4-Ethylguaiacol

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    2785-89-9

    Molecular formula
    C9H12O2

    SMILES
    CCC1=CC(=C(C=C1)O)OC

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1284.0
    • Carbowax: 2012.8

  • Odor profile

    Phenolic 87.52%
    Spicy 82.23%
    Smoky 77.58%
    Sweet 74.7%
    Woody 65.48%
    Vanilla 63.63%
    Medicinal 59.12%
    Clove 57.89%
    Burnt 50.61%
    Balsamic 45.86%

    Scent© AI

  • Properties

    XLogP3-AA
    1.7

    Molecular weight
    152.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • -7 °C

    Boiling point

    • 235.00 to 236.00 °C. @ 760.00 mm Hg

    Flash point est.
    100.18 ˚C

    Solubility expt.

    • slightly soluble in water; miscible in oils
    • miscible (in ethanol)

  • Synonyms

    • 4-Ethyl-2-methoxyphenol
    • 2785-89-9
    • 4-Ethylguaiacol
    • p-Ethylguaiacol
    • 2-Methoxy-4-ethylphenol
    • PHENOL, 4-ETHYL-2-METHOXY-
    • Guaiacyl ethane
    • Homocresol
    • 4-ethyl guaiacol
    • Guaiacol, 4-ethyl-
    • 4-Hydroxy-3-methoxy ethylbenzene
    • 4-Hydroxy-3-methoxyethylbenzene
    • 4-ethyl-2-methoxy-phenol
    • FEMA No. 2436
    • 4-Hydroxy-3-methoxyphenylethane
    • 1-Hydroxy-2-methoxy-4-ethylbenzene
    • C9NFD83BJ5
    • NSC 82313
    • Guaiacol, 4-ethyl
    • DTXSID0047038
    • p-Ethyl-2-methoxyphenol
    • EINECS 220-500-4
    • MFCD00038714
    • NSC-82313
    • 4-Ethyl-2-metoxy phenol
    • Phenol, 2-methoxy-4-ethyl
    • 4-ETHYLGUAIACOL [FHFI]
    • CHEMBL3186900
    • DTXCID8027038
    • 4-ETHYL GUAIACOL [FCC]
    • 4-Ethyl-2-methoxyphenol (4-ethylguaiacol)
    • UNII-C9NFD83BJ5
    • 4-Ethyl guiacol
    • 4-ethyl-guaiacol
    • UNII-BX3THX8LT4
    • 4-Ethylguaiacol, Natural
    • BX3THX8LT4
    • 4-Ethyl-2-methoxy phenol
    • SCHEMBL109504
    • 4-Ethylguaiacol, natural, FG
    • FEMA 2436
    • CHEBI:179252
    • BCP19091
    • NSC82313
    • 4-Ethylguaiacol, analytical standard
    • Tox21_302308
    • BDBM50548721
    • AKOS015851764
    • 4-Ethylguaiacol, >=98%, FCC, FG
    • CCG-356437
    • CS-W018090
    • DS-4664
    • FE00983
    • Ethylguiacol (4-ethyl-2-methoxyphenol)
    • NCGC00256287-01
    • AC-15463
    • SY001597
    • CAS-2785-89-9
    • DB-003479
    • 4-Ethylguaiacol 1000 microg/mL in Methanol
    • E0353
    • NS00012404
    • D90493
    • EN300-120486
    • Q229953
    • Z57234301
    • 220-500-4

  • Applications

    4-Ethylguaiacol (CAS 2785-89-9) is an aromatic phenolic compound widely used across analytical chemistry and the food-and-beverage industry, where it serves as a reference standard for monitoring, quantifying and calibrating the smoky, woody and characteristic “Brett” sensory notes in wines, craft beers and roasted coffee; it is also deliberately added in controlled amounts to flavour formulations to recreate warm spicy, slightly charred vanilla profiles that deepen barbecue sauces, smoked meats, chocolate confections, pipe tobacco and niche perfumes; in biological and microbiological work the molecule functions as a marker for Brettanomyces yeast activity and lignin pyrolysis, assisting studies on wood degradation, heritage preservation and wildfire smoke taint in crops, while in synthesis it acts as an intermediate for pharmaceutical candidates and methoxyphenol-containing polymeric materials.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 929.74
    methanol 747.66
    isopropanol 522.57
    water 1.11
    ethyl acetate 512.15
    n-propanol 641.87
    acetone 831.81
    n-butanol 412.2
    acetonitrile 953.46
    DMF 905.62
    toluene 141.37
    isobutanol 338.45
    1,4-dioxane 1206.75
    methyl acetate 701.19
    THF 1037.09
    2-butanone 567.22
    n-pentanol 274.34
    sec-butanol 396.33
    n-hexane 16.2
    ethylene glycol 288.57
    NMP 385.04
    cyclohexane 53.61
    DMSO 1299.05
    n-butyl acetate 340.75
    n-octanol 162.17
    chloroform 1291.74
    n-propyl acetate 311.75
    acetic acid 642.56
    dichloromethane 1824.45
    cyclohexanone 583.97
    propylene glycol 264.07
    isopropyl acetate 186.13
    DMAc 401.2
    2-ethoxyethanol 508.71
    isopentanol 233.5
    n-heptane 33.27
    ethyl formate 637.28
    1,2-dichloroethane 1009.29
    n-hexanol 315.52
    2-methoxyethanol 904.2
    isobutyl acetate 153.31
    tetrachloromethane 193.29
    n-pentyl acetate 169.95
    transcutol 753.89
    n-heptanol 156.77
    ethylbenzene 96.14
    MIBK 155.37
    2-propoxyethanol 485.35
    tert-butanol 594.23
    MTBE 348.67
    2-butoxyethanol 269.81
    propionic acid 482.93
    o-xylene 103.83
    formic acid 217.47
    diethyl ether 382.56
    m-xylene 100.72
    p-xylene 124.83
    chlorobenzene 283.01
    dimethyl carbonate 171.16
    n-octane 19.8
    formamide 530.21
    cyclopentanone 717.19
    2-pentanone 327.57
    anisole 247.46
    cyclopentyl methyl ether 250.73
    gamma-butyrolactone 928.81
    1-methoxy-2-propanol 475.89
    pyridine 679.36
    3-pentanone 223.31
    furfural 695.63
    n-dodecane 19.2
    diethylene glycol 419.35
    diisopropyl ether 70.19
    tert-amyl alcohol 384.33
    acetylacetone 367.67
    n-hexadecane 21.82
    acetophenone 208.09
    methyl propionate 367.25
    isopentyl acetate 245.43
    trichloroethylene 1513.91
    n-nonanol 136.49
    cyclohexanol 267.62
    benzyl alcohol 217.82
    2-ethylhexanol 173.35
    isooctanol 119.84
    dipropyl ether 183.61
    1,2-dichlorobenzene 262.3
    ethyl lactate 149.13
    propylene carbonate 460.67
    n-methylformamide 717.89
    2-pentanol 190.28
    n-pentane 21.63
    1-propoxy-2-propanol 305.25
    1-methoxy-2-propyl acetate 248.35
    2-(2-methoxypropoxy) propanol 204.81
    mesitylene 69.08
    ε-caprolactone 460.8
    p-cymene 86.29
    epichlorohydrin 1164.98
    1,1,1-trichloroethane 698.77
    2-aminoethanol 427.37
    morpholine-4-carbaldehyde 564.79
    sulfolane 811.95
    2,2,4-trimethylpentane 18.41
    2-methyltetrahydrofuran 576.98
    n-hexyl acetate 232.12
    isooctane 15.94
    2-(2-butoxyethoxy)ethanol 308.64
    sec-butyl acetate 142.78
    tert-butyl acetate 194.75
    decalin 27.05
    glycerin 310.74
    diglyme 623.13
    acrylic acid 396.04
    isopropyl myristate 99.06
    n-butyric acid 509.01
    acetyl acetate 269.78
    di(2-ethylhexyl) phthalate 95.98
    ethyl propionate 210.56
    nitromethane 1297.24
    1,2-diethoxyethane 292.79
    benzonitrile 332.26
    trioctyl phosphate 79.53
    1-bromopropane 400.54
    gamma-valerolactone 774.05
    n-decanol 107.28
    triethyl phosphate 105.7
    4-methyl-2-pentanol 93.85
    propionitrile 586.42
    vinylene carbonate 492.46
    1,1,2-trichlorotrifluoroethane 563.79
    DMS 180.36
    cumene 73.23
    2-octanol 111.19
    2-hexanone 249.91
    octyl acetate 131.71
    limonene 119.23
    1,2-dimethoxyethane 784.2
    ethyl orthosilicate 96.74
    tributyl phosphate 90.09
    diacetone alcohol 262.04
    N,N-dimethylaniline 137.44
    acrylonitrile 744.12
    aniline 224.5
    1,3-propanediol 543.43
    bromobenzene 301.76
    dibromomethane 1059.37
    1,1,2,2-tetrachloroethane 920.49
    2-methyl-cyclohexyl acetate 150.91
    tetrabutyl urea 112.23
    diisobutyl methanol 97.76
    2-phenylethanol 220.51
    styrene 126.55
    dioctyl adipate 141.13
    dimethyl sulfate 237.27
    ethyl butyrate 237.6
    methyl lactate 179.4
    butyl lactate 134.87
    diethyl carbonate 183.4
    propanediol butyl ether 228.15
    triethyl orthoformate 143.01
    p-tert-butyltoluene 81.36
    methyl 4-tert-butylbenzoate 186.8
    morpholine 1173.25
    tert-butylamine 295.07
    n-dodecanol 87.73
    dimethoxymethane 516.98
    ethylene carbonate 409.18
    cyrene 198.25
    2-ethoxyethyl acetate 241.17
    2-ethylhexyl acetate 177.14
    1,2,4-trichlorobenzene 281.48
    4-methylpyridine 430.62
    dibutyl ether 153.58
    2,6-dimethyl-4-heptanol 97.76
    DEF 337.13
    dimethyl isosorbide 311.15
    tetrachloroethylene 585.39
    eugenol 188.55
    triacetin 208.02
    span 80 182.74
    1,4-butanediol 207.08
    1,1-dichloroethane 814.15
    2-methyl-1-pentanol 183.19
    methyl formate 650.98
    2-methyl-1-butanol 239.88
    n-decane 29.14
    butyronitrile 493.71
    3,7-dimethyl-1-octanol 129.22
    1-chlorooctane 108.43
    1-chlorotetradecane 49.58
    n-nonane 28.09
    undecane 23.37
    tert-butylcyclohexane 25.96
    cyclooctane 18.48
    cyclopentanol 338.71
    tetrahydropyran 719.02
    tert-amyl methyl ether 193.66
    2,5,8-trioxanonane 397.45
    1-hexene 78.36
    2-isopropoxyethanol 294.66
    2,2,2-trifluoroethanol 203.02
    methyl butyrate 328.33

    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
Cassia, branch & leaf (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.8%
Cassia, bark (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.5%
Cassia, leaf (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 2.2%
Genet absolute 2 8023-80-1 Spartium junceum L., fam. Leguminosae (Papilionaceae) 0.05%
Mullilam leaf (India) Zanthoxylum rhetsa D.C. syn. Z. limonella (Dennst.) Alston, fam. Rutaceae 0.1%
Asafoetida (Pakistan) 2 9000-04-8 Ferula assafoetida L., fam. Apiaceae (Umbelliferae) 0.41%
Asafoetida headspace 9000-04-8 Ferula assafoetida L., fam. Apiaceae (Umbelliferae) 0.05%