • Benzeneazobenzeneazo-.beta.-naphthol
    • NSC-65825
    • 1-{[4-(phenyldiazenyl)phenyl]diazenyl}naphthalen-2-ol
    • 1-[(E)-[4-[(E)-phenylazo]phenyl]azo]naphthalen-2-ol
    • 2-Naphthol, 1-[[p-(phenylazo)phenyl]azo]-
    • red 17
    • 2-Naphthalenol, 1-(2-(4-(2-phenyldiazenyl)phenyl)diazenyl)-
    • 2-Naphthalenol, 1-[2-[4-(2-phenyldiazenyl)phenyl]diazenyl]-
    • WLN: L66J BNUNR DNUNR&& CQ
    • Fat Red, Bluish (VAN)
    • CCRIS 7074
    • D & C Red #17
    • Cerven rozpoustedlova 23 [Czech]
    • EINECS 201-638-4
    • NSC 65825
    • Sudan IIISolvent Red 23
    • UNII-ND733RX3JN
    • D&C Red No. 17
    • 1-((p-Phenylazo)phenyl)azo-2-naphthol
    • BRN 0931185
    • Sudanrot
    • D&C RED NO.17
    • 1-[(E)-{4-[(E)-phenyldiazenyl]phenyl}diazenyl]naphthalen-2-ol
    • AI3-02854
    • FHNINJWBTRXEBC-UHFFFAOYSA-N
    • Sudan ?
    • 1-(p-phenylazophenylazo)-2-naphthol
    • Sudan 3 100 microg/mL in Acetonitrile
    • 1-{2-[4-(2-phenyldiazen-1-yl)phenyl]diazen-1-yl}naphthalen-2-ol
    • DC Red 17
    • SUDAN III [MI]
    • SUDAN III [IARC]
    • A204 TUDOR PHLOX
    • Sudan III, Technical grade
    • SCHEMBL52298
    • 4-16-00-00248 (Beilstein Handbook Reference)
    • DC RED NO. 17
    • SCHEMBL331733
    • SCHEMBL506289
    • 1-[(4-phenyldiazenylphenyl)diazenyl]naphthalen-2-ol
    • D&C RED DYE NO 17
    • AKA225
    • orb1301650
    • orb3025075
    • SCHEMBL1942693
    • Sudan III, analytical standard
    • CHEMBL2001927
    • SCHEMBL10294618
    • 85-86-9

  • Applications

    Sudan III, also known as 1-(p-Phenylazophenylazo)-2-naphthol (Sudan III), CAS 85-86-9, is a lipophilic dye used primarily to stain lipids in histology and as a lipid-detection dye in thin-layer chromatography (TLC); it is also employed as a colorant for non-polar matrices such as oils, waxes, and lubricants in industrial manufacturing, and as a pigment for coatings and inks formulated for oil- or solvent-based substrates on plastics and related materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.3
    methanol 0.3
    isopropanol 0.22
    water 0.0
    ethyl acetate 4.42
    n-propanol 0.39
    acetone 3.88
    n-butanol 0.47
    acetonitrile 1.02
    DMF 4.79
    toluene 5.81
    isobutanol 0.24
    1,4-dioxane 9.88
    methyl acetate 4.53
    THF 51.51
    2-butanone 5.62
    n-pentanol 0.65
    sec-butanol 0.43
    n-hexane 0.1
    ethylene glycol 0.07
    NMP 4.87
    cyclohexane 0.1
    DMSO 8.94
    n-butyl acetate 4.33
    n-octanol 0.7
    chloroform 15.17
    n-propyl acetate 3.79
    acetic acid 2.29
    dichloromethane 22.39
    cyclohexanone 8.33
    propylene glycol 0.15
    isopropyl acetate 3.98
    DMAc 14.0
    2-ethoxyethanol 2.32
    isopentanol 0.6
    n-heptane 0.23
    ethyl formate 2.62
    1,2-dichloroethane 14.53
    n-hexanol 0.81
    2-methoxyethanol 2.52
    isobutyl acetate 2.74
    tetrachloromethane 0.5
    n-pentyl acetate 3.79
    transcutol 31.45
    n-heptanol 0.77
    ethylbenzene 3.06
    MIBK 3.48
    2-propoxyethanol 3.69
    tert-butanol 0.44
    MTBE 1.57
    2-butoxyethanol 2.92
    propionic acid 1.27
    o-xylene 2.13
    formic acid 0.58
    diethyl ether 1.93
    m-xylene 2.41
    p-xylene 2.94
    chlorobenzene 5.13
    dimethyl carbonate 4.16
    n-octane 0.14
    formamide 1.67
    cyclopentanone 15.66
    2-pentanone 3.99
    anisole 7.94
    cyclopentyl methyl ether 5.12
    gamma-butyrolactone 18.11
    1-methoxy-2-propanol 2.37
    pyridine 16.51
    3-pentanone 4.13
    furfural 20.12
    n-dodecane 0.14
    diethylene glycol 1.69
    diisopropyl ether 0.74
    tert-amyl alcohol 0.68
    acetylacetone 12.58
    n-hexadecane 0.17
    acetophenone 7.69
    methyl propionate 4.07
    isopentyl acetate 5.55
    trichloroethylene 47.51
    n-nonanol 1.0
    cyclohexanol 0.67
    benzyl alcohol 2.84
    2-ethylhexanol 1.19
    isooctanol 0.88
    dipropyl ether 3.92
    1,2-dichlorobenzene 6.04
    ethyl lactate 2.22
    propylene carbonate 7.25
    n-methylformamide 1.68
    2-pentanol 0.44
    n-pentane 0.05
    1-propoxy-2-propanol 3.38
    1-methoxy-2-propyl acetate 10.0
    2-(2-methoxypropoxy) propanol 8.55
    mesitylene 1.1
    ε-caprolactone 8.61
    p-cymene 1.85
    epichlorohydrin 42.48
    1,1,1-trichloroethane 5.2
    2-aminoethanol 0.19
    morpholine-4-carbaldehyde 9.47
    sulfolane 18.37
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 8.45
    n-hexyl acetate 4.16
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 8.69
    sec-butyl acetate 3.66
    tert-butyl acetate 5.85
    decalin 0.22
    glycerin 0.51
    diglyme 26.43
    acrylic acid 1.85
    isopropyl myristate 2.99
    n-butyric acid 2.14
    acetyl acetate 5.12
    di(2-ethylhexyl) phthalate 2.95
    ethyl propionate 4.43
    nitromethane 9.44
    1,2-diethoxyethane 12.34
    benzonitrile 3.91
    trioctyl phosphate 1.52
    1-bromopropane 3.3
    gamma-valerolactone 22.19
    n-decanol 0.83
    triethyl phosphate 4.36
    4-methyl-2-pentanol 0.52
    propionitrile 1.19
    vinylene carbonate 8.53
    1,1,2-trichlorotrifluoroethane 13.12
    DMS 7.41
    cumene 1.76
    2-octanol 0.59
    2-hexanone 4.6
    octyl acetate 2.85
    limonene 1.94
    1,2-dimethoxyethane 12.06
    ethyl orthosilicate 4.07
    tributyl phosphate 2.44
    diacetone alcohol 5.09
    N,N-dimethylaniline 4.55
    acrylonitrile 2.48
    aniline 3.01
    1,3-propanediol 0.54
    bromobenzene 7.01
    dibromomethane 8.28
    1,1,2,2-tetrachloroethane 23.63
    2-methyl-cyclohexyl acetate 5.54
    tetrabutyl urea 3.59
    diisobutyl methanol 1.33
    2-phenylethanol 3.33
    styrene 3.42
    dioctyl adipate 6.6
    dimethyl sulfate 7.85
    ethyl butyrate 5.88
    methyl lactate 2.27
    butyl lactate 2.95
    diethyl carbonate 4.48
    propanediol butyl ether 1.93
    triethyl orthoformate 5.79
    p-tert-butyltoluene 1.84
    methyl 4-tert-butylbenzoate 7.86
    morpholine 6.3
    tert-butylamine 0.26
    n-dodecanol 0.71
    dimethoxymethane 6.59
    ethylene carbonate 4.98
    cyrene 6.47
    2-ethoxyethyl acetate 9.46
    2-ethylhexyl acetate 4.59
    1,2,4-trichlorobenzene 9.46
    4-methylpyridine 9.03
    dibutyl ether 3.98
    2,6-dimethyl-4-heptanol 1.33
    DEF 4.49
    dimethyl isosorbide 21.56
    tetrachloroethylene 11.11
    eugenol 6.67
    triacetin 8.71
    span 80 5.19
    1,4-butanediol 0.19
    1,1-dichloroethane 4.16
    2-methyl-1-pentanol 1.09
    methyl formate 2.38
    2-methyl-1-butanol 0.53
    n-decane 0.24
    butyronitrile 1.21
    3,7-dimethyl-1-octanol 1.31
    1-chlorooctane 1.08
    1-chlorotetradecane 0.55
    n-nonane 0.18
    undecane 0.18
    tert-butylcyclohexane 0.23
    cyclooctane 0.07
    cyclopentanol 0.76
    tetrahydropyran 5.83
    tert-amyl methyl ether 2.1
    2,5,8-trioxanonane 20.23
    1-hexene 0.63
    2-isopropoxyethanol 1.97
    2,2,2-trifluoroethanol 0.96
    methyl butyrate 5.03

    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