N-[6-[(2-Chloro-4-hydroxyphenyl)imino]-4-methoxy-3-oxo-1,4-cyclohexadien-1-YL]acetamide

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  • Identifiers

    CAS number
    66612-11-1

    Molecular formula
    C15H13ClN2O4

    SMILES
    CC(=O)NC1=CC(=C(C=C1N=C2C=CC(=O)C=C2Cl)OC)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 48.06%
    Savory 31.49%
    Meaty 30.92%
    Roasted 29.05%
    Burnt 28.46%
    Cooked 24.96%
    Caramellic 23.01%
    Fruity 22.57%
    Milky 20.48%
    Sweet 20.05%

     

    Flavor
    Bitter 72.75%
    Odorless 36.18%
    Very mild 22.64%
    Bland 20.59%
    Taco 20.52%
    Bread crust 20.06%
    Roasted 19.66%
    Sweet-like 19.58%
    Nitrile 19.57%
    Roasted peanuts 19.41%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    8.03 (weak base)

    Molecular weight
    320.73 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    591°C

    Flash point

    • 234.57 ˚C est.

  • Synonyms

    • HC Yellow no. 8
    • 66612-11-1
    • N-[6-[(2-CHLORO-4-HYDROXYPHENYL)IMINO]-4-METHOXY-3-OXO-1,4-CYCLOHEXADIEN-1-YL]ACETAMIDE
    • F1NQ5U8325
    • N-[2-[(2-chloro-4-oxocyclohexa-2,5-dien-1-ylidene)amino]-5-hydroxy-4-methoxyphenyl]acetamide
    • UNII-F1NQ5U8325
    • N-(6-((2-Chloro-4-hydroxyphenyl)imino)-4-methoxy-3-oxo-1,4-cyclohexadien-1-yl)acetamide
    • N-{2-[(2-CHLORO-4-OXOCYCLOHEXA-2,5-DIEN-1-YLIDENE)AMINO]-5-HYDROXY-4-METHOXYPHENYL}ACETAMIDE
    • EINECS 266-424-5
    • HC Yellow 8
    • Yellow No. 8
    • IMEXINE IL
    • SCHEMBL5052231
    • SCHEMBL8948463
    • SCHEMBL10535527
    • DTXSID60867237
    • DTXSID70879806
    • DNCKSSGISBCYQW-UHFFFAOYSA-N
    • N-(6-((2-Chloro-4-hydroxyphenyl)imino)-4-methyoxy-3-oxo-1,4-cyclo- hexadien-1-yl)acetamide
    • Acetamide, N-(6-((2-chloro-4-hydroxyphenyl)imino)-4-methyoxy-3-oxo-1,4-cyclo- hexadien-1-yl)-
    • NS00013736
    • Q27277516
    • N-(2'-Chloro-4'-hydroxyphenyl)-3-acetylamino-6-methoxy-1,4-benzoq- uinoneimine
    • N-(2'-CHLORO-4'-HYDROXYPHENYL)-3-ACETYLAMINO-6-METHOXY-1,4-BENZOQUINONEIMINE
    • ACETAMIDE, N-(6-((2-CHLORO-4-HYDROXYPHENYL)IMINO)-4-METHOXY-3-OXO-1,4-CYCLOHEXADIEN-1-YL)-
    • N-{(6E)-6-[(2-Chloro-4-hydroxyphenyl)imino]-4-methoxy-3-oxocyclohexa-1,4-dien-1-yl}acetamide
    • 66612-11-1

  • Applications

    N-[6-[(2-Chloro-4-hydroxyphenyl)imino]-4-methoxy-3-oxo-1,4-cyclohexadien-1-YL]acetamide is typically used as an organic synthesis intermediate, serving as a building block for dyes and pigments used in coatings, inks and textiles; it may be evaluated as a specialty intermediate in pharmaceutical or agrochemical development; it can function as a functionalized aryl scaffold in polymer formulations; and it can be explored as a Schiff-base building block in coordination chemistry or catalysis research.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.56
    methanol 3.85
    isopropanol 2.5
    water 0.02
    ethyl acetate 8.23
    n-propanol 3.45
    acetone 21.75
    n-butanol 2.47
    acetonitrile 10.38
    DMF 80.64
    toluene 0.37
    isobutanol 2.33
    1,4-dioxane 12.45
    methyl acetate 13.24
    THF 96.75
    2-butanone 19.74
    n-pentanol 2.64
    sec-butanol 3.04
    n-hexane 0.04
    ethylene glycol 3.21
    NMP 70.53
    cyclohexane 0.04
    DMSO 150.84
    n-butyl acetate 6.42
    n-octanol 1.24
    chloroform 7.64
    n-propyl acetate 7.37
    acetic acid 20.68
    dichloromethane 9.5
    cyclohexanone 17.98
    propylene glycol 4.17
    isopropyl acetate 4.52
    DMAc 187.62
    2-ethoxyethanol 21.3
    isopentanol 2.68
    n-heptane 0.05
    ethyl formate 8.24
    1,2-dichloroethane 5.61
    n-hexanol 1.34
    2-methoxyethanol 37.78
    isobutyl acetate 4.23
    tetrachloromethane 0.33
    n-pentyl acetate 2.95
    transcutol 46.55
    n-heptanol 1.3
    ethylbenzene 0.57
    MIBK 4.66
    2-propoxyethanol 21.26
    tert-butanol 3.67
    MTBE 2.56
    2-butoxyethanol 10.0
    propionic acid 7.7
    o-xylene 0.51
    formic acid 13.74
    diethyl ether 2.13
    m-xylene 0.36
    p-xylene 1.07
    chlorobenzene 1.48
    dimethyl carbonate 12.94
    n-octane 0.03
    formamide 28.02
    cyclopentanone 43.49
    2-pentanone 8.52
    anisole 7.09
    cyclopentyl methyl ether 5.89
    gamma-butyrolactone 49.78
    1-methoxy-2-propanol 22.92
    pyridine 13.31
    3-pentanone 6.64
    furfural 39.75
    n-dodecane 0.06
    diethylene glycol 21.89
    diisopropyl ether 0.45
    tert-amyl alcohol 3.82
    acetylacetone 17.35
    n-hexadecane 0.07
    acetophenone 10.02
    methyl propionate 12.82
    isopentyl acetate 6.46
    trichloroethylene 17.05
    n-nonanol 1.44
    cyclohexanol 2.59
    benzyl alcohol 7.16
    2-ethylhexanol 1.51
    isooctanol 1.34
    dipropyl ether 2.97
    1,2-dichlorobenzene 2.17
    ethyl lactate 9.66
    propylene carbonate 17.71
    n-methylformamide 23.76
    2-pentanol 1.36
    n-pentane 0.02
    1-propoxy-2-propanol 13.47
    1-methoxy-2-propyl acetate 14.76
    2-(2-methoxypropoxy) propanol 21.34
    mesitylene 0.27
    ε-caprolactone 17.43
    p-cymene 0.76
    epichlorohydrin 48.84
    1,1,1-trichloroethane 2.77
    2-aminoethanol 5.69
    morpholine-4-carbaldehyde 57.05
    sulfolane 75.47
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 14.92
    n-hexyl acetate 3.85
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 18.83
    sec-butyl acetate 4.42
    tert-butyl acetate 5.34
    decalin 0.08
    glycerin 12.71
    diglyme 38.75
    acrylic acid 10.15
    isopropyl myristate 2.33
    n-butyric acid 6.97
    acetyl acetate 6.31
    di(2-ethylhexyl) phthalate 4.95
    ethyl propionate 8.28
    nitromethane 61.16
    1,2-diethoxyethane 9.11
    benzonitrile 6.69
    trioctyl phosphate 2.67
    1-bromopropane 1.61
    gamma-valerolactone 53.5
    n-decanol 1.17
    triethyl phosphate 6.87
    4-methyl-2-pentanol 1.08
    propionitrile 7.12
    vinylene carbonate 15.02
    1,1,2-trichlorotrifluoroethane 44.25
    DMS 9.44
    cumene 0.57
    2-octanol 0.84
    2-hexanone 8.68
    octyl acetate 3.08
    limonene 0.91
    1,2-dimethoxyethane 44.17
    ethyl orthosilicate 5.53
    tributyl phosphate 4.01
    diacetone alcohol 12.56
    N,N-dimethylaniline 5.41
    acrylonitrile 12.17
    aniline 3.27
    1,3-propanediol 8.07
    bromobenzene 1.14
    dibromomethane 3.46
    1,1,2,2-tetrachloroethane 12.78
    2-methyl-cyclohexyl acetate 7.01
    tetrabutyl urea 7.13
    diisobutyl methanol 1.12
    2-phenylethanol 5.97
    styrene 0.8
    dioctyl adipate 6.75
    dimethyl sulfate 32.07
    ethyl butyrate 7.51
    methyl lactate 16.7
    butyl lactate 5.95
    diethyl carbonate 6.99
    propanediol butyl ether 9.15
    triethyl orthoformate 7.26
    p-tert-butyltoluene 0.71
    methyl 4-tert-butylbenzoate 10.71
    morpholine 23.09
    tert-butylamine 0.98
    n-dodecanol 0.92
    dimethoxymethane 36.18
    ethylene carbonate 11.31
    cyrene 25.02
    2-ethoxyethyl acetate 7.72
    2-ethylhexyl acetate 4.65
    1,2,4-trichlorobenzene 4.24
    4-methylpyridine 9.02
    dibutyl ether 2.32
    2,6-dimethyl-4-heptanol 1.12
    DEF 17.84
    dimethyl isosorbide 32.42
    tetrachloroethylene 5.02
    eugenol 12.69
    triacetin 10.95
    span 80 10.17
    1,4-butanediol 3.81
    1,1-dichloroethane 3.15
    2-methyl-1-pentanol 2.98
    methyl formate 18.87
    2-methyl-1-butanol 2.71
    n-decane 0.09
    butyronitrile 5.4
    3,7-dimethyl-1-octanol 1.62
    1-chlorooctane 0.52
    1-chlorotetradecane 0.28
    n-nonane 0.06
    undecane 0.07
    tert-butylcyclohexane 0.06
    cyclooctane 0.02
    cyclopentanol 5.26
    tetrahydropyran 6.04
    tert-amyl methyl ether 2.77
    2,5,8-trioxanonane 32.39
    1-hexene 0.37
    2-isopropoxyethanol 12.53
    2,2,2-trifluoroethanol 8.84
    methyl butyrate 11.45

    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