Syringaldazine

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  • Identifiers

    CAS number
    14414-32-5

    Molecular formula
    C18H20N2O6

    SMILES
    COC1=CC(=CC(=C1O)OC)C=NN=CC2=CC(=C(C(=C2)OC)O)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Spicy 48.5%
    Vanilla 37.17%
    Sweet 32.57%
    Smoky 29.55%
    Floral 29.4%
    Burnt 25.37%
    Odorless 24.97%
    Phenolic 24.67%
    Woody 24.01%
    Warm 23.27%

     

    Flavor
    Bitter 60.87%
    Bland 25.37%
    Odorless 24.92%
    Parsley 21.55%
    Eugenol 20.95%
    Ham 19.94%
    Sweet-like 19.57%
    Ethyl benzoate 19.22%
    Lovage 19.13%
    Carrot 19.03%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    8.72 (weak base)

    Molecular weight
    360.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1119°C

    Flash point

    • 227.44 ˚C est.

  • Synonyms

    • RefChem:187003
    • 238-390-1
    • 14414-32-5
    • Syringaldazine
    • 4-Hydroxy-3,5-dimethoxybenzaldehyde azine
    • 4-[[(4-hydroxy-3,5-dimethoxyphenyl)methylidenehydrazinylidene]methyl]-2,6-dimethoxyphenol
    • Benzaldehyde,4-hydroxy-3,5-dimethoxy-,2-[(4-hydroxy-3,5-dimethoxyphenyl)methylene]hydrazone
    • SCHEMBL186216
    • DTXSID20864505
    • HMS2561H07
    • 4-[(E)-[(E)-(4-hydroxy-3,5-dimethoxyphenyl)methylidenehydrazinylidene]methyl]-2,6-dimethoxyphenol
    • EINECS 238-390-1
    • AKOS024306990
    • DB-042722
    • NS00053683
    • ST50308566
    • N,N'-bis-(3,5-dimethoxy-4-hydroxybenzylidene)hydrazine
    • 3,5-Dimethoxy-4-hydroxybenzaldehyde azine (Syringaldazine)
    • 4,4'-(Hydrazinediylidenedimethanylylidene)bis(2,6-dimethoxyphenol)
    • 4-[[(4-hydroxy-3,5-dimethoxy-phenyl)methylenehydrazono]methyl]-2,6-dimethoxy-phenol
    • 4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-2,3-diazabuta-1,3-dienyl]-2,6-dimethoxyph enol
    • 14414-32-5

  • Applications

    Syringaldazine is primarily used as a chromogenic substrate in biochemical assays to measure polyphenol oxidase (tyrosinase) and related peroxidase activities. When oxidized by these enzymes, it forms a colored product that is quantified spectrophotometrically, making it a common reagent in enzyme studies of plant tissues, food-processing method development, and inhibitor screening. It is also employed in analytical chemistry as a colorimetric indicator and in the development of enzyme-based sensors for phenolic compounds. In some contexts, it may be used as an intermediate in the synthesis of dye or pigment compounds, with use governed by regulatory and formulation considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.16
    methanol 1.12
    isopropanol 1.17
    water 0.0
    ethyl acetate 9.87
    n-propanol 1.81
    acetone 12.87
    n-butanol 1.18
    acetonitrile 6.09
    DMF 26.95
    toluene 2.29
    isobutanol 1.16
    1,4-dioxane 15.1
    methyl acetate 11.61
    THF 50.96
    2-butanone 12.72
    n-pentanol 1.61
    sec-butanol 1.82
    n-hexane 0.52
    ethylene glycol 1.09
    NMP 45.68
    cyclohexane 1.02
    DMSO 110.48
    n-butyl acetate 5.07
    n-octanol 1.58
    chloroform 29.69
    n-propyl acetate 5.82
    acetic acid 7.99
    dichloromethane 43.26
    cyclohexanone 19.2
    propylene glycol 0.92
    isopropyl acetate 4.75
    DMAc 47.6
    2-ethoxyethanol 8.93
    isopentanol 1.13
    n-heptane 0.81
    ethyl formate 6.35
    1,2-dichloroethane 25.32
    n-hexanol 1.72
    2-methoxyethanol 9.66
    isobutyl acetate 2.5
    tetrachloromethane 4.02
    n-pentyl acetate 4.63
    transcutol 12.22
    n-heptanol 1.57
    ethylbenzene 1.85
    MIBK 3.42
    2-propoxyethanol 9.21
    tert-butanol 2.03
    MTBE 3.23
    2-butoxyethanol 5.5
    propionic acid 5.39
    o-xylene 2.37
    formic acid 4.35
    diethyl ether 5.05
    m-xylene 1.36
    p-xylene 2.35
    chlorobenzene 4.65
    dimethyl carbonate 10.63
    n-octane 0.41
    formamide 12.09
    cyclopentanone 40.15
    2-pentanone 7.16
    anisole 4.94
    cyclopentyl methyl ether 9.61
    gamma-butyrolactone 47.6
    1-methoxy-2-propanol 6.23
    pyridine 17.23
    3-pentanone 10.17
    furfural 30.44
    n-dodecane 0.27
    diethylene glycol 7.74
    diisopropyl ether 1.36
    tert-amyl alcohol 2.51
    acetylacetone 13.99
    n-hexadecane 0.33
    acetophenone 8.01
    methyl propionate 12.18
    isopentyl acetate 4.21
    trichloroethylene 50.72
    n-nonanol 1.88
    cyclohexanol 2.83
    benzyl alcohol 3.99
    2-ethylhexanol 1.77
    isooctanol 1.38
    dipropyl ether 4.6
    1,2-dichlorobenzene 6.45
    ethyl lactate 4.62
    propylene carbonate 12.99
    n-methylformamide 10.41
    2-pentanol 1.14
    n-pentane 0.38
    1-propoxy-2-propanol 6.19
    1-methoxy-2-propyl acetate 8.62
    2-(2-methoxypropoxy) propanol 6.66
    mesitylene 0.95
    ε-caprolactone 16.7
    p-cymene 1.73
    epichlorohydrin 51.6
    1,1,1-trichloroethane 12.71
    2-aminoethanol 1.68
    morpholine-4-carbaldehyde 28.73
    sulfolane 84.5
    2,2,4-trimethylpentane 0.28
    2-methyltetrahydrofuran 17.92
    n-hexyl acetate 4.65
    isooctane 0.12
    2-(2-butoxyethoxy)ethanol 6.86
    sec-butyl acetate 3.22
    tert-butyl acetate 5.22
    decalin 0.53
    glycerin 2.97
    diglyme 19.33
    acrylic acid 7.1
    isopropyl myristate 2.19
    n-butyric acid 4.45
    acetyl acetate 8.11
    di(2-ethylhexyl) phthalate 2.43
    ethyl propionate 6.82
    nitromethane 35.01
    1,2-diethoxyethane 7.04
    benzonitrile 4.66
    trioctyl phosphate 1.97
    1-bromopropane 7.35
    gamma-valerolactone 36.41
    n-decanol 1.47
    triethyl phosphate 5.72
    4-methyl-2-pentanol 0.75
    propionitrile 4.92
    vinylene carbonate 11.69
    1,1,2-trichlorotrifluoroethane 36.01
    DMS 8.62
    cumene 1.37
    2-octanol 1.23
    2-hexanone 5.91
    octyl acetate 2.93
    limonene 2.42
    1,2-dimethoxyethane 20.37
    ethyl orthosilicate 4.95
    tributyl phosphate 2.6
    diacetone alcohol 6.51
    N,N-dimethylaniline 4.41
    acrylonitrile 8.43
    aniline 3.87
    1,3-propanediol 2.2
    bromobenzene 5.18
    dibromomethane 21.56
    1,1,2,2-tetrachloroethane 34.16
    2-methyl-cyclohexyl acetate 5.27
    tetrabutyl urea 4.23
    diisobutyl methanol 1.19
    2-phenylethanol 4.02
    styrene 1.98
    dioctyl adipate 4.32
    dimethyl sulfate 32.56
    ethyl butyrate 6.12
    methyl lactate 6.87
    butyl lactate 3.78
    diethyl carbonate 5.19
    propanediol butyl ether 3.11
    triethyl orthoformate 5.87
    p-tert-butyltoluene 1.53
    methyl 4-tert-butylbenzoate 7.21
    morpholine 17.76
    tert-butylamine 1.11
    n-dodecanol 1.14
    dimethoxymethane 17.85
    ethylene carbonate 9.26
    cyrene 11.25
    2-ethoxyethyl acetate 8.53
    2-ethylhexyl acetate 3.67
    1,2,4-trichlorobenzene 9.33
    4-methylpyridine 8.94
    dibutyl ether 3.06
    2,6-dimethyl-4-heptanol 1.19
    DEF 14.19
    dimethyl isosorbide 16.19
    tetrachloroethylene 22.7
    eugenol 6.18
    triacetin 8.48
    span 80 4.18
    1,4-butanediol 1.36
    1,1-dichloroethane 10.21
    2-methyl-1-pentanol 1.55
    methyl formate 11.67
    2-methyl-1-butanol 1.35
    n-decane 0.54
    butyronitrile 3.06
    3,7-dimethyl-1-octanol 1.49
    1-chlorooctane 1.84
    1-chlorotetradecane 0.76
    n-nonane 0.48
    undecane 0.37
    tert-butylcyclohexane 0.34
    cyclooctane 0.45
    cyclopentanol 4.89
    tetrahydropyran 11.53
    tert-amyl methyl ether 3.82
    2,5,8-trioxanonane 12.99
    1-hexene 1.33
    2-isopropoxyethanol 5.71
    2,2,2-trifluoroethanol 7.86
    methyl butyrate 7.82

    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