Syringaldehyde

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  • Identifiers

    CAS number
    134-96-3

    Molecular formula
    C9H10O4

    SMILES
    COC1=CC(=CC(=C1O)OC)C=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Vanilla 74.77%
    Sweet 74.5%
    Floral 65.51%
    Spicy 56.01%
    Woody 50.62%
    Balsamic 49.31%
    Powdery 48.85%
    Phenolic 46.81%
    Green 45.15%
    Creamy 43.1%

    Scent© AI

  • Properties

    XLogP3-AA
    0.0

    Molecular weight
    182.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    351°C

    Flash point est.
    135.35 ˚C

    Solubility expt.

    • Insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • SYRINGALDEHYDE
    • 134-96-3
    • 4-Hydroxy-3,5-dimethoxybenzaldehyde
    • 3,5-Dimethoxy-4-hydroxybenzaldehyde
    • Syringic aldehyde
    • Syringylaldehyde
    • Syringealdehyde
    • Benzaldehyde, 4-hydroxy-3,5-dimethoxy-
    • Gallaldehyde 3,5-dimethyl ether
    • 3,5-Dimethoxy-4-hydroxybenzene carbonal
    • Springaldehyde
    • Cedar aldehyde
    • 4-hydroxy-3,5-dimethoxy-benzaldehyde
    • Benzaldehyde, 3,5-dimethoxy-4-hydroxy-
    • MFCD00006943
    • NSC 41153
    • Syringe aldehyde
    • AI3-28796
    • EINECS 205-167-5
    • UNII-2ZR01KTT21
    • 4-Hydroksy-3,5-dwumetoksybenzaldehyd
    • 4-Hydroksy-3,5-dwumetoksybenzaldehyd [Polish]
    • BRN 0784514
    • 2ZR01KTT21
    • CHEBI:67380
    • NSC-41153
    • SYRINGALDEHYDE [MI]
    • DTXSID2059643
    • FEMA NO. 4049
    • 2,6-DIMETHOXY-4-FORMYLPHENOL
    • 4-FORMYL-2,6-DIMETHOXYPHENOL
    • 3,5-dimethoxy-4-oxidanyl-benzaldehyde
    • 4-HYDROXY-3,5-DIMETHOXYBENZALDEHYDE [FHFI]
    • syringaldehye
    • not relevant
    • 4-Formylsyringol
    • 3,5-Dimethoxy-4-Hydroxy-Benzaldehyde
    • Syringaldehyde, 98%
    • Syringaldehyde (Standard)
    • bmse000595
    • bmse010204
    • SCHEMBL150376
    • Gallaldehyde 3,5dimethyl ether
    • Syringaldehyde, >=98%, FG
    • CHEMBL225303
    • Syringaldehyde (3,5-Dimethoxy-4-hydroxybenzaldehyde)
    • 3,5Dimethoxy4hydroxybenzaldehyde
    • 4Hydroxy3,5dimethoxybenzaldehyde
    • DTXCID6034182
    • 86220_FLUKA
    • HY-N1390R
    • 4Hydroksy3,5dwumetoksybenzaldehyd
    • VND3207
    • 4-H-3,5-DMBA
    • Syringaldehyde, analytical standard
    • Benzaldehyde, 3,5dimethoxy4hydroxy
    • Benzaldehyde, 4hydroxy3,5dimethoxy
    • HY-N1390
    • NSC41153
    • STR09162
    • 3,5Dimethoxy4hydroxybenzene carbonal
    • AC7930
    • BBL023037
    • Benzaldehyde,5-dimethoxy-4-hydroxy-
    • s4765
    • STK801968
    • ZINC00152926
    • 4-hydroxy-3,5-dimethoxy benzaldehyde
    • 3,5-Dimethoxy-4-hydroxy benzaldehyde
    • AKOS000119539
    • AC-7993
    • CCG-266448
    • FH11488
    • BP-12551
    • DA-67881
    • SY014703
    • CS-0016810
    • D0635
    • NS00020999
    • EN300-21558
    • Syringaldehyde, Vetec(TM) reagent grade, 98%
    • AP-065/41884112
    • Q411695
    • Syringaldehyde;3,5-Dimethoxy-4-hydroxybenzaldehyde
    • F2190-0619
    • Z104501688
    • 205-167-5
    • IJV

  • Applications

    Syringaldehyde, also known as 3,5-dimethoxy-4-hydroxybenzaldehyde (CAS 134-96-3), is a valuable lignin-derived intermediate with versatile applications: in the flavor and fragrance industry it serves as a key precursor for smoky, vanilla, caramel and whisky notes; in pharmaceuticals and cosmetics it functions as an antioxidant, formulation stabilizer and starting material for phenolic derivatives with antimicrobial, antifungal and anti-inflammatory activity; in organic synthesis it is a building block for conductive polymers, heat-resistant epoxy resins, corrosion inhibitors and functional materials bearing the syringyl core; in agriculture it is studied as a plant defense elicitor and as a biomarker of lignin degradation; moreover, Syringaldehyde is routinely employed as an analytical standard for monitoring biomass conversion and as a reagent in the conservation science of wooden artefacts.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 52.34
    methanol 91.08
    isopropanol 22.33
    water 3.39
    ethyl acetate 38.23
    n-propanol 27.15
    acetone 110.8
    n-butanol 16.48
    acetonitrile 78.67
    DMF 237.85
    toluene 7.24
    isobutanol 14.76
    1,4-dioxane 114.9
    methyl acetate 85.05
    THF 141.2
    2-butanone 54.03
    n-pentanol 16.34
    sec-butanol 15.12
    n-hexane 0.64
    ethylene glycol 116.08
    NMP 166.52
    cyclohexane 2.4
    DMSO 470.12
    n-butyl acetate 23.35
    n-octanol 16.32
    chloroform 65.11
    n-propyl acetate 33.06
    acetic acid 105.29
    dichloromethane 158.06
    cyclohexanone 74.14
    propylene glycol 32.11
    isopropyl acetate 16.54
    DMAc 159.27
    2-ethoxyethanol 101.84
    isopentanol 13.14
    n-heptane 2.34
    ethyl formate 86.56
    1,2-dichloroethane 95.93
    n-hexanol 17.4
    2-methoxyethanol 172.08
    isobutyl acetate 16.48
    tetrachloromethane 12.72
    n-pentyl acetate 19.95
    transcutol 76.27
    n-heptanol 16.27
    ethylbenzene 9.33
    MIBK 15.74
    2-propoxyethanol 62.66
    tert-butanol 33.6
    MTBE 15.33
    2-butoxyethanol 43.33
    propionic acid 50.9
    o-xylene 11.06
    formic acid 132.48
    diethyl ether 15.96
    m-xylene 7.98
    p-xylene 13.42
    chlorobenzene 24.02
    dimethyl carbonate 44.71
    n-octane 1.58
    formamide 279.43
    cyclopentanone 125.02
    2-pentanone 25.23
    anisole 34.02
    cyclopentyl methyl ether 29.16
    gamma-butyrolactone 206.4
    1-methoxy-2-propanol 61.95
    pyridine 75.75
    3-pentanone 21.86
    furfural 200.74
    n-dodecane 1.67
    diethylene glycol 103.82
    diisopropyl ether 4.28
    tert-amyl alcohol 21.63
    acetylacetone 55.61
    n-hexadecane 1.94
    acetophenone 47.33
    methyl propionate 47.24
    isopentyl acetate 20.02
    trichloroethylene 156.18
    n-nonanol 15.37
    cyclohexanol 19.49
    benzyl alcohol 40.44
    2-ethylhexanol 13.74
    isooctanol 13.5
    dipropyl ether 14.26
    1,2-dichlorobenzene 33.7
    ethyl lactate 32.03
    propylene carbonate 83.03
    n-methylformamide 186.1
    2-pentanol 7.9
    n-pentane 0.71
    1-propoxy-2-propanol 33.3
    1-methoxy-2-propyl acetate 32.37
    2-(2-methoxypropoxy) propanol 36.69
    mesitylene 6.38
    ε-caprolactone 70.9
    p-cymene 10.67
    epichlorohydrin 199.95
    1,1,1-trichloroethane 40.29
    2-aminoethanol 69.52
    morpholine-4-carbaldehyde 170.87
    sulfolane 263.53
    2,2,4-trimethylpentane 0.89
    2-methyltetrahydrofuran 58.61
    n-hexyl acetate 25.57
    isooctane 0.64
    2-(2-butoxyethoxy)ethanol 46.48
    sec-butyl acetate 14.76
    tert-butyl acetate 21.26
    decalin 2.05
    glycerin 80.13
    diglyme 114.64
    acrylic acid 69.36
    isopropyl myristate 12.03
    n-butyric acid 39.5
    acetyl acetate 31.39
    di(2-ethylhexyl) phthalate 17.17
    ethyl propionate 24.67
    nitromethane 310.76
    1,2-diethoxyethane 26.66
    benzonitrile 46.6
    trioctyl phosphate 13.69
    1-bromopropane 15.95
    gamma-valerolactone 175.03
    n-decanol 12.43
    triethyl phosphate 23.31
    4-methyl-2-pentanol 6.11
    propionitrile 38.35
    vinylene carbonate 94.07
    1,1,2-trichlorotrifluoroethane 161.54
    DMS 32.81
    cumene 8.75
    2-octanol 10.4
    2-hexanone 27.48
    octyl acetate 17.23
    limonene 13.37
    1,2-dimethoxyethane 144.15
    ethyl orthosilicate 18.13
    tributyl phosphate 14.28
    diacetone alcohol 42.36
    N,N-dimethylaniline 28.81
    acrylonitrile 82.16
    aniline 23.22
    1,3-propanediol 69.35
    bromobenzene 21.73
    dibromomethane 66.78
    1,1,2,2-tetrachloroethane 92.34
    2-methyl-cyclohexyl acetate 25.59
    tetrabutyl urea 22.01
    diisobutyl methanol 9.17
    2-phenylethanol 34.08
    styrene 10.74
    dioctyl adipate 23.79
    dimethyl sulfate 91.75
    ethyl butyrate 24.85
    methyl lactate 45.41
    butyl lactate 19.82
    diethyl carbonate 25.0
    propanediol butyl ether 32.66
    triethyl orthoformate 20.37
    p-tert-butyltoluene 9.75
    methyl 4-tert-butylbenzoate 41.63
    morpholine 107.56
    tert-butylamine 13.72
    n-dodecanol 9.84
    dimethoxymethane 113.91
    ethylene carbonate 67.53
    cyrene 65.21
    2-ethoxyethyl acetate 33.52
    2-ethylhexyl acetate 15.77
    1,2,4-trichlorobenzene 41.96
    4-methylpyridine 48.23
    dibutyl ether 12.36
    2,6-dimethyl-4-heptanol 9.17
    DEF 54.59
    dimethyl isosorbide 75.62
    tetrachloroethylene 71.31
    eugenol 42.29
    triacetin 40.2
    span 80 28.59
    1,4-butanediol 36.16
    1,1-dichloroethane 38.12
    2-methyl-1-pentanol 13.76
    methyl formate 208.18
    2-methyl-1-butanol 12.3
    n-decane 2.51
    butyronitrile 28.76
    3,7-dimethyl-1-octanol 12.93
    1-chlorooctane 9.74
    1-chlorotetradecane 4.71
    n-nonane 2.2
    undecane 2.01
    tert-butylcyclohexane 1.68
    cyclooctane 1.05
    cyclopentanol 34.11
    tetrahydropyran 41.37
    tert-amyl methyl ether 12.88
    2,5,8-trioxanonane 78.24
    1-hexene 2.92
    2-isopropoxyethanol 50.52
    2,2,2-trifluoroethanol 81.5
    methyl butyrate 40.68

    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

Botanical

Name CAS Botanical Proportion
Agarwood smoke 2 Aquilaria agallocha Roxb., fam. Thymelaeaceae 1.02%