4-Hydroxy-3-(3-methyl-2-butenyl)acetophenone

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  • Identifiers

    CAS number
    26932-05-8

    Molecular formula
    C13H16O2

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

    Safety labels

  • Odor profile

    Fragrance
    Sweet 72.77%
    Floral 61.38%
    Spicy 59.7%
    Herbal 55.51%
    Woody 51.35%
    Phenolic 42.88%
    Balsamic 41.57%
    Fruity 38.91%
    Powdery 35.98%
    Clove 33.59%

     

    Flavor
    Sweet 58.47%
    Woody 49.39%
    Spicy 47.7%
    Floral 41.1%
    Phenolic 35.99%
    Clove 34.62%
    Herbal 33.21%
    Minty 32.02%
    Bitter 31.61%
    Powdery 29.6%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    10.65 (weak base)

    Molecular weight
    204.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    327°C

    Melting point expt.

    • 93 - 94 °C

    Flash point

    • 143.52 ˚C est.

  • Synonyms

    • 4-hydroxy-3-(3-methyl-2-butenyl)acetophenone
    • 1-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]ethanone
    • 4-H-3-(MB)AP
    • 1-(4-hydroxy-3-(3-methylbut-2-enyl)phenyl)ethanone
    • RefChem:912549
    • 26932-05-8
    • 3-PRENYL-4-HYDROXYACETOPHENONE
    • 1-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]ethan-1-one
    • 4'-Hydroxy-3'-prenylacetophenone
    • Ethanone, 1-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]-
    • 35816-89-8
    • Spectrum_000164
    • 4-Acetyl-2-prenylphenol
    • Spectrum2_000589
    • Spectrum3_000661
    • Spectrum4_001153
    • Spectrum4_001679
    • Spectrum5_000617
    • Compound NP-005012
    • BSPBio_002321
    • KBioGR_001725
    • KBioGR_002237
    • KBioSS_000644
    • MLS000863627
    • SPBio_000438
    • CHEMBL500601
    • MEGxp0_001374
    • SCHEMBL4120403
    • ACon1_000279
    • KBio2_000644
    • KBio2_003212
    • KBio2_005780
    • KBio3_001541
    • DTXSID20957209
    • CHEBI:228382
    • HMS2269F15
    • BBA93205
    • CCG-38512
    • AKOS022647992
    • NCGC00178706-01
    • NCGC00178706-02
    • SMR000440758
    • 1-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]ethanone
    • BRD-K14262397-001-02-2
    • BRD-K14262397-001-03-0
    • 1-(4-Hydroxy-3-(3-methylbut-2-en-1-yl)phenyl)ethanone
    • 1-[4-Hydroxy-3-(3-methyl-2-butenyl)phenyl]ethanone, 9CI
    • 35816-89-8

  • Applications

    4-Hydroxy-3-(3-methyl-2-butenyl)acetophenone (CAS 26932-05-8) is commonly used as a fragrance-related compound, typically employed in perfumery as an odorant or as an intermediate in the synthesis of related aroma molecules. In cosmetics and personal-care formulations it can function as a fragrance ingredient; in household products it may serve as a scented additive. It may also be evaluated as an intermediate in industrial fragrance chemistry and associated formulations, with use governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 697.17
    methanol 528.24
    isopropanol 552.88
    water 0.63
    ethyl acetate 738.14
    n-propanol 473.95
    acetone 805.72
    n-butanol 373.09
    acetonitrile 570.44
    DMF 1073.24
    toluene 102.55
    isobutanol 298.36
    1,4-dioxane 987.06
    methyl acetate 754.17
    THF 999.57
    2-butanone 753.92
    n-pentanol 213.04
    sec-butanol 389.01
    n-hexane 8.6
    ethylene glycol 103.71
    NMP 408.1
    cyclohexane 10.01
    DMSO 521.59
    n-butyl acetate 260.21
    n-octanol 108.43
    chloroform 530.94
    n-propyl acetate 259.16
    acetic acid 307.03
    dichloromethane 452.5
    cyclohexanone 463.87
    propylene glycol 280.15
    isopropyl acetate 348.72
    DMAc 906.69
    2-ethoxyethanol 428.03
    isopentanol 308.93
    n-heptane 7.35
    ethyl formate 240.06
    1,2-dichloroethane 314.0
    n-hexanol 240.35
    2-methoxyethanol 811.85
    isobutyl acetate 168.63
    tetrachloromethane 42.34
    n-pentyl acetate 129.61
    transcutol 1176.43
    n-heptanol 113.17
    ethylbenzene 75.63
    MIBK 243.49
    2-propoxyethanol 460.04
    tert-butanol 740.93
    MTBE 527.4
    2-butoxyethanol 229.7
    propionic acid 307.05
    o-xylene 75.21
    formic acid 111.65
    diethyl ether 439.77
    m-xylene 90.27
    p-xylene 109.84
    chlorobenzene 142.45
    dimethyl carbonate 208.89
    n-octane 5.61
    formamide 320.11
    cyclopentanone 653.17
    2-pentanone 481.69
    anisole 261.64
    cyclopentyl methyl ether 297.31
    gamma-butyrolactone 612.02
    1-methoxy-2-propanol 635.41
    pyridine 394.64
    3-pentanone 327.79
    furfural 424.55
    n-dodecane 6.58
    diethylene glycol 345.8
    diisopropyl ether 98.93
    tert-amyl alcohol 485.68
    acetylacetone 511.45
    n-hexadecane 7.39
    acetophenone 200.68
    methyl propionate 503.87
    isopentyl acetate 247.36
    trichloroethylene 602.56
    n-nonanol 97.1
    cyclohexanol 207.76
    benzyl alcohol 185.8
    2-ethylhexanol 121.48
    isooctanol 95.45
    dipropyl ether 132.65
    1,2-dichlorobenzene 127.95
    ethyl lactate 118.29
    propylene carbonate 304.15
    n-methylformamide 404.71
    2-pentanol 262.8
    n-pentane 6.78
    1-propoxy-2-propanol 296.89
    1-methoxy-2-propyl acetate 308.35
    2-(2-methoxypropoxy) propanol 244.5
    mesitylene 53.54
    ε-caprolactone 371.42
    p-cymene 45.97
    epichlorohydrin 729.04
    1,1,1-trichloroethane 291.81
    2-aminoethanol 279.65
    morpholine-4-carbaldehyde 633.65
    sulfolane 450.17
    2,2,4-trimethylpentane 11.41
    2-methyltetrahydrofuran 587.77
    n-hexyl acetate 200.66
    isooctane 9.75
    2-(2-butoxyethoxy)ethanol 351.19
    sec-butyl acetate 191.36
    tert-butyl acetate 342.86
    decalin 13.38
    glycerin 282.96
    diglyme 582.52
    acrylic acid 206.03
    isopropyl myristate 86.17
    n-butyric acid 392.39
    acetyl acetate 297.91
    di(2-ethylhexyl) phthalate 80.5
    ethyl propionate 230.61
    nitromethane 694.39
    1,2-diethoxyethane 340.51
    benzonitrile 174.77
    trioctyl phosphate 58.91
    1-bromopropane 147.07
    gamma-valerolactone 741.41
    n-decanol 75.23
    triethyl phosphate 82.49
    4-methyl-2-pentanol 151.84
    propionitrile 350.01
    vinylene carbonate 261.81
    1,1,2-trichlorotrifluoroethane 381.89
    DMS 202.23
    cumene 57.92
    2-octanol 79.44
    2-hexanone 256.91
    octyl acetate 110.09
    limonene 68.48
    1,2-dimethoxyethane 629.92
    ethyl orthosilicate 84.08
    tributyl phosphate 75.63
    diacetone alcohol 425.35
    N,N-dimethylaniline 154.55
    acrylonitrile 369.82
    aniline 199.9
    1,3-propanediol 386.5
    bromobenzene 126.23
    dibromomethane 245.09
    1,1,2,2-tetrachloroethane 487.3
    2-methyl-cyclohexyl acetate 140.77
    tetrabutyl urea 92.44
    diisobutyl methanol 74.45
    2-phenylethanol 180.34
    styrene 90.27
    dioctyl adipate 122.99
    dimethyl sulfate 255.23
    ethyl butyrate 179.6
    methyl lactate 208.88
    butyl lactate 115.69
    diethyl carbonate 120.0
    propanediol butyl ether 231.72
    triethyl orthoformate 116.44
    p-tert-butyltoluene 50.08
    methyl 4-tert-butylbenzoate 174.16
    morpholine 1133.88
    tert-butylamine 339.59
    n-dodecanol 57.7
    dimethoxymethane 610.43
    ethylene carbonate 224.77
    cyrene 201.78
    2-ethoxyethyl acetate 236.38
    2-ethylhexyl acetate 176.67
    1,2,4-trichlorobenzene 167.22
    4-methylpyridine 409.39
    dibutyl ether 134.38
    2,6-dimethyl-4-heptanol 74.45
    DEF 422.57
    dimethyl isosorbide 349.07
    tetrachloroethylene 249.12
    eugenol 177.81
    triacetin 222.61
    span 80 186.79
    1,4-butanediol 125.95
    1,1-dichloroethane 367.72
    2-methyl-1-pentanol 198.45
    methyl formate 283.07
    2-methyl-1-butanol 275.22
    n-decane 10.64
    butyronitrile 322.63
    3,7-dimethyl-1-octanol 108.66
    1-chlorooctane 55.39
    1-chlorotetradecane 23.84
    n-nonane 9.18
    undecane 8.14
    tert-butylcyclohexane 17.01
    cyclooctane 4.0
    cyclopentanol 227.53
    tetrahydropyran 625.46
    tert-amyl methyl ether 283.91
    2,5,8-trioxanonane 406.84
    1-hexene 73.59
    2-isopropoxyethanol 295.63
    2,2,2-trifluoroethanol 113.58
    methyl butyrate 283.5

    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