Zingerone

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    122-48-5

    Molecular formula
    C11H14O3

    SMILES
    CC(=O)CCC1=CC(=C(C=C1)O)OC

    Retention indicies (RI)

    • DB5: 1640.0

  • Odor profile

    Sweet 86.76%
    Vanilla 76.87%
    Spicy 67.91%
    Balsamic 63.34%
    Woody 62.2%
    Creamy 54.29%
    Powdery 52.72%
    Floral 51.0%
    Phenolic 46.17%
    Fruity 44.11%

    Scent© AI

  • Properties

    XLogP3-AA
    0.8

    Molecular weight
    194.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 40.5 °C
    • 41 °C

    Boiling point

    • 187-188 °C @ 14 mm Hg
    • 141.00 to 0.50 °C. @ 0.00 mm Hg

    Flash point est.
    134.13 ˚C

    Flash point expt.

    • APPROX 102 °C

    Solubility expt.

    • Sparingly sol in water, petroleum ether; sol in ether, dil alkalies
    • Very soluble in ethyl ether
    • SOLUBILITY 1:1 IN 50% ALCOHOL
    • slightly soluble in water
    • moderately soluble (in ethanol)

  • Synonyms

    • ZINGERONE
    • Vanillylacetone
    • 122-48-5
    • 4-(4-Hydroxy-3-methoxyphenyl)butan-2-one
    • Zingherone
    • Zingiberone
    • 4-(4-Hydroxy-3-methoxyphenyl)-2-butanone
    • Gingerone
    • Vanillyl acetone
    • 2-Butanone, 4-(4-hydroxy-3-methoxyphenyl)-
    • 4-Hydroxy-3-methoxybenzylacetone
    • [0]-Paradol
    • (4-Hydroxy-3-methoxyphenyl)ethyl methyl ketone
    • (0)-Paradol
    • 3-Methoxy-4-hydroxybenzylacetone
    • 4-(3-Methoxy-4-hydroxyphenyl)-2-butanone
    • FEMA No. 3124
    • (O)-Paradol
    • 3-Methoxy-4-hydroxy-benzylacetone
    • 2-(4-Hydroxy-3-methoxyphenyl)ethyl methyl ketone
    • NSC 15335
    • vanillylaceton
    • CCRIS 2036
    • UNII-4MMW850892
    • HSDB 1064
    • EINECS 204-548-3
    • [0]Paradol
    • BRN 2051099
    • DTXSID8047420
    • CHEBI:68657
    • AI3-31837
    • Vanillylacetone;Gingerone
    • ZINGERONE [FCC]
    • 4-(4-hydroxy-3-methoxy-phenyl)-butan-2-one
    • ZINGERONE [MI]
    • ZINGERONE [FHFI]
    • ZINGERONE [HSDB]
    • MFCD00048232
    • NSC-15335
    • 4MMW850892
    • CHEMBL25894
    • VANILLYLACETON [WHO-DD]
    • DTXCID6027420
    • FEMA 3124
    • 4-08-00-01866 (Beilstein Handbook Reference)
    • (0)Paradol
    • 4-(3-methoxy-4-hydroxyphenyl)butan-2-one
    • 4-(4-Hydroxy-3-methoxyphenyl)-2-butanone, 9CI, 8CI
    • 0 paradol
    • Zincbacitracin
    • Zingerone (Standard)
    • ZINGERONE [INCI]
    • 3Methoxy4hydroxybenzylacetone
    • 4Hydroxy3methoxybenzylacetone
    • SCHEMBL119051
    • Vanillylacetone, >=96%, FG
    • 4-(4-hydroxy-3-methoxyphenyl)-
    • HMS3651E22
    • 4(3Methoxy4hydroxyphenyl)2butanone
    • 4(4Hydroxy3methoxyphenyl)2butanone
    • NSC15335
    • Tox21_302493
    • BDBM50304073
    • HY-14621R
    • s2371
    • STL564783
    • 2Butanone, 4(4hydroxy3methoxyphenyl)
    • AKOS009462778
    • CCG-208511
    • DB15589
    • FV05929
    • Vanillylacetone, >=98%, natural, FG
    • Zingerone, analytical reference material
    • NCGC00256663-01
    • 1ST40217
    • AC-34331
    • AS-65368
    • CAS-122-48-5
    • HY-14621
    • SY017980
    • 4(4-Hydroxy-3-methoxyphenyl)-2-butanone
    • (4Hydroxy3methoxyphenyl)ethyl methyl ketone
    • DB-003808
    • 2(4Hydroxy3methoxyphenyl)ethyl methyl ketone
    • CS-0003480
    • H1314
    • NS00013332
    • SW219618-1
    • C17497
    • EN300-1721864
    • SR-05000013705
    • Q1064625
    • SR-05000013705-1
    • BRD-K33510429-001-02-3
    • BRD-K33510429-001-03-1
    • Z1255442373
    • 3-Methoxy-4-hydroxybenzylacetone;Zingerone;4-(3-methoxy-4-hydroxyphenyl)-2-butanone

  • Applications

    Vanillylacetone (CAS 122-48-5) is a flavor-fragrance compound found naturally in vanilla pods and sweet peppers, widely employed in the food industry to impart a smooth vanilla aroma and mild pungency to candies, baked goods, beverages, sauces and plant-based meats; in cosmetics and perfumery it acts as a warm, sweet fixative that prolongs woody, caramel and cocoa notes; in pharmaceuticals it is investigated for antioxidant, anti-inflammatory and topical analgesic effects and is incorporated into rub-creams to stimulate micro-circulation; it also serves as an analytical reference standard and as a versatile intermediate for the synthesis of vanilloid derivatives or next-generation analgesics; its good thermal stability and favorable safety profile make Vanillylacetone a popular choice across multiple application fields.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 548.45
    methanol 756.03
    isopropanol 463.32
    water 1.86
    ethyl acetate 451.44
    n-propanol 327.09
    acetone 551.99
    n-butanol 214.14
    acetonitrile 408.33
    DMF 505.38
    toluene 47.63
    isobutanol 182.79
    1,4-dioxane 818.21
    methyl acetate 478.04
    THF 700.93
    2-butanone 339.08
    n-pentanol 155.1
    sec-butanol 259.76
    n-hexane 2.08
    ethylene glycol 276.03
    NMP 156.85
    cyclohexane 4.0
    DMSO 899.26
    n-butyl acetate 119.93
    n-octanol 67.84
    chloroform 292.52
    n-propyl acetate 160.8
    acetic acid 448.49
    dichloromethane 307.83
    cyclohexanone 234.17
    propylene glycol 373.31
    isopropyl acetate 152.93
    DMAc 406.62
    2-ethoxyethanol 519.2
    isopentanol 159.93
    n-heptane 2.96
    ethyl formate 242.37
    1,2-dichloroethane 208.46
    n-hexanol 129.55
    2-methoxyethanol 891.03
    isobutyl acetate 86.94
    tetrachloromethane 23.33
    n-pentyl acetate 61.78
    transcutol 676.08
    n-heptanol 58.31
    ethylbenzene 36.75
    MIBK 114.23
    2-propoxyethanol 303.08
    tert-butanol 860.57
    MTBE 245.33
    2-butoxyethanol 140.33
    propionic acid 275.11
    o-xylene 42.12
    formic acid 268.84
    diethyl ether 170.76
    m-xylene 43.97
    p-xylene 47.58
    chlorobenzene 74.78
    dimethyl carbonate 109.08
    n-octane 3.13
    formamide 489.54
    cyclopentanone 300.11
    2-pentanone 207.57
    anisole 156.91
    cyclopentyl methyl ether 149.12
    gamma-butyrolactone 377.75
    1-methoxy-2-propanol 517.9
    pyridine 206.89
    3-pentanone 122.6
    furfural 332.39
    n-dodecane 4.58
    diethylene glycol 397.46
    diisopropyl ether 31.68
    tert-amyl alcohol 362.37
    acetylacetone 288.8
    n-hexadecane 4.96
    acetophenone 125.76
    methyl propionate 252.2
    isopentyl acetate 102.38
    trichloroethylene 357.61
    n-nonanol 59.52
    cyclohexanol 152.15
    benzyl alcohol 144.31
    2-ethylhexanol 62.18
    isooctanol 48.67
    dipropyl ether 50.56
    1,2-dichlorobenzene 72.97
    ethyl lactate 106.84
    propylene carbonate 194.56
    n-methylformamide 353.9
    2-pentanol 130.77
    n-pentane 1.5
    1-propoxy-2-propanol 175.47
    1-methoxy-2-propyl acetate 162.74
    2-(2-methoxypropoxy) propanol 150.52
    mesitylene 25.45
    ε-caprolactone 211.86
    p-cymene 25.26
    epichlorohydrin 471.15
    1,1,1-trichloroethane 156.67
    2-aminoethanol 390.83
    morpholine-4-carbaldehyde 385.06
    sulfolane 333.14
    2,2,4-trimethylpentane 4.26
    2-methyltetrahydrofuran 295.58
    n-hexyl acetate 103.32
    isooctane 3.76
    2-(2-butoxyethoxy)ethanol 211.03
    sec-butyl acetate 95.93
    tert-butyl acetate 167.2
    decalin 6.26
    glycerin 446.53
    diglyme 375.08
    acrylic acid 222.23
    isopropyl myristate 42.49
    n-butyric acid 295.39
    acetyl acetate 189.04
    di(2-ethylhexyl) phthalate 47.37
    ethyl propionate 131.34
    nitromethane 835.07
    1,2-diethoxyethane 166.16
    benzonitrile 122.18
    trioctyl phosphate 34.3
    1-bromopropane 69.93
    gamma-valerolactone 426.64
    n-decanol 47.17
    triethyl phosphate 52.51
    4-methyl-2-pentanol 69.87
    propionitrile 201.29
    vinylene carbonate 184.52
    1,1,2-trichlorotrifluoroethane 334.39
    DMS 113.44
    cumene 28.94
    2-octanol 43.36
    2-hexanone 133.7
    octyl acetate 55.76
    limonene 34.17
    1,2-dimethoxyethane 553.08
    ethyl orthosilicate 48.98
    tributyl phosphate 43.44
    diacetone alcohol 261.23
    N,N-dimethylaniline 84.41
    acrylonitrile 264.52
    aniline 123.48
    1,3-propanediol 519.35
    bromobenzene 62.55
    dibromomethane 152.0
    1,1,2,2-tetrachloroethane 271.01
    2-methyl-cyclohexyl acetate 71.98
    tetrabutyl urea 57.17
    diisobutyl methanol 41.84
    2-phenylethanol 113.57
    styrene 44.66
    dioctyl adipate 65.39
    dimethyl sulfate 165.82
    ethyl butyrate 89.55
    methyl lactate 160.69
    butyl lactate 70.22
    diethyl carbonate 71.91
    propanediol butyl ether 164.04
    triethyl orthoformate 61.75
    p-tert-butyltoluene 25.88
    methyl 4-tert-butylbenzoate 100.15
    morpholine 785.21
    tert-butylamine 230.25
    n-dodecanol 38.94
    dimethoxymethane 372.31
    ethylene carbonate 158.03
    cyrene 136.86
    2-ethoxyethyl acetate 120.35
    2-ethylhexyl acetate 69.31
    1,2,4-trichlorobenzene 93.52
    4-methylpyridine 182.62
    dibutyl ether 61.73
    2,6-dimethyl-4-heptanol 41.84
    DEF 182.18
    dimethyl isosorbide 201.9
    tetrachloroethylene 148.0
    eugenol 113.53
    triacetin 123.46
    span 80 108.47
    1,4-butanediol 196.08
    1,1-dichloroethane 201.27
    2-methyl-1-pentanol 117.73
    methyl formate 329.8
    2-methyl-1-butanol 134.12
    n-decane 6.58
    butyronitrile 177.59
    3,7-dimethyl-1-octanol 66.32
    1-chlorooctane 32.22
    1-chlorotetradecane 15.15
    n-nonane 5.71
    undecane 5.32
    tert-butylcyclohexane 7.16
    cyclooctane 1.83
    cyclopentanol 184.76
    tetrahydropyran 341.13
    tert-amyl methyl ether 132.94
    2,5,8-trioxanonane 272.83
    1-hexene 18.57
    2-isopropoxyethanol 278.98
    2,2,2-trifluoroethanol 171.85
    methyl butyrate 176.35

    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
Ginger (China) 4 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.01%
Agarwood smoke 2 Aquilaria agallocha Roxb., fam. Thymelaeaceae 1.88%
Genet absolute 2 8023-80-1 Spartium junceum L., fam. Leguminosae (Papilionaceae) 0.05%
Boronia megastigma 91771-36-7 Boronia megastigma Nees., fam. Rutaceae 0.05%
Ginger (Australia) 3 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.64%