Guaiacol butyrate

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  • Identifiers

    CAS number
    4112-92-9

    Molecular formula
    C11H14O3

    SMILES
    CCCC(=O)OC1=CC=CC=C1OC

  • Odor profile

    Fragrance
    Fruity 82.49%
    Sweet 63.95%
    Vanilla 50.71%
    Spicy 44.92%
    Caramellic 40.94%
    Phenolic 40.12%
    Berry 39.85%
    Woody 39.09%
    Floral 37.88%
    Balsamic 36.86%

     

    Flavor
    Sweet 78.61%
    Fruity 50.99%
    Woody 41.98%
    Balsam 35.48%
    Creamy 34.72%
    Powdery 33.66%
    Spicy 31.46%
    Floral 31.32%
    Spice 30.84%
    Vanilla 30.37%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    7.94 (neutral)

    Molecular weight
    194.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    263°C

    Flash point

    • 103.45 ˚C est.

    Solubility expt.

    • Practically insoluble or insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • Guaiacol butyrate
    • 2-Methoxyphenyl butyrate
    • 4112-92-9
    • (2-methoxyphenyl) butanoate
    • guaiacyl butyrate
    • Butanoic acid, 2-methoxyphenyl ester
    • UNII-48936E6FTM
    • 2-METHOXYPHENYL BUTANOATE
    • 48936E6FTM
    • Butyric acid, o-methoxyphenyl ester
    • EINECS 223-899-3
    • FEMA NO. 4607
    • DTXSID30863322
    • PHENOL, O-METHOXY-, BUTYRATE
    • SCHEMBL1792324
    • DTXCID20811958
    • ZPWOACJMDUYOJH-UHFFFAOYSA-N
    • WS-03242
    • NS00048865
    • AN-652/42191085
    • Q27259126

  • Applications

    Guaiacol butyrate (CAS 4112-92-9), also known as 4-hydroxy-3-methoxyphenyl butyrate, is a fragrant ester with a sweet smoky-vanillic note that finds wide application: in the flavour industry it enriches or rebuilds the aromatic profile of roasted coffee, cocoa, black tea, caramel, candy, smoked meats, BBQ sauces, alcoholic and soft drinks; in perfumes and cosmetics it is blended into woody, oriental and gourmand accords to add warm depth and serves as a long-lasting fixative; in pharmaceuticals and veterinary medicine the molecule is explored as a slow-release pro-drug of guaiacol, offering expectorant action, reduced gastric irritation and taste masking, and is also an intermediate in the synthesis of syringates, vanillates and related phenoxy compounds; in materials science it works as an antioxidant, heat stabiliser and UV absorber for PVC, polystyrene and natural rubber, extending service life and limiting yellowing; in biochemical research it is employed as a model substrate for esterase and lipase assays and for pharmacokinetic studies of ester-based delivery systems; moreover, its good solubility in organic media and moderate boiling point make it a useful solvent adjuvant and odour carrier in tobacco, agrochemicals and printing inks, where only a few ppm impart a strong sensory impact.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1452.09
    methanol 2073.79
    isopropanol 848.86
    water 1.02
    ethyl acetate 2347.77
    n-propanol 1001.1
    acetone 3407.04
    n-butanol 980.45
    acetonitrile 3021.56
    DMF 3126.23
    toluene 792.26
    isobutanol 744.35
    1,4-dioxane 2252.53
    methyl acetate 1923.2
    THF 2090.51
    2-butanone 1820.28
    n-pentanol 614.18
    sec-butanol 839.02
    n-hexane 81.47
    ethylene glycol 289.62
    NMP 2017.9
    cyclohexane 289.17
    DMSO 2890.12
    n-butyl acetate 1231.97
    n-octanol 298.13
    chloroform 5362.91
    n-propyl acetate 1108.7
    acetic acid 2922.06
    dichloromethane 6384.09
    cyclohexanone 2431.54
    propylene glycol 279.93
    isopropyl acetate 934.09
    DMAc 1898.06
    2-ethoxyethanol 974.49
    isopentanol 748.97
    n-heptane 46.55
    ethyl formate 1516.46
    1,2-dichloroethane 4141.18
    n-hexanol 541.4
    2-methoxyethanol 1832.72
    isobutyl acetate 512.88
    tetrachloromethane 487.87
    n-pentyl acetate 551.23
    transcutol 2467.09
    n-heptanol 223.94
    ethylbenzene 394.27
    MIBK 626.47
    2-propoxyethanol 839.11
    tert-butanol 1169.86
    MTBE 1029.17
    2-butoxyethanol 453.96
    propionic acid 1250.09
    o-xylene 405.53
    formic acid 764.98
    diethyl ether 1499.66
    m-xylene 414.12
    p-xylene 529.37
    chlorobenzene 1560.06
    dimethyl carbonate 753.14
    n-octane 28.44
    formamide 1663.0
    cyclopentanone 2393.39
    2-pentanone 1522.53
    anisole 910.45
    cyclopentyl methyl ether 1022.85
    gamma-butyrolactone 2828.77
    1-methoxy-2-propanol 1027.04
    pyridine 2713.13
    3-pentanone 1113.08
    furfural 2374.0
    n-dodecane 29.43
    diethylene glycol 687.86
    diisopropyl ether 269.61
    tert-amyl alcohol 923.13
    acetylacetone 1695.22
    n-hexadecane 34.54
    acetophenone 840.73
    methyl propionate 1488.86
    isopentyl acetate 835.24
    trichloroethylene 7149.06
    n-nonanol 249.49
    cyclohexanol 1021.26
    benzyl alcohol 713.15
    2-ethylhexanol 326.97
    isooctanol 178.24
    dipropyl ether 382.88
    1,2-dichlorobenzene 1221.62
    ethyl lactate 369.46
    propylene carbonate 1591.14
    n-methylformamide 1837.47
    2-pentanol 596.94
    n-pentane 77.82
    1-propoxy-2-propanol 560.6
    1-methoxy-2-propyl acetate 711.28
    2-(2-methoxypropoxy) propanol 416.97
    mesitylene 239.06
    ε-caprolactone 1749.42
    p-cymene 188.56
    epichlorohydrin 3292.5
    1,1,1-trichloroethane 2597.22
    2-aminoethanol 515.98
    morpholine-4-carbaldehyde 1679.24
    sulfolane 2551.51
    2,2,4-trimethylpentane 49.66
    2-methyltetrahydrofuran 1521.74
    n-hexyl acetate 795.18
    isooctane 33.79
    2-(2-butoxyethoxy)ethanol 645.6
    sec-butyl acetate 570.88
    tert-butyl acetate 802.68
    decalin 99.08
    glycerin 413.41
    diglyme 1354.2
    acrylic acid 1249.7
    isopropyl myristate 248.38
    n-butyric acid 1869.47
    acetyl acetate 1402.46
    di(2-ethylhexyl) phthalate 211.42
    ethyl propionate 883.48
    nitromethane 5003.24
    1,2-diethoxyethane 951.44
    benzonitrile 1238.2
    trioctyl phosphate 164.06
    1-bromopropane 1642.41
    gamma-valerolactone 2397.79
    n-decanol 177.46
    triethyl phosphate 279.88
    4-methyl-2-pentanol 267.1
    propionitrile 1706.02
    vinylene carbonate 1609.12
    1,1,2-trichlorotrifluoroethane 1842.95
    DMS 749.3
    cumene 219.52
    2-octanol 181.56
    2-hexanone 836.43
    octyl acetate 340.79
    limonene 280.68
    1,2-dimethoxyethane 1706.88
    ethyl orthosilicate 254.06
    tributyl phosphate 248.35
    diacetone alcohol 704.38
    N,N-dimethylaniline 449.23
    acrylonitrile 2235.71
    aniline 987.01
    1,3-propanediol 890.25
    bromobenzene 1789.26
    dibromomethane 3725.68
    1,1,2,2-tetrachloroethane 4713.45
    2-methyl-cyclohexyl acetate 418.41
    tetrabutyl urea 293.32
    diisobutyl methanol 181.15
    2-phenylethanol 550.47
    styrene 631.98
    dioctyl adipate 361.18
    dimethyl sulfate 887.74
    ethyl butyrate 698.31
    methyl lactate 494.96
    butyl lactate 376.39
    diethyl carbonate 542.99
    propanediol butyl ether 436.11
    triethyl orthoformate 390.54
    p-tert-butyltoluene 167.31
    methyl 4-tert-butylbenzoate 429.74
    morpholine 2429.84
    tert-butylamine 654.19
    n-dodecanol 136.3
    dimethoxymethane 1607.8
    ethylene carbonate 1405.13
    cyrene 426.02
    2-ethoxyethyl acetate 740.8
    2-ethylhexyl acetate 631.49
    1,2,4-trichlorobenzene 1329.17
    4-methylpyridine 2342.96
    dibutyl ether 459.43
    2,6-dimethyl-4-heptanol 181.15
    DEF 1755.02
    dimethyl isosorbide 701.6
    tetrachloroethylene 2841.1
    eugenol 451.65
    triacetin 630.48
    span 80 366.49
    1,4-butanediol 323.47
    1,1-dichloroethane 3453.22
    2-methyl-1-pentanol 550.4
    methyl formate 1669.2
    2-methyl-1-butanol 739.76
    n-decane 47.35
    butyronitrile 1687.16
    3,7-dimethyl-1-octanol 272.08
    1-chlorooctane 238.6
    1-chlorotetradecane 91.78
    n-nonane 45.41
    undecane 35.84
    tert-butylcyclohexane 72.47
    cyclooctane 61.16
    cyclopentanol 859.62
    tetrahydropyran 2196.67
    tert-amyl methyl ether 656.44
    2,5,8-trioxanonane 785.84
    1-hexene 367.94
    2-isopropoxyethanol 593.83
    2,2,2-trifluoroethanol 761.3
    methyl butyrate 1308.87

    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