2,6-Dimethoxyphenol

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  • Identifiers

    CAS number
    91-10-1

    Molecular formula
    C8H10O3

    SMILES
    COC1=C(C(=CC=C1)OC)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 83.34%
    Vanilla 75.86%
    Smoky 73.75%
    Sweet 73.27%
    Spicy 72.44%
    Woody 63.52%
    Medicinal 53.82%
    Balsamic 52.78%
    Clove 50.18%
    Burnt 49.05%

     

    Flavor
    Phenolic 75.3%
    Woody 66.58%
    Smoky 65.97%
    Spice 57.41%
    Vanilla 57.07%
    Bacon 55.0%
    Smoke 54.9%
    Sweet 54.31%
    Medicinal 48.74%
    Powdery 45.83%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    9.18 (weak base)

    Molecular weight
    154.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Melting point expt.

    • 55 - 56 °C

    Boiling point

    • 260.00 to 261.00 °C. @ 760.00 mm Hg

    Flash point

    • 98.9 ˚C est.

    Solubility expt.

    • 17.2 mg/mL at 13 °C
    • slightly soluble in water; soluble in oils
    • moderately soluble (in ethanol)

  • Synonyms

    • 2,6-DIMETHOXYPHENOL
    • 91-10-1
    • Syringol
    • Pyrogallol 1,3-dimethyl ether
    • Phenol, 2,6-dimethoxy-
    • 2-Hydroxy-1,3-dimethoxybenzene
    • 1,3-Dimethyl pyrogallate
    • Aldrich
    • 1,3-Dimethoxy-2-hydroxybenzene
    • 2,6-dimethoxy phenol
    • 2,6-dimethoxy-phenol
    • 1,3-Di-o-methylpyrogallol
    • Pyrogallol dimethylether
    • 2,6-Dwumetoksyfenol
    • FEMA No. 3137
    • 2,6-Dimethoxyphenyl
    • MFCD00064434
    • 2,6-Dwumetoksyfenol [Polish]
    • EINECS 202-041-1
    • UNII-4UQT464H8K
    • CHEBI:955
    • DTXSID2052607
    • 2,6-Dimethoxyphenol(Chunk or Granule or Flakes)
    • 4UQT464H8K
    • DTXCID0031180
    • 2,6-DIMETHOXYPHENOL [FHFI]
    • 2,6-DIMETHOXY PHENOL [FCC]
    • 2,6-Dimethoxyphenol 99+%
    • 33-51-2
    • 1,3-Dimethoxy-2-hydroxybenzene; 2,6-Dimethoxyphenic acid; 2-Hydroxy-1,3-dimethoxybenzene; Pyrogallol 1,3-Dimethyl Ether; Syringol
    • 2,6Dwumetoksyfenol
    • 3DM
    • 2,6-dimetoxyphenol
    • 2,6-di-methoxyphenol
    • 1,3DiOmethylpyrogallol
    • Phenol, 2,6dimethoxy
    • 1,3Dimethyl pyrogallate
    • bmse010203
    • 1,3Dimethoxy2hydroxybenzene
    • 2Hydroxy1,3dimethoxybenzene
    • Pyrogallol 1,3dimethyl ether
    • 2,6-Dimethoxyphenol, 99%
    • SCHEMBL156388
    • CHEMBL109652
    • 2,6-Dimethoxyphenol (syringol)
    • 2,6-Dimethoxyphenol (Standard)
    • FEMA 3137
    • HY-W003972R
    • Tox21_303953
    • BDBM50409535
    • 2,6-Dimethoxyphenol, >=98%, FG
    • AKOS000120263
    • CS-W003972
    • FD34673
    • FS-1188
    • HY-W003972
    • 2,6-Dimethoxyphenol, natural, >=96%
    • CAS-91-10-1
    • 2,6-Dimethoxyphenol, analytical standard
    • NCGC00357187-01
    • BP-10363
    • SY018913
    • DB-003242
    • D0639
    • NS00010674
    • EN300-20299
    • F13351
    • Q421420
    • 2,6-Dimethoxyphenol Pyrogallol 1,3-dimethyl ether
    • Z104477654
    • 202-041-1
    • 25511-61-9

  • Applications

    2,6-Dimethoxyphenol (also known as syringol, CAS 91-10-1) is a lignin-derived phenolic compound whose versatility spans multiple sectors: in flavor and food industries it imparts smooth smoky, sweet and caramel nuances to soy sauce, barbecue items, beverages and cured meats; in perfumery and personal-care formulations it provides a warm woody facet prized in niche fragrances; in analytical chemistry it serves as a GC/MS standard for biomass pyrolysis studies and as an intermediate for active pharmaceutical ingredients, antioxidants and functional polymer monomers; researchers additionally exploit its radical-scavenging, antimicrobial and metal-chelating properties to design biosensors, natural preservatives and high-value bioconversion pathways from lignin, making 2,6-Dimethoxyphenol an important bridge between renewable feedstocks and advanced applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 310.71
    methanol 416.0
    isopropanol 154.32
    water 5.68
    ethyl acetate 257.53
    n-propanol 185.7
    acetone 373.76
    n-butanol 131.77
    acetonitrile 440.46
    DMF 488.88
    toluene 47.84
    isobutanol 104.5
    1,4-dioxane 732.68
    methyl acetate 343.61
    THF 534.21
    2-butanone 222.42
    n-pentanol 116.73
    sec-butanol 124.7
    n-hexane 11.1
    ethylene glycol 331.78
    NMP 233.67
    cyclohexane 41.48
    DMSO 851.51
    n-butyl acetate 123.81
    n-octanol 83.72
    chloroform 596.38
    n-propyl acetate 173.62
    acetic acid 518.93
    dichloromethane 775.95
    cyclohexanone 259.1
    propylene glycol 134.18
    isopropyl acetate 100.39
    DMAc 235.51
    2-ethoxyethanol 445.93
    isopentanol 88.98
    n-heptane 25.32
    ethyl formate 371.53
    1,2-dichloroethane 491.02
    n-hexanol 112.84
    2-methoxyethanol 688.99
    isobutyl acetate 76.69
    tetrachloromethane 142.05
    n-pentyl acetate 90.52
    transcutol 409.83
    n-heptanol 79.67
    ethylbenzene 48.48
    MIBK 76.23
    2-propoxyethanol 282.92
    tert-butanol 219.69
    MTBE 127.73
    2-butoxyethanol 182.8
    propionic acid 233.72
    o-xylene 49.97
    formic acid 366.11
    diethyl ether 188.36
    m-xylene 37.69
    p-xylene 63.16
    chlorobenzene 130.65
    dimethyl carbonate 137.98
    n-octane 13.77
    formamide 717.69
    cyclopentanone 321.93
    2-pentanone 136.2
    anisole 144.64
    cyclopentyl methyl ether 132.9
    gamma-butyrolactone 519.0
    1-methoxy-2-propanol 290.55
    pyridine 326.27
    3-pentanone 115.59
    furfural 496.12
    n-dodecane 11.61
    diethylene glycol 344.97
    diisopropyl ether 41.26
    tert-amyl alcohol 141.27
    acetylacetone 203.82
    n-hexadecane 13.19
    acetophenone 137.08
    methyl propionate 203.06
    isopentyl acetate 93.45
    trichloroethylene 700.24
    n-nonanol 73.47
    cyclohexanol 124.27
    benzyl alcohol 142.38
    2-ethylhexanol 76.16
    isooctanol 61.23
    dipropyl ether 103.86
    1,2-dichlorobenzene 149.67
    ethyl lactate 112.78
    propylene carbonate 258.51
    n-methylformamide 509.88
    2-pentanol 75.26
    n-pentane 13.44
    1-propoxy-2-propanol 152.22
    1-methoxy-2-propyl acetate 120.53
    2-(2-methoxypropoxy) propanol 120.35
    mesitylene 32.3
    ε-caprolactone 249.15
    p-cymene 44.56
    epichlorohydrin 618.07
    1,1,1-trichloroethane 321.42
    2-aminoethanol 280.06
    morpholine-4-carbaldehyde 403.16
    sulfolane 541.18
    2,2,4-trimethylpentane 9.61
    2-methyltetrahydrofuran 265.35
    n-hexyl acetate 119.22
    isooctane 7.75
    2-(2-butoxyethoxy)ethanol 186.8
    sec-butyl acetate 72.97
    tert-butyl acetate 105.15
    decalin 18.44
    glycerin 258.04
    diglyme 430.28
    acrylic acid 259.94
    isopropyl myristate 53.53
    n-butyric acid 246.12
    acetyl acetate 168.43
    di(2-ethylhexyl) phthalate 51.65
    ethyl propionate 128.25
    nitromethane 1029.39
    1,2-diethoxyethane 168.02
    benzonitrile 178.17
    trioctyl phosphate 46.99
    1-bromopropane 150.4
    gamma-valerolactone 452.52
    n-decanol 56.58
    triethyl phosphate 75.64
    4-methyl-2-pentanol 40.94
    propionitrile 243.4
    vinylene carbonate 301.36
    1,1,2-trichlorotrifluoroethane 459.04
    DMS 108.95
    cumene 38.13
    2-octanol 54.31
    2-hexanone 130.0
    octyl acetate 70.92
    limonene 61.47
    1,2-dimethoxyethane 615.04
    ethyl orthosilicate 68.85
    tributyl phosphate 51.51
    diacetone alcohol 148.67
    N,N-dimethylaniline 89.26
    acrylonitrile 379.23
    aniline 104.93
    1,3-propanediol 326.64
    bromobenzene 122.82
    dibromomethane 447.56
    1,1,2,2-tetrachloroethane 502.02
    2-methyl-cyclohexyl acetate 85.08
    tetrabutyl urea 68.12
    diisobutyl methanol 49.18
    2-phenylethanol 115.38
    styrene 62.76
    dioctyl adipate 85.13
    dimethyl sulfate 193.55
    ethyl butyrate 123.44
    methyl lactate 132.51
    butyl lactate 78.99
    diethyl carbonate 110.29
    propanediol butyl ether 129.23
    triethyl orthoformate 92.41
    p-tert-butyltoluene 41.75
    methyl 4-tert-butylbenzoate 108.88
    morpholine 580.59
    tert-butylamine 112.91
    n-dodecanol 45.1
    dimethoxymethane 379.18
    ethylene carbonate 254.97
    cyrene 140.42
    2-ethoxyethyl acetate 128.69
    2-ethylhexyl acetate 73.45
    1,2,4-trichlorobenzene 158.92
    4-methylpyridine 181.23
    dibutyl ether 86.3
    2,6-dimethyl-4-heptanol 49.18
    DEF 186.98
    dimethyl isosorbide 195.1
    tetrachloroethylene 409.33
    eugenol 124.66
    triacetin 127.25
    span 80 100.2
    1,4-butanediol 154.76
    1,1-dichloroethane 285.55
    2-methyl-1-pentanol 80.39
    methyl formate 539.54
    2-methyl-1-butanol 82.84
    n-decane 19.0
    butyronitrile 199.44
    3,7-dimethyl-1-octanol 62.8
    1-chlorooctane 61.94
    1-chlorotetradecane 27.35
    n-nonane 18.62
    undecane 14.35
    tert-butylcyclohexane 14.97
    cyclooctane 15.23
    cyclopentanol 167.06
    tetrahydropyran 313.91
    tert-amyl methyl ether 83.77
    2,5,8-trioxanonane 264.32
    1-hexene 35.45
    2-isopropoxyethanol 216.58
    2,2,2-trifluoroethanol 245.89
    methyl butyrate 186.54

    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