4-Methyl-2-phenylpent-2-enal

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  • Identifiers

    CAS number
    26643-91-4

    Molecular formula
    C12H14O

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Floral 77.25%
    Sweet 69.66%
    Green 55.54%
    Powdery 49.33%
    Honey 48.15%
    Cocoa 46.41%
    Balsamic 45.16%
    Fruity 40.79%
    Rose 39.63%
    Chocolate 39.54%

    Scent© AI

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    7.49 (neutral)

    Molecular weight
    174.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    270°C

    Flash point est.
    117.4 ˚C

    Solubility expt.

    • Soluble in oils; Insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • 26643-91-4
    • 4-methyl-2-phenylpent-2-enal
    • Benzeneacetaldehyde, alpha-(2-methylpropylidene)-
    • (alphaE)-alpha-(2-Methylpropylidene)benzeneacetaldehyde
    • 1474032-26-2
    • Benzeneacetaldehyde, .alpha.-(2-methylpropylidene)-
    • cocoa pentenal
    • (E)-4-Methyl-2-phenyl-2-pentenal (Stabilized with Alpha-tocopherol)
    • DTXSID80865311
    • (E)-4-Methyl-2-phenyl-2-pentenal (Stabilized with a-tocopherol)
    • NS00012982
    • NS00100380

  • Applications

    4-Methyl-2-phenyl-2-pentenal, a mixture of cis and trans isomers (CAS 26643-91-4), is a floral-green, citrus-tinged aromatic aldehyde widely used by perfumers to brighten and extend jasmine, muguet, hyacinth, apple and tropical fruit accords in eau de toilette, eau de parfum and body sprays; in home and fabric care it is dosed at 0.01–0.2 % in bar soaps, detergents, softeners, scented candles, air-freshening gels and surface cleaners to mask base notes, deliver freshness and improve substantivity on textiles; flavourists employ trace levels (ppm) to add orange-peel, ripe peach, berry and chewing-gum nuances to non-alcoholic beverages, confectionery and baked goods; chemically, this conjugated α,β-unsaturated aldehyde is a convenient building block for synthesising oximes, hydrazones, allylic alcohols or the corresponding acid, making it a useful intermediate for pharmaceutical and agrochemical molecules requiring a cinnamyl framework; because of its relatively high boiling point, fast diffusion and good compatibility with esters, alcohols and ketones, 4-Methyl-2-phenyl-2-pentenal meets the demand for “green” scent design, but formulators must respect IFRA limits, label it with the H317 skin-sensitiser warning and store it in tightly closed, light-protected containers to minimise oxidation.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 541.03
    methanol 459.69
    isopropanol 457.06
    water 0.57
    ethyl acetate 490.49
    n-propanol 498.81
    acetone 933.49
    n-butanol 497.21
    acetonitrile 605.63
    DMF 1961.92
    toluene 343.5
    isobutanol 383.56
    1,4-dioxane 734.85
    methyl acetate 516.71
    THF 1060.3
    2-butanone 756.61
    n-pentanol 266.12
    sec-butanol 342.62
    n-hexane 61.03
    ethylene glycol 124.7
    NMP 913.31
    cyclohexane 108.22
    DMSO 761.7
    n-butyl acetate 402.88
    n-octanol 152.74
    chloroform 1736.72
    n-propyl acetate 274.18
    acetic acid 306.94
    dichloromethane 1561.75
    cyclohexanone 1030.7
    propylene glycol 176.01
    isopropyl acetate 260.67
    DMAc 811.65
    2-ethoxyethanol 257.22
    isopentanol 353.45
    n-heptane 48.2
    ethyl formate 420.64
    1,2-dichloroethane 1152.91
    n-hexanol 416.21
    2-methoxyethanol 541.37
    isobutyl acetate 173.15
    tetrachloromethane 169.21
    n-pentyl acetate 170.95
    transcutol 621.31
    n-heptanol 150.91
    ethylbenzene 193.6
    MIBK 306.61
    2-propoxyethanol 462.68
    tert-butanol 383.27
    MTBE 320.97
    2-butoxyethanol 227.52
    propionic acid 346.02
    o-xylene 179.53
    formic acid 75.18
    diethyl ether 424.43
    m-xylene 222.06
    p-xylene 196.32
    chlorobenzene 496.48
    dimethyl carbonate 231.67
    n-octane 24.53
    formamide 163.91
    cyclopentanone 1128.73
    2-pentanone 597.79
    anisole 341.32
    cyclopentyl methyl ether 470.73
    gamma-butyrolactone 938.2
    1-methoxy-2-propanol 458.11
    pyridine 887.47
    3-pentanone 435.45
    furfural 780.98
    n-dodecane 19.7
    diethylene glycol 282.15
    diisopropyl ether 104.27
    tert-amyl alcohol 266.34
    acetylacetone 456.99
    n-hexadecane 22.48
    acetophenone 301.86
    methyl propionate 462.54
    isopentyl acetate 321.89
    trichloroethylene 1896.47
    n-nonanol 130.98
    cyclohexanol 400.3
    benzyl alcohol 259.09
    2-ethylhexanol 197.36
    isooctanol 120.46
    dipropyl ether 234.32
    1,2-dichlorobenzene 408.95
    ethyl lactate 155.01
    propylene carbonate 561.33
    n-methylformamide 609.6
    2-pentanol 284.72
    n-pentane 59.33
    1-propoxy-2-propanol 331.43
    1-methoxy-2-propyl acetate 302.46
    2-(2-methoxypropoxy) propanol 193.58
    mesitylene 127.68
    ε-caprolactone 652.31
    p-cymene 105.55
    epichlorohydrin 1143.0
    1,1,1-trichloroethane 799.95
    2-aminoethanol 233.94
    morpholine-4-carbaldehyde 689.7
    sulfolane 915.36
    2,2,4-trimethylpentane 25.85
    2-methyltetrahydrofuran 666.4
    n-hexyl acetate 266.98
    isooctane 24.69
    2-(2-butoxyethoxy)ethanol 262.75
    sec-butyl acetate 169.14
    tert-butyl acetate 241.94
    decalin 51.3
    glycerin 190.13
    diglyme 503.76
    acrylic acid 308.45
    isopropyl myristate 113.7
    n-butyric acid 503.94
    acetyl acetate 229.44
    di(2-ethylhexyl) phthalate 100.7
    ethyl propionate 248.55
    nitromethane 641.99
    1,2-diethoxyethane 264.24
    benzonitrile 420.45
    trioctyl phosphate 79.39
    1-bromopropane 643.14
    gamma-valerolactone 1004.99
    n-decanol 101.94
    triethyl phosphate 115.35
    4-methyl-2-pentanol 152.51
    propionitrile 581.21
    vinylene carbonate 511.65
    1,1,2-trichlorotrifluoroethane 561.21
    DMS 218.66
    cumene 123.07
    2-octanol 105.26
    2-hexanone 335.79
    octyl acetate 143.7
    limonene 150.07
    1,2-dimethoxyethane 549.26
    ethyl orthosilicate 105.8
    tributyl phosphate 89.58
    diacetone alcohol 303.81
    N,N-dimethylaniline 198.56
    acrylonitrile 710.19
    aniline 359.55
    1,3-propanediol 311.92
    bromobenzene 512.76
    dibromomethane 1061.05
    1,1,2,2-tetrachloroethane 1454.62
    2-methyl-cyclohexyl acetate 177.93
    tetrabutyl urea 131.33
    diisobutyl methanol 117.78
    2-phenylethanol 267.56
    styrene 251.89
    dioctyl adipate 157.43
    dimethyl sulfate 298.81
    ethyl butyrate 249.4
    methyl lactate 221.93
    butyl lactate 152.92
    diethyl carbonate 178.61
    propanediol butyl ether 207.63
    triethyl orthoformate 150.94
    p-tert-butyltoluene 98.83
    methyl 4-tert-butylbenzoate 207.95
    morpholine 907.31
    tert-butylamine 238.23
    n-dodecanol 80.97
    dimethoxymethane 658.88
    ethylene carbonate 426.42
    cyrene 197.81
    2-ethoxyethyl acetate 209.9
    2-ethylhexyl acetate 240.85
    1,2,4-trichlorobenzene 434.88
    4-methylpyridine 817.63
    dibutyl ether 172.96
    2,6-dimethyl-4-heptanol 117.78
    DEF 625.56
    dimethyl isosorbide 326.8
    tetrachloroethylene 769.43
    eugenol 205.81
    triacetin 198.39
    span 80 175.45
    1,4-butanediol 132.21
    1,1-dichloroethane 1076.12
    2-methyl-1-pentanol 216.51
    methyl formate 476.8
    2-methyl-1-butanol 329.11
    n-decane 31.69
    butyronitrile 602.34
    3,7-dimethyl-1-octanol 140.6
    1-chlorooctane 142.8
    1-chlorotetradecane 55.03
    n-nonane 32.36
    undecane 24.27
    tert-butylcyclohexane 44.88
    cyclooctane 36.25
    cyclopentanol 393.0
    tetrahydropyran 848.14
    tert-amyl methyl ether 218.78
    2,5,8-trioxanonane 321.59
    1-hexene 233.38
    2-isopropoxyethanol 191.85
    2,2,2-trifluoroethanol 116.4
    methyl butyrate 402.34

    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
Chicory root, roasted 1a 68650-43-1 Cichorium intybus L., fam. Asteraceae (Compositae) 0.03%
Chicory root, roasted 1b 68650-43-1 Cichorium intybus L., fam. Asteraceae (Compositae) 0.11%
Carob bean extract 1 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.04%