Guaiacol

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  • Identifiers

    CAS number
    90-05-1

    Molecular formula
    C7H8O2

    SMILES
    COC1=CC=CC=C1O

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1087.33
    • Carbowax: 1844.86

  • Odor profile

    Sweet 91.07%
    Phenolic 88.09%
    Vanilla 79.63%
    Smoky 73.65%
    Spicy 66.05%
    Woody 63.55%
    Medicinal 62.83%
    Balsamic 48.33%
    Clove 47.8%
    Powdery 46.03%

    Scent© AI

    Odor threshold

    • Odor threshold = 0.001-0.002 ppm (recognition)

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    8.88 (weak base)

    Molecular weight
    124.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Melting point expt.

    • SOLIDIFIES at 82.4 °F (NTP, 1992)
    • 32 °C
    • 28 °C

    Boiling point

    • 399 to 403 °F at 760 mmHg (NTP, 1992)
    • 205 °C

    Flash point est.
    79.78 ˚C

    Flash point expt.

    • 180 °F (NTP, 1992)
    • 180 °F (open cup)

    Solubility expt.

    • Slightly soluble (NTP, 1992)
    • Soluble in carbon tetrachloride
    • Miscible with alcohol, chloroform, ether, oils, glacial acetic acid; slightly soluble in petroleum ether; soluble in sodium hydroxide solution
    • 1 g /o-methoxyphenol/ is soluble in 60-70 mL water, in 1 mL glycerol
    • In water 18,700 mg/L at 25 °C
    • 18.7 mg/mL at 15 °C
    • slightly soluble in water
    • very soluble (in ethanol)

  • Synonyms

    • guaiacol
    • 2-Methoxyphenol
    • 90-05-1
    • o-Methoxyphenol
    • 2-Hydroxyanisole
    • Guaiastil
    • Pyroguaiac acid
    • o-Guaiacol
    • o-Hydroxyanisole
    • Phenol, 2-methoxy-
    • Pyrocatechol monomethyl ether
    • 1-Hydroxy-2-methoxybenzene
    • Anastil
    • Guaicol
    • Phenol, o-methoxy-
    • Methylcatechol
    • Guaicolina
    • Guajol
    • Guasol
    • O-Methyl catechol
    • Catechol monomethyl ether
    • Creodon
    • Guajakol
    • 2-Methoxy-Phenol
    • Methoxyphenol
    • Guajacol
    • Wood creosote
    • FEMA No. 2532
    • Guaiacol (natural)
    • Pyrocatechol methyl ester
    • (mu)-methoxyphenol
    • Guaiacol [JAN]
    • NSC 3815
    • Methylcatachol
    • CCRIS 2943
    • 9009-62-5
    • HSDB 4241
    • 2-methoxyl-4-vinylphenol
    • UNII-6JKA7MAH9C
    • o--methoxyphenol
    • 6JKA7MAH9C
    • 2-methoxy phenol
    • NSC-3815
    • EINECS 201-964-7
    • MFCD00002185
    • Guaiacol (JAN)
    • Creodon (TN)
    • CHEBI:28591
    • AI3-05615
    • Catechol mono methyl ether
    • 2-methoxyphenol (guaiacol)
    • 2-Methoxy-d3-phenol--d4
    • CHEMBL13766
    • DTXSID0023113
    • EC 201-964-7
    • Phenol, methoxy-
    • NCGC00090827-02
    • NCGC00090827-04
    • GUAIACOL (MART.)
    • GUAIACOL [MART.]
    • GUAIACOL (USP-RS)
    • GUAIACOL [USP-RS]
    • Guajakol [Czech]
    • DTXCID003113
    • GUAIACOL (EP MONOGRAPH)
    • GUAIACOL (USP IMPURITY)
    • GUAIACOL [EP MONOGRAPH]
    • GUAIACOL [USP IMPURITY]
    • ortho-Guaiacol
    • Catechol, Methyl
    • CAS-90-05-1
    • 2-Hydroxy-Anisole
    • GUAIFENESIN IMPURITY A (EP IMPURITY)
    • GUAIFENESIN IMPURITY A [EP IMPURITY]
    • Guaiacol [JAN:NF]
    • SR-01000838056
    • Guaiacol (2-Methoxyphenol)
    • guiacol
    • Creasote
    • methoxy phenol
    • 6-methoxyphenol
    • hydroxyl anisole
    • o-Guiacol
    • orthomethoxyphenol
    • o-methoxy-Phenol
    • ortho-methoxyphenol
    • JZ3
    • Guaiacol (Standard)
    • 2-(methyloxy)phenol
    • O-HYDROXYANIOSOLE
    • GUAIACOL [FHFI]
    • GUAIACOL [HSDB]
    • GUAIACOL [MI]
    • GUAIACOL [VANDF]
    • O-METHOXY CATECHOL
    • DSSTox_CID_3113
    • bmse000436
    • bmse010027
    • GUAIACOL [WHO-DD]
    • Guaiacol, puriss., 99%
    • WLN: QR BO1
    • DSSTox_RID_77552
    • 3-methoxy-4-hydroxy benzene
    • DSSTox_GSID_24853
    • SCHEMBL21626
    • ghl.PD_Mitscher_leg0.900
    • guaiacol (liquid) extra pure
    • Guaiacol, oxidation indicator
    • FEMA No 2532
    • MLS001055375
    • HY-N1380R
    • NSC3815
    • Guaiacol, natural, >=99%, FG
    • HMS2089D18
    • HMS2233P04
    • HMS3372N11
    • HMS3715E11
    • Pharmakon1600-01506165
    • BCP27082
    • CS-D1347
    • HY-N1380
    • STR03604
    • Tox21_111031
    • Tox21_201136
    • Tox21_202990
    • Tox21_400004
    • BDBM50240369
    • NSC760376

  • Applications

    Guaiacol (CAS 90-05-1) is a naturally occurring aromatic compound with a mild smoky odor that finds diverse applications: as an expectorant and antitussive in pharmaceuticals; as a key flavor intermediate for the semisynthetic production of vanillin to impart vanilla notes to foods; as a contributor to the smoky profile of beverages such as whisky and roasted coffee; in cosmetics and perfumery for warm woody accords; as a chemical intermediate in the manufacture of epoxy resins, antioxidants, dyes, and agrochemicals; as a peroxidase indicator in biochemical assays; as a mild antiseptic in dentistry; and as an essential component of liquid smoke preparations used for food preservation.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1466.35
    methanol 1757.1
    isopropanol 900.42
    water 18.86
    ethyl acetate 1044.7
    n-propanol 1118.44
    acetone 1531.59
    n-butanol 671.42
    acetonitrile 1794.02
    DMF 1211.65
    toluene 150.5
    isobutanol 601.99
    1,4-dioxane 3156.09
    methyl acetate 1210.37
    THF 2227.03
    2-butanone 933.51
    n-pentanol 495.86
    sec-butanol 631.57
    n-hexane 92.33
    ethylene glycol 545.28
    NMP 814.41
    cyclohexane 135.05
    DMSO 2721.09
    n-butyl acetate 508.61
    n-octanol 246.32
    chloroform 1397.92
    n-propyl acetate 768.92
    acetic acid 1432.02
    dichloromethane 1629.87
    cyclohexanone 943.23
    propylene glycol 374.21
    isopropyl acetate 446.2
    DMAc 493.39
    2-ethoxyethanol 1263.27
    isopentanol 425.26
    n-heptane 72.06
    ethyl formate 819.33
    1,2-dichloroethane 1231.98
    n-hexanol 355.12
    2-methoxyethanol 1586.36
    isobutyl acetate 356.64
    tetrachloromethane 315.66
    n-pentyl acetate 300.64
    transcutol 1530.27
    n-heptanol 199.5
    ethylbenzene 124.68
    MIBK 400.03
    2-propoxyethanol 789.18
    tert-butanol 1047.06
    MTBE 734.6
    2-butoxyethanol 415.91
    propionic acid 975.05
    o-xylene 119.59
    formic acid 756.61
    diethyl ether 1216.87
    m-xylene 128.19
    p-xylene 160.52
    chlorobenzene 316.89
    dimethyl carbonate 384.58
    n-octane 38.96
    formamide 1327.19
    cyclopentanone 1283.64
    2-pentanone 703.03
    anisole 457.53
    cyclopentyl methyl ether 746.96
    gamma-butyrolactone 1790.52
    1-methoxy-2-propanol 836.57
    pyridine 751.32
    3-pentanone 505.24
    furfural 1043.02
    n-dodecane 31.7
    diethylene glycol 751.95
    diisopropyl ether 264.98
    tert-amyl alcohol 625.98
    acetylacetone 717.23
    n-hexadecane 35.75
    acetophenone 334.46
    methyl propionate 700.45
    isopentyl acetate 356.6
    trichloroethylene 1548.75
    n-nonanol 203.99
    cyclohexanol 483.82
    benzyl alcohol 307.37
    2-ethylhexanol 211.94
    isooctanol 168.74
    dipropyl ether 372.03
    1,2-dichlorobenzene 292.49
    ethyl lactate 293.51
    propylene carbonate 755.54
    n-methylformamide 1181.57
    2-pentanol 422.84
    n-pentane 96.9
    1-propoxy-2-propanol 492.52
    1-methoxy-2-propyl acetate 407.29
    2-(2-methoxypropoxy) propanol 332.16
    mesitylene 103.71
    ε-caprolactone 854.78
    p-cymene 88.13
    epichlorohydrin 1999.34
    1,1,1-trichloroethane 882.6
    2-aminoethanol 728.34
    morpholine-4-carbaldehyde 1173.58
    sulfolane 1772.17
    2,2,4-trimethylpentane 49.66
    2-methyltetrahydrofuran 1441.65
    n-hexyl acetate 415.26
    isooctane 47.16
    2-(2-butoxyethoxy)ethanol 535.6
    sec-butyl acetate 364.78
    tert-butyl acetate 528.75
    decalin 57.85
    glycerin 518.6
    diglyme 1045.23
    acrylic acid 815.42
    isopropyl myristate 173.01
    n-butyric acid 862.02
    acetyl acetate 486.24
    di(2-ethylhexyl) phthalate 110.2
    ethyl propionate 535.72
    nitromethane 2732.59
    1,2-diethoxyethane 619.44
    benzonitrile 385.29
    trioctyl phosphate 117.32
    1-bromopropane 587.25
    gamma-valerolactone 1478.23
    n-decanol 156.76
    triethyl phosphate 176.56
    4-methyl-2-pentanol 218.01
    propionitrile 987.69
    vinylene carbonate 658.9
    1,1,2-trichlorotrifluoroethane 925.54
    DMS 350.93
    cumene 99.97
    2-octanol 164.51
    2-hexanone 574.9
    octyl acetate 217.49
    limonene 132.23
    1,2-dimethoxyethane 1565.17
    ethyl orthosilicate 168.49
    tributyl phosphate 144.44
    diacetone alcohol 510.39
    N,N-dimethylaniline 220.73
    acrylonitrile 1097.65
    aniline 297.52
    1,3-propanediol 969.67
    bromobenzene 291.85
    dibromomethane 1061.73
    1,1,2,2-tetrachloroethane 1050.88
    2-methyl-cyclohexyl acetate 238.73
    tetrabutyl urea 163.43
    diisobutyl methanol 150.36
    2-phenylethanol 261.42
    styrene 166.8
    dioctyl adipate 219.79
    dimethyl sulfate 532.02
    ethyl butyrate 388.48
    methyl lactate 331.64
    butyl lactate 209.12
    diethyl carbonate 273.82
    propanediol butyl ether 333.12
    triethyl orthoformate 251.14
    p-tert-butyltoluene 90.91
    methyl 4-tert-butylbenzoate 263.09
    morpholine 2458.66
    tert-butylamine 521.43
    n-dodecanol 126.57
    dimethoxymethane 1058.21
    ethylene carbonate 634.44
    cyrene 332.5
    2-ethoxyethyl acetate 425.6
    2-ethylhexyl acetate 271.12
    1,2,4-trichlorobenzene 337.29
    4-methylpyridine 522.64
    dibutyl ether 314.4
    2,6-dimethyl-4-heptanol 150.36
    DEF 619.18
    dimethyl isosorbide 557.82
    tetrachloroethylene 819.52
    eugenol 276.91
    triacetin 354.49
    span 80 268.48
    1,4-butanediol 450.23
    1,1-dichloroethane 1026.81
    2-methyl-1-pentanol 322.53
    methyl formate 1013.64
    2-methyl-1-butanol 415.0
    n-decane 51.69
    butyronitrile 750.77
    3,7-dimethyl-1-octanol 197.03
    1-chlorooctane 176.6
    1-chlorotetradecane 74.23
    n-nonane 54.52
    undecane 39.48
    tert-butylcyclohexane 60.76
    cyclooctane 51.66
    cyclopentanol 699.55
    tetrahydropyran 1771.61
    tert-amyl methyl ether 416.76
    2,5,8-trioxanonane 647.07
    1-hexene 239.9
    2-isopropoxyethanol 716.49
    2,2,2-trifluoroethanol 554.25
    methyl butyrate 687.96

    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
Amomum villosum (China) 1a Amomum villosum Lour. var. xanthioides, fam. Zingiberaceae 0.3%
Blackcurrant bud 1 68606-81-5 Ribes nigrum L., fam. Grossulariaceae 0.01%
Cassia, branch & leaf (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.01%
Cassia, bark (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.45%
Cassia, leaf (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.13%
Cistus (Spain) 1 8016-26-0 Cistus ladaniferus L. var. maculatus Dun, fam. Cistaceae 1.0%
Piper hancei (China) Piper hancei Maxim, fam. Piperaceae 1.59%
Santolina rosmarinifolia Santolina rosmarinifolia L.ssp.rosmarinifolia, fam.Asteraceae (Compositae) 0.5%
Santolina semidentata Santolina semidentata Hoffmanns. & Link, fam. Asteraceae (Compositae) 1.0%
Hedychium coronarium flower (Japan) Hedychium coronarium Koenig, fam. Zingiberaceae 0.45%
Geranium, Bourbon 6 8000-46-2 Pelargonium graveolens L'Herit. ex Aiton, fam. Geraniaceae 0.5%
Geranium (Egypt) 3 8000-46-2 Pelargonium graveolens L'Herit. ex Aiton, fam. Geraniaceae 0.15%
Mustard, flowers 8007-40-7 Brassica juncea (L.) Czern. et Coss., fam. Brassicaceae (Crucifereae) 0.01%
Mustard, leaves & stems 8007-40-7 Brassica juncea (L.) Czern. et Coss., fam. Brassicaceae (Crucifereae) 0.01%
Cinnamomum impressinervium Cinnamomum impressinervium Meissn., fam. Lauraceae 0.1%
Agarwood smoke 1 Aquilaria agallocha Roxb., fam. Thymelaeaceae 0.21%
Agarwood smoke 2 Aquilaria agallocha Roxb., fam. Thymelaeaceae 1.02%
Cassia, bark (China) 2 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.01%
Genet absolute 2 8023-80-1 Spartium junceum L., fam. Leguminosae (Papilionaceae) 0.05%
Lycaste aromatica flower headspace Lycaste aromatica Lindl., fam Orchidaceae 0.05%
Averrhoa bilimbi fruit (Malaysia) Averrhoa bilimbi L., fam. Oxalidaceae 0.1%
Boronia megastigma 91771-36-7 Boronia megastigma Nees., fam. Rutaceae 0.02%
Tamarind 3 fruit Tamarindus indica L., fam. Leguminosae 0.1%
Cyphomandra betacea fruit Cyphomandra betacea Sendtn., fam. Solanaceae (tree tomato, tamarillo) 0.01%
Colocasia esculenta (Taro) Colocasia esculenta (L.) Schott, fam. Araceae 0.2%
Mullilam leaf (India) Zanthoxylum rhetsa D.C. syn. Z. limonella (Dennst.) Alston, fam. Rutaceae 0.1%
Cypress (Croatia) 1 8013-86-3 Cupressus sempervirens L. (C. fastigiata DC), fam. Cupressaceae 0.69%
Cassia, bark (China) 4a 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.04%
Cassia, leaf (China) 4b 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.01%
Carob bean extract 1 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 3.3%
Carob bean powder 2a raw 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.02%
Carob bean powder 2b roasted 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.02%
Cassie absolute 1a extract 8023-82-3 Acacia farnesiana (L.) Willd., fam. Mimosaceae (Leguminosae) 0.5%
Cassie absolute 1b headspace 8023-82-3 Acacia farnesiana (L.) Willd., fam. Mimosaceae (Leguminosae) 0.5%
Geneps fruit (Cuba) Melicocca bijuga L., fam. Sapindaceae 0.01%
Myrtle berry (Croatia) 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.2%
Myrtle flower (Croatia) 8008-46-6 Myrtus communis L., fam. Myrtaceae 0.85%
Birch, Sweet (USA - Pennsylvania) Betula lenta L., fam. Betulaceae 0.1%