2-Methoxy-4-vinylphenol

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    7786-61-0

    Molecular formula
    C9H10O2

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

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1323.33
    • Carbowax: 2183.43

  • Odor profile

    Sweet 86.93%
    Spicy 81.3%
    Phenolic 71.28%
    Woody 64.42%
    Vanilla 59.24%
    Clove 58.44%
    Smoky 58.02%
    Medicinal 45.21%
    Powdery 42.03%
    Balsamic 41.62%

    Scent© AI

  • Properties

    XLogP3-AA
    2.4

    Molecular weight
    150.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    251°C

    Flash point est.
    102.52 ˚C

    Solubility expt.

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

  • Synonyms

    • 2-Methoxy-4-vinylphenol
    • 7786-61-0
    • 4-vinylguaiacol
    • p-Vinylguaiacol
    • 4-Hydroxy-3-methoxystyrene
    • 4-ETHENYL-2-METHOXYPHENOL
    • Phenol, 4-ethenyl-2-methoxy-
    • o-methoxy-p-vinylphenol
    • para-vinylguaiacol
    • Guaiacol, 4-vinyl-
    • p-Vinyl guaiacol
    • 4-vinyl-2-methoxyphenol
    • Phenol, 2-methoxy-4-vinyl-
    • 4-Hydroxy-3-methoxyvinylbenzene
    • FEMA No. 2675
    • 3-Methoxy-4-hydroxystyrene
    • Varamol 106
    • CCRIS 548
    • CHEBI:42438
    • 2-METHOXY-4-VINYL-PHENOL
    • Vinylcatechol-O-methyl ether, P-
    • UNII-DA069CTH0O
    • EINECS 232-101-2
    • 2M4VP
    • DA069CTH0O
    • Guaiacol, 4-vinyl
    • BRN 2044521
    • 4-hydroxy-3-methoxyphenylethene
    • DTXSID7052529
    • 2-(4-hydroxy-3-methoxyphenyl)ethene
    • 2-Methoxy-4-ethenylphenol
    • Phenol, 2-methoxy-4-ethenyl
    • Phenol, 4-vinyl, 2-methoxy
    • CHEMBL1232595
    • DTXCID8031102
    • (4-Hydroxy-3-methoxyphenyl)ethene
    • 3-06-00-04981 (Beilstein Handbook Reference)
    • 4-vinyl guaiacol
    • EUG
    • Vinyl guaiacol
    • p-Vinyl guaicol
    • 4-vinylguaiacole
    • 4-Ethenylguaiacol
    • MFCD00015437
    • 4-Vinyl-O-guaiacol
    • 2-Methoxy-vinylphenol
    • 31853-85-7
    • 2-Metoxy-4-vinyl-phenol
    • bmse010071
    • 4-ethenyl-2-methoxy-phenol
    • SCHEMBL54199
    • BCP27800
    • HY-W019940R
    • 2-Methoxy-4-vinylphenol (Standard)
    • Tox21_304024
    • BDBM50548720
    • AKOS015890494
    • DB03514
    • FM35629
    • FS-3782
    • HY-W019940
    • 2-methoxy-4-vinylphenol (vinylguaiacol)
    • 2-METHOXY-4-VINYLPHENOL [FHFI]
    • 2-Methoxy-4-vinylphenol, >=98%, FG
    • NCGC00357234-01
    • Vinylguaiacol (4-vinyl-2-methoxyphenol)
    • BP-11167
    • PD006849
    • CAS-7786-61-0
    • 2-Methoxy-4-vinylphenol (4-vinylguaiacol)
    • 4-Vinyl-2-methoxyphenol (4-vinylguaiacol)
    • DB-003488
    • 2-Methoxy-4-vinylphenol, analytical standard
    • 4-Vinyl-2-methoxyphenol ( p-vinylguaiacol)
    • CS-0031749
    • NS00005168
    • C17883
    • EN300-1832370
    • Q4596898
    • 2-METHOXY-4-VINYLPHENOL (STABILIZED WITH TBC)
    • 232-101-2
    • 4M4

  • Applications

    2-Methoxy-4-vinylphenol (4-vinylguaiacol) is a fragrant phenolic compound with a distinctive smoky clove-like note that is widely employed as a natural flavor in wheat beers, wines, coffee, cocoa, soft drinks and baked goods, added to tobacco, chewing gum, mouthwashes, perfumes and cosmetic products to impart warm spicy woody nuances; beyond flavor and fragrance it serves as an intermediate in pharmaceutical synthesis, a precursor for heat-resistant polyvinylphenol resins, a cross-linking agent in epoxy adhesives, an antioxidant in lubricating oils, an adhesion-improving additive for printing inks, a sensory marker in food aroma research, and is investigated as a lignin-derived biobuilding block for the development of sustainable polymer materials.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 408.09
    methanol 339.55
    isopropanol 247.91
    water 0.85
    ethyl acetate 327.1
    n-propanol 303.9
    acetone 436.18
    n-butanol 200.74
    acetonitrile 434.56
    DMF 473.16
    toluene 91.15
    isobutanol 167.13
    1,4-dioxane 667.49
    methyl acetate 431.57
    THF 781.79
    2-butanone 358.56
    n-pentanol 139.79
    sec-butanol 222.12
    n-hexane 12.66
    ethylene glycol 140.15
    NMP 226.73
    cyclohexane 36.92
    DMSO 792.25
    n-butyl acetate 191.66
    n-octanol 106.65
    chloroform 549.36
    n-propyl acetate 203.78
    acetic acid 303.35
    dichloromethane 814.35
    cyclohexanone 307.61
    propylene glycol 130.94
    isopropyl acetate 119.1
    DMAc 282.78
    2-ethoxyethanol 311.13
    isopentanol 127.39
    n-heptane 30.37
    ethyl formate 320.56
    1,2-dichloroethane 466.24
    n-hexanol 172.58
    2-methoxyethanol 462.19
    isobutyl acetate 95.15
    tetrachloromethane 87.17
    n-pentyl acetate 104.96
    transcutol 528.27
    n-heptanol 96.8
    ethylbenzene 68.64
    MIBK 107.62
    2-propoxyethanol 278.73
    tert-butanol 327.12
    MTBE 214.09
    2-butoxyethanol 168.38
    propionic acid 241.22
    o-xylene 73.05
    formic acid 103.07
    diethyl ether 250.42
    m-xylene 70.17
    p-xylene 88.12
    chlorobenzene 139.04
    dimethyl carbonate 117.27
    n-octane 16.34
    formamide 306.98
    cyclopentanone 427.88
    2-pentanone 202.4
    anisole 175.09
    cyclopentyl methyl ether 176.31
    gamma-butyrolactone 533.98
    1-methoxy-2-propanol 259.27
    pyridine 350.28
    3-pentanone 157.53
    furfural 375.18
    n-dodecane 14.97
    diethylene glycol 222.4
    diisopropyl ether 52.23
    tert-amyl alcohol 232.6
    acetylacetone 234.63
    n-hexadecane 16.75
    acetophenone 145.11
    methyl propionate 236.44
    isopentyl acetate 140.64
    trichloroethylene 663.82
    n-nonanol 94.76
    cyclohexanol 143.56
    benzyl alcohol 135.08
    2-ethylhexanol 107.17
    isooctanol 76.63
    dipropyl ether 144.78
    1,2-dichlorobenzene 127.3
    ethyl lactate 99.51
    propylene carbonate 248.66
    n-methylformamide 364.79
    2-pentanol 113.03
    n-pentane 16.02
    1-propoxy-2-propanol 185.72
    1-methoxy-2-propyl acetate 161.28
    2-(2-methoxypropoxy) propanol 152.56
    mesitylene 47.46
    ε-caprolactone 253.8
    p-cymene 58.37
    epichlorohydrin 649.18
    1,1,1-trichloroethane 331.69
    2-aminoethanol 196.05
    morpholine-4-carbaldehyde 345.33
    sulfolane 467.12
    2,2,4-trimethylpentane 13.13
    2-methyltetrahydrofuran 388.86
    n-hexyl acetate 150.65
    isooctane 11.78
    2-(2-butoxyethoxy)ethanol 224.89
    sec-butyl acetate 99.46
    tert-butyl acetate 135.25
    decalin 20.69
    glycerin 156.12
    diglyme 429.86
    acrylic acid 188.67
    isopropyl myristate 77.31
    n-butyric acid 238.98
    acetyl acetate 165.29
    di(2-ethylhexyl) phthalate 64.55
    ethyl propionate 147.26
    nitromethane 688.58
    1,2-diethoxyethane 209.22
    benzonitrile 163.48
    trioctyl phosphate 56.27
    1-bromopropane 205.42
    gamma-valerolactone 418.13
    n-decanol 76.89
    triethyl phosphate 75.53
    4-methyl-2-pentanol 59.61
    propionitrile 301.78
    vinylene carbonate 253.7
    1,1,2-trichlorotrifluoroethane 288.35
    DMS 124.33
    cumene 51.65
    2-octanol 71.12
    2-hexanone 169.1
    octyl acetate 95.26
    limonene 82.61
    1,2-dimethoxyethane 520.0
    ethyl orthosilicate 69.84
    tributyl phosphate 63.13
    diacetone alcohol 175.99
    N,N-dimethylaniline 101.6
    acrylonitrile 372.71
    aniline 127.36
    1,3-propanediol 242.01
    bromobenzene 143.95
    dibromomethane 483.91
    1,1,2,2-tetrachloroethane 408.33
    2-methyl-cyclohexyl acetate 107.71
    tetrabutyl urea 82.75
    diisobutyl methanol 70.34
    2-phenylethanol 133.24
    styrene 86.2
    dioctyl adipate 102.27
    dimethyl sulfate 154.59
    ethyl butyrate 165.8
    methyl lactate 110.16
    butyl lactate 86.11
    diethyl carbonate 124.61
    propanediol butyl ether 140.98
    triethyl orthoformate 105.24
    p-tert-butyltoluene 55.12
    methyl 4-tert-butylbenzoate 126.03
    morpholine 615.8
    tert-butylamine 169.35
    n-dodecanol 62.39
    dimethoxymethane 346.56
    ethylene carbonate 208.15
    cyrene 140.45
    2-ethoxyethyl acetate 152.23
    2-ethylhexyl acetate 106.08
    1,2,4-trichlorobenzene 144.15
    4-methylpyridine 228.07
    dibutyl ether 118.95
    2,6-dimethyl-4-heptanol 70.34
    DEF 205.82
    dimethyl isosorbide 226.66
    tetrachloroethylene 273.71
    eugenol 127.98
    triacetin 146.92
    span 80 123.69
    1,4-butanediol 105.84
    1,1-dichloroethane 375.61
    2-methyl-1-pentanol 108.69
    methyl formate 339.66
    2-methyl-1-butanol 126.86
    n-decane 23.37
    butyronitrile 237.08
    3,7-dimethyl-1-octanol 90.39
    1-chlorooctane 74.94
    1-chlorotetradecane 35.4
    n-nonane 22.32
    undecane 18.22
    tert-butylcyclohexane 19.48
    cyclooctane 14.21
    cyclopentanol 194.55
    tetrahydropyran 418.63
    tert-amyl methyl ether 134.26
    2,5,8-trioxanonane 286.96
    1-hexene 53.44
    2-isopropoxyethanol 199.31
    2,2,2-trifluoroethanol 110.45
    methyl butyrate 211.14

    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
Lovage root (France) 8016-31-7 Levisticum officinale Koch, fam. Apiaceae (Umbelliferae) 0.18%
Daphne genkwa Daphne genkwa Sieb. et Zucc., fam. Thymelaeaceae 1.9%
Celery plant 8015-90-5 Apium graveolens L. var. dulce, fam. Apiaceae (Umbelliferae) 0.01%
Agarwood smoke 1 Aquilaria agallocha Roxb., fam. Thymelaeaceae 0.2%
Agarwood smoke 2 Aquilaria agallocha Roxb., fam. Thymelaeaceae 0.46%
Genet absolute 2 8023-80-1 Spartium junceum L., fam. Leguminosae (Papilionaceae) 0.05%
Jasmine polyanthum flower headspace Jasminum polyanthum L., fam. Oleaceae 0.01%
Torreya taxifolia Torreya taxifolia Arnott, fam. Taxaceae 0.49%
Hedyotis diffusa (Malaysia) Hedyotis diffusa Willd. (syn. Oldenlandia diffusa Roxb.), fam. Rubiaceae 18.6%
Averrhoa bilimbi fruit (Malaysia) Averrhoa bilimbi L., fam. Oxalidaceae 3.2%
Indian curry leaf tree (leaf) Murraya koenigii Spreng., fam. Rutaceae 0.1%
Tulip sylvestre Tulipa sylvestris L., fam. Liliaceae 0.41%
Tamarind 3 fruit Tamarindus indica L., fam. Leguminosae 0.1%
Colocasia esculenta (Taro) Colocasia esculenta (L.) Schott, fam. Araceae 6.0%
Mullilam leaf (India) Zanthoxylum rhetsa D.C. syn. Z. limonella (Dennst.) Alston, fam. Rutaceae 0.4%
Coriander fruit 5 8008-52-4 Coriandrum sativum L., fam. Apiaceae (Umbelliferae) 0.1%
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%
Thapsia garganica root Thapsia garganica L., fam. Apiaceae (Umbelliferae) 0.6%
Caraway herb (Mongolia) 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 1.3%
Pineapple pulp Ananas comosus (L.) Merr., fam. Bromeliaceae 0.1%
Anthoxanthum odoratum (Italy) 1a fresh leaf Anthoxanthum odoratum L., fam. Poaceae (Gramineae) 0.1%
Anthoxanthum odoratum (Italy) 1b hay Anthoxanthum odoratum L., fam. Poaceae (Gramineae) 1.9%
Cerastium candidissimum (Greece) Cerastium candidissimum Correns, fam. Caryophyllaceae 2.0%
Tobacco, Yaka 8037-19-2 Nicotiana tabacum L., fam. Solanaceae 0.4%
Cnidium officinale (Korea) Cnidium officinale Makino, fam. Apiaceae (Umbelliferae) 1.2%
Spinach, cooked Spinacia oleracea L., fam. Oleraceae 3.55%
Asafoetida (Pakistan) 2 9000-04-8 Ferula assafoetida L., fam. Apiaceae (Umbelliferae) 0.44%
Asafoetida (Iran) 1 9000-04-8 Ferula assafoetida L., fam. Apiaceae (Umbelliferae) 0.04%
Asafoetida headspace 9000-04-8 Ferula assafoetida L., fam. Apiaceae (Umbelliferae) 0.23%
Orange leaf, sweet (Malaysia) Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.5%