Vanillyl alcohol

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  • Identifiers

    CAS number
    498-00-0

    Molecular formula
    C8H10O3

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Vanilla 88.7%
    Sweet 86.34%
    Phenolic 64.16%
    Balsamic 63.95%
    Creamy 61.64%
    Powdery 52.83%
    Smoky 45.06%
    Spicy 44.97%
    Caramellic 40.23%
    Milky 38.02%

    Scent© AI

  • Properties

    XLogP3-AA
    0.0

    Molecular weight
    154.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 114 - 115 °C

    Boiling point

    • 312.00 to 313.00 °C. @ 760.00 mm Hg

    Flash point est.
    141.0 ˚C

    Solubility expt.

    • 2 mg/mL at 20 °C
    • soluble in hot water, organic solvents, oils
    • soluble (in ethanol)

  • Synonyms

    • Vanillyl alcohol
    • 498-00-0
    • 4-Hydroxy-3-methoxybenzyl alcohol
    • 4-(Hydroxymethyl)-2-methoxyphenol
    • Vanillic alcohol
    • Vanillin alcohol
    • 4-Hydroxy-3-methoxybenzenemethanol
    • Benzenemethanol, 4-hydroxy-3-methoxy-
    • FEMA No. 3737
    • 4-hydroxy-3-methoxybenzylalcohol
    • 4-Hydroxy-3-methoxyphenylmethanol
    • vanillol
    • 3-Methoxy-4-hydroxybenzyl alcohol
    • X7EA1JUA6M
    • NSC 3993
    • NSC-3993
    • 4-Hydroxy-3-methoxy-benzenemethanol
    • MFCD00004659
    • 4-Hydroxy-3-methoxyphenyl methanol
    • V0018
    • V 0018 (alcohol)
    • EINECS 207-852-4
    • 4-HYDROXY-3-METHOXY-BENZYL ALCOHOL
    • AI3-24186
    • VANILLYL ALCOHOL [FHFI]
    • CHEBI:18353
    • DTXSID20198074
    • V-0018
    • vanillylalcohol
    • 4-Hydroxy-3-methyoxybenzyl Alcohol
    • UNII-X7EA1JUA6M
    • 4-(hydroxymethyl)-2-methoxy-phenol
    • 4-HYDROXY-3-METHOXYBENZYLALCOHOL(VANILLICALCOHOL)
    • VANILLYL-ALCOHOL
    • bmse000444
    • bmse010010
    • Vanillyl alcohol (Standard)
    • Oprea1_448599
    • SCHEMBL62348
    • 4Hydroxy3methoxyphenylmethanol
    • 4Hydroxy3methoxybenzyl alcohol
    • 4Hydroxy3methoxybenzenemethanol
    • 4-hydroxymethyl-2-methoxyphenol
    • a,4-Dihydroxy-3-methoxytoluene
    • CHEMBL4297450
    • FEMA 3737
    • HY-N2067R
    • Benzenemethanol, 4hydroxy3methoxy
    • DTXCID50120565
    • NSC3993
    • Vanillyl alcohol, >=98%, FG
    • 4-hidroxy-3-methoxybenzyl alcohol
    • 4-Hydroxy-3-methyl benzyl alcohol
    • HY-N2067
    • BBL008880
    • s3859
    • STK801276
    • Vanillyl alcohol, analytical standard
    • 4-(Hydroxymethyl)-2-methoxyphenol #
    • AKOS000121367
    • CCG-266245
    • DB12087
    • DS-9418
    • FV02493
    • 4-Hydroxy-3-methoxybenzenemethanol, 9CI
    • 4-Hydroxy-3-methoxybenzyl alcohol, 98%
    • AC-11229
    • AC-34892
    • SY013849
    • DB-003487
    • CS-0018572
    • NS00018669
    • EN300-16637
    • C06317
    • D71248
    • V 0018
    • Q2510417
    • Z56347244
    • F0001-1299
    • 207-852-4
    • 4-Hydroxy-3-methoxy-benzenemethanol; 3-Methoxyl-4-hydroxybenzyl alcohol; 3-Methoxy-4-hydroxybenzenemethanol; Vanillic alcohol; p-(Hydroxymethyl)guaiacol

  • Applications

    Vanillyl alcohol (4-hydroxy-3-methoxybenzyl alcohol, CAS 498-00-0) is an aromatic compound obtained by reducing vanillin, and it finds diversified applications: as a flavouring agent it imparts a warm, sweet vanilla-like note to chocolate, instant coffee, dairy desserts, chewing gum and beverages; as a fragrance ingredient it lends softness, depth and oxidative stability to perfumes, soaps, shampoos, lotions and scented candles; in cosmetics it functions as a masking and antioxidant additive that protects oils and fragrances from rancidity; in organic synthesis it serves as a versatile building block for capsaicinoids, benzoxazine resins, anti-inflammatory or neuroprotective pharmaceuticals and various enzyme inhibitors; in materials science it is employed as a monomer or modifier for epoxy, polyurethane and polycarbonate resins to improve flexibility, UV absorption and thermal behaviour, and as an intermediate for colourants, dyes and bio-based polymers; moreover it acts as a radical scavenger in food packaging films and as an analytical standard in microbiological and lignin-valorisation studies.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 175.19
    methanol 252.26
    isopropanol 87.27
    water 13.52
    ethyl acetate 50.71
    n-propanol 103.11
    acetone 152.09
    n-butanol 56.2
    acetonitrile 85.96
    DMF 380.76
    toluene 8.21
    isobutanol 53.51
    1,4-dioxane 234.89
    methyl acetate 102.85
    THF 265.45
    2-butanone 78.73
    n-pentanol 45.35
    sec-butanol 59.66
    n-hexane 1.28
    ethylene glycol 287.73
    NMP 205.98
    cyclohexane 3.64
    DMSO 980.84
    n-butyl acetate 30.78
    n-octanol 43.66
    chloroform 68.89
    n-propyl acetate 44.58
    acetic acid 250.57
    dichloromethane 153.86
    cyclohexanone 89.66
    propylene glycol 156.58
    isopropyl acetate 27.66
    DMAc 226.91
    2-ethoxyethanol 190.57
    isopentanol 41.7
    n-heptane 5.74
    ethyl formate 89.71
    1,2-dichloroethane 93.58
    n-hexanol 44.97
    2-methoxyethanol 340.74
    isobutyl acetate 25.28
    tetrachloromethane 12.62
    n-pentyl acetate 31.42
    transcutol 214.89
    n-heptanol 43.0
    ethylbenzene 10.56
    MIBK 32.6
    2-propoxyethanol 117.65
    tert-butanol 138.05
    MTBE 51.0
    2-butoxyethanol 90.21
    propionic acid 111.73
    o-xylene 13.39
    formic acid 242.92
    diethyl ether 35.11
    m-xylene 12.35
    p-xylene 13.91
    chlorobenzene 22.92
    dimethyl carbonate 54.46
    n-octane 3.43
    formamide 435.57
    cyclopentanone 166.38
    2-pentanone 40.06
    anisole 50.69
    cyclopentyl methyl ether 53.73
    gamma-butyrolactone 254.54
    1-methoxy-2-propanol 159.05
    pyridine 72.29
    3-pentanone 31.94
    furfural 188.07
    n-dodecane 3.46
    diethylene glycol 181.99
    diisopropyl ether 11.43
    tert-amyl alcohol 84.46
    acetylacetone 79.42
    n-hexadecane 3.76
    acetophenone 53.49
    methyl propionate 62.02
    isopentyl acetate 29.94
    trichloroethylene 143.53
    n-nonanol 39.0
    cyclohexanol 43.39
    benzyl alcohol 55.01
    2-ethylhexanol 30.1
    isooctanol 35.02
    dipropyl ether 30.09
    1,2-dichlorobenzene 31.18
    ethyl lactate 53.16
    propylene carbonate 101.53
    n-methylformamide 269.25
    2-pentanol 30.69
    n-pentane 1.74
    1-propoxy-2-propanol 76.18
    1-methoxy-2-propyl acetate 53.56
    2-(2-methoxypropoxy) propanol 80.6
    mesitylene 10.78
    ε-caprolactone 84.75
    p-cymene 14.68
    epichlorohydrin 248.99
    1,1,1-trichloroethane 42.87
    2-aminoethanol 245.5
    morpholine-4-carbaldehyde 244.48
    sulfolane 352.24
    2,2,4-trimethylpentane 2.57
    2-methyltetrahydrofuran 101.56
    n-hexyl acetate 46.21
    isooctane 2.28
    2-(2-butoxyethoxy)ethanol 110.0
    sec-butyl acetate 23.41
    tert-butyl acetate 42.61
    decalin 3.29
    glycerin 265.52
    diglyme 210.91
    acrylic acid 131.37
    isopropyl myristate 23.04
    n-butyric acid 80.62
    acetyl acetate 43.42
    di(2-ethylhexyl) phthalate 29.44
    ethyl propionate 33.33
    nitromethane 437.47
    1,2-diethoxyethane 52.18
    benzonitrile 48.69
    trioctyl phosphate 26.4
    1-bromopropane 22.8
    gamma-valerolactone 224.05
    n-decanol 31.14
    triethyl phosphate 27.92
    4-methyl-2-pentanol 22.02
    propionitrile 54.22
    vinylene carbonate 95.05
    1,1,2-trichlorotrifluoroethane 197.01
    DMS 43.71
    cumene 11.23
    2-octanol 26.81
    2-hexanone 39.43
    octyl acetate 32.44
    limonene 20.38
    1,2-dimethoxyethane 211.4
    ethyl orthosilicate 24.61
    tributyl phosphate 23.21
    diacetone alcohol 83.75
    N,N-dimethylaniline 41.36
    acrylonitrile 100.78
    aniline 32.55
    1,3-propanediol 189.99
    bromobenzene 19.01
    dibromomethane 64.04
    1,1,2,2-tetrachloroethane 91.78
    2-methyl-cyclohexyl acetate 35.9
    tetrabutyl urea 35.61
    diisobutyl methanol 23.0
    2-phenylethanol 47.58
    styrene 11.86
    dioctyl adipate 41.02
    dimethyl sulfate 107.25
    ethyl butyrate 34.06
    methyl lactate 78.41
    butyl lactate 37.41
    diethyl carbonate 29.02
    propanediol butyl ether 80.64
    triethyl orthoformate 29.93
    p-tert-butyltoluene 14.89
    methyl 4-tert-butylbenzoate 68.69
    morpholine 222.94
    tert-butylamine 55.42
    n-dodecanol 24.73
    dimethoxymethane 176.0
    ethylene carbonate 72.65
    cyrene 103.95
    2-ethoxyethyl acetate 50.01
    2-ethylhexyl acetate 20.99
    1,2,4-trichlorobenzene 39.89
    4-methylpyridine 47.5
    dibutyl ether 26.67
    2,6-dimethyl-4-heptanol 23.0
    DEF 80.91
    dimethyl isosorbide 121.93
    tetrachloroethylene 63.21
    eugenol 72.31
    triacetin 63.62
    span 80 64.84
    1,4-butanediol 100.79
    1,1-dichloroethane 48.5
    2-methyl-1-pentanol 36.29
    methyl formate 239.8
    2-methyl-1-butanol 40.88
    n-decane 5.07
    butyronitrile 42.74
    3,7-dimethyl-1-octanol 33.29
    1-chlorooctane 19.49
    1-chlorotetradecane 9.16
    n-nonane 4.72
    undecane 4.09
    tert-butylcyclohexane 3.31
    cyclooctane 2.16
    cyclopentanol 78.13
    tetrahydropyran 81.34
    tert-amyl methyl ether 35.73
    2,5,8-trioxanonane 151.91
    1-hexene 5.46
    2-isopropoxyethanol 106.41
    2,2,2-trifluoroethanol 123.76
    methyl butyrate 51.69

    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