Vanillyl ethyl ether

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  • Identifiers

    CAS number
    13184-86-6

    Molecular formula
    C10H14O3

    SMILES
    CCOCC1=CC(=C(C=C1)O)OC

  • Odor profile

    Vanilla 88.54%
    Sweet 85.94%
    Spicy 60.44%
    Phenolic 57.96%
    Balsamic 57.57%
    Creamy 57.11%
    Powdery 52.51%
    Smoky 49.19%
    Floral 48.85%
    Clove 40.89%

    Scent© AI

  • Properties

    XLogP3-AA
    0.9

    Molecular weight
    182.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point

    • 212.00 °C. @ 760.00 mm Hg

    Flash point est.
    118.18 ˚C

    Solubility expt.

    • insoluble in water; soluble in organic solvents, oils
    • miscible at room temperature (in ethanol)

  • Synonyms

    • 4-(Ethoxymethyl)-2-methoxyphenol
    • 13184-86-6
    • Vanillyl ethyl ether
    • Phenol, 4-(ethoxymethyl)-2-methoxy-
    • Ethyl vanillyl ether
    • Ethyl 4-hydroxy-3-methoxybenzyl ether
    • alpha-Ethoxy-2-methoxy-P-cresol
    • UNII-1423UFT5P6
    • 1423UFT5P6
    • 4-(ethoxymethyl)-2-methoxy-phenol
    • P-Cresol, alpha-ethoxy-2-methoxy-
    • EINECS 236-136-4
    • MFCD06409999
    • DTXSID3074783
    • FEMA NO. 3815
    • VANILLYL ETHYL ETHER [FHFI]
    • 4-(Ethoxymethyl)-2-methoxyphenol, 9CI
    • .ALPHA.-ETHOXY-2-METHOXY-P-CRESOL
    • 4-HYDROXY-3-METHOXYBENZYL ETHYL ETHER
    • P-CRESOL, .ALPHA.-ETHOXY-2-METHOXY-
    • SCHEMBL118289
    • DTXCID5034068
    • CHEBI:179570
    • AKOS006293103
    • AS-19910
    • SY055274
    • CS-0151428
    • E1028
    • NS00021600
    • D81914
    • Vanillyl ethyl ether, natural (US), >=98%, FG
    • Q27251558

  • Applications

    Vanillyl ethyl ether (CAS 13184-86-6) is a vanillin-derived compound that powerfully activates TRPV1 receptors to generate a long-lasting warming sensation, so it is widely incorporated into skin creams, massage gels, analgesic patches, muscle-care or slimming cosmetics to boost micro-circulation, relax muscles and support fat burning; it is also added to shampoos and hair serums to stimulate scalp blood flow, as well as to lipsticks and cold-season make-up for an instant heat effect; thanks to its gentle vanilla note it functions as a flavour and fragrance ingredient in foods, beverages and perfumes, enhancing depth and sweetness; moreover, Vanillyl ethyl ether serves as a valuable synthetic intermediate in pharmaceutical and aroma chemical research.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 459.57
    methanol 543.46
    isopropanol 311.96
    water 2.6
    ethyl acetate 549.52
    n-propanol 344.52
    acetone 773.86
    n-butanol 260.09
    acetonitrile 546.78
    DMF 824.53
    toluene 51.6
    isobutanol 202.52
    1,4-dioxane 643.91
    methyl acetate 523.96
    THF 701.84
    2-butanone 411.25
    n-pentanol 177.43
    sec-butanol 234.88
    n-hexane 9.63
    ethylene glycol 291.34
    NMP 416.31
    cyclohexane 21.19
    DMSO 1842.75
    n-butyl acetate 311.09
    n-octanol 73.7
    chloroform 774.47
    n-propyl acetate 310.16
    acetic acid 986.96
    dichloromethane 928.57
    cyclohexanone 441.06
    propylene glycol 277.31
    isopropyl acetate 250.36
    DMAc 498.2
    2-ethoxyethanol 617.75
    isopentanol 229.59
    n-heptane 9.38
    ethyl formate 327.45
    1,2-dichloroethane 757.79
    n-hexanol 157.25
    2-methoxyethanol 915.49
    isobutyl acetate 167.53
    tetrachloromethane 108.19
    n-pentyl acetate 121.7
    transcutol 1195.63
    n-heptanol 67.84
    ethylbenzene 48.79
    MIBK 198.7
    2-propoxyethanol 352.47
    tert-butanol 682.61
    MTBE 406.61
    2-butoxyethanol 182.89
    propionic acid 457.88
    o-xylene 60.63
    formic acid 483.83
    diethyl ether 355.8
    m-xylene 54.02
    p-xylene 62.65
    chlorobenzene 166.21
    dimethyl carbonate 228.63
    n-octane 5.6
    formamide 916.16
    cyclopentanone 602.3
    2-pentanone 309.92
    anisole 208.19
    cyclopentyl methyl ether 267.41
    gamma-butyrolactone 796.83
    1-methoxy-2-propanol 502.26
    pyridine 331.81
    3-pentanone 222.25
    furfural 640.19
    n-dodecane 5.98
    diethylene glycol 414.65
    diisopropyl ether 81.87
    tert-amyl alcohol 435.84
    acetylacetone 478.44
    n-hexadecane 6.77
    acetophenone 198.5
    methyl propionate 376.29
    isopentyl acetate 245.85
    trichloroethylene 1186.57
    n-nonanol 65.97
    cyclohexanol 208.64
    benzyl alcohol 168.23
    2-ethylhexanol 99.23
    isooctanol 61.69
    dipropyl ether 103.82
    1,2-dichlorobenzene 190.56
    ethyl lactate 163.28
    propylene carbonate 409.76
    n-methylformamide 535.4
    2-pentanol 164.82
    n-pentane 9.84
    1-propoxy-2-propanol 227.86
    1-methoxy-2-propyl acetate 277.82
    2-(2-methoxypropoxy) propanol 214.04
    mesitylene 46.01
    ε-caprolactone 402.2
    p-cymene 49.4
    epichlorohydrin 924.88
    1,1,1-trichloroethane 478.33
    2-aminoethanol 386.17
    morpholine-4-carbaldehyde 556.5
    sulfolane 949.91
    2,2,4-trimethylpentane 14.54
    2-methyltetrahydrofuran 423.13
    n-hexyl acetate 169.65
    isooctane 10.5
    2-(2-butoxyethoxy)ethanol 292.58
    sec-butyl acetate 178.82
    tert-butyl acetate 326.62
    decalin 16.97
    glycerin 435.14
    diglyme 597.09
    acrylic acid 476.16
    isopropyl myristate 68.73
    n-butyric acid 488.74
    acetyl acetate 366.81
    di(2-ethylhexyl) phthalate 70.65
    ethyl propionate 231.97
    nitromethane 1758.99
    1,2-diethoxyethane 295.56
    benzonitrile 188.08
    trioctyl phosphate 54.62
    1-bromopropane 229.36
    gamma-valerolactone 691.53
    n-decanol 50.29
    triethyl phosphate 110.18
    4-methyl-2-pentanol 100.49
    propionitrile 299.51
    vinylene carbonate 369.99
    1,1,2-trichlorotrifluoroethane 731.45
    DMS 220.71
    cumene 47.62
    2-octanol 48.6
    2-hexanone 216.6
    octyl acetate 85.2
    limonene 73.59
    1,2-dimethoxyethane 640.54
    ethyl orthosilicate 101.91
    tributyl phosphate 80.81
    diacetone alcohol 363.19
    N,N-dimethylaniline 128.17
    acrylonitrile 443.84
    aniline 170.59
    1,3-propanediol 485.12
    bromobenzene 161.42
    dibromomethane 529.96
    1,1,2,2-tetrachloroethane 850.35
    2-methyl-cyclohexyl acetate 147.94
    tetrabutyl urea 94.55
    diisobutyl methanol 66.43
    2-phenylethanol 146.59
    styrene 65.28
    dioctyl adipate 115.13
    dimethyl sulfate 391.4
    ethyl butyrate 192.9
    methyl lactate 233.68
    butyl lactate 117.29
    diethyl carbonate 164.23
    propanediol butyl ether 198.69
    triethyl orthoformate 136.23
    p-tert-butyltoluene 49.76
    methyl 4-tert-butylbenzoate 162.0
    morpholine 717.7
    tert-butylamine 288.32
    n-dodecanol 39.95
    dimethoxymethane 510.46
    ethylene carbonate 321.5
    cyrene 223.14
    2-ethoxyethyl acetate 220.67
    2-ethylhexyl acetate 179.34
    1,2,4-trichlorobenzene 235.93
    4-methylpyridine 236.15
    dibutyl ether 98.67
    2,6-dimethyl-4-heptanol 66.43
    DEF 336.18
    dimethyl isosorbide 326.2
    tetrachloroethylene 548.66
    eugenol 166.89
    triacetin 222.19
    span 80 152.5
    1,4-butanediol 199.02
    1,1-dichloroethane 501.07
    2-methyl-1-pentanol 164.78
    methyl formate 522.06
    2-methyl-1-butanol 200.69
    n-decane 9.27
    butyronitrile 249.47
    3,7-dimethyl-1-octanol 83.84
    1-chlorooctane 50.46
    1-chlorotetradecane 21.4
    n-nonane 8.67
    undecane 7.15
    tert-butylcyclohexane 17.37
    cyclooctane 7.84
    cyclopentanol 221.9
    tetrahydropyran 418.59
    tert-amyl methyl ether 245.95
    2,5,8-trioxanonane 390.69
    1-hexene 46.98
    2-isopropoxyethanol 340.12
    2,2,2-trifluoroethanol 415.02
    methyl butyrate 311.43

    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