(E)-1-(2,4,4-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one

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  • Identifiers

    CAS number
    39872-57-6

    Molecular formula
    C13H20O

    SMILES
    C/C=C/C(=O)C1CCC(C=C1C)(C)C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fruity 91.58%
    Floral 82.62%
    Rose 67.46%
    Woody 60.08%
    Sweet 55.81%
    Apple 54.92%
    Green 54.28%
    Berry 50.94%
    Tobacco 49.52%
    Plum 48.67%

     

    Flavor
    Sweet 34.24%
    Minty 30.92%
    Woody 30.34%
    Spicy 29.84%
    Mint 24.4%
    Spice 23.84%
    Phenolic 23.35%
    Floral 22.4%
    Honey 22.14%
    Tobacco 22.0%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    3.3

    pKa est.
    8.38 (weak base)

    Molecular weight
    192.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    243°C

    Flash point

    • 113.36 ˚C est.

  • Synonyms

    • 39872-57-6
    • (E)-1-(2,4,4-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one
    • (E)-1-(2,4,4-trimethylcyclohex-2-en-1-yl)but-2-en-1-one
    • 2-Buten-1-one, 1-(2,4,4-trimethyl-2-cyclohexen-1-yl)-, (2E)-
    • EINECS 251-632-0
    • EINECS 254-663-8
    • 1-Crotonyl-2,4,4-trimethylcyclohex-2-ene
    • 2-Buten-1-one, 1-(2,4,4-trimethyl-2-cyclohexen-1-yl)-, (E)-
    • SCHEMBL110139
    • trans-(2,4,4-Trimethyl-2-cyclohexenyl)-2-butenone
    • DTXSID2052075
    • 1-(2,4,4-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one
    • NELDPSDYTZADSA-AATRIKPKSA-N
    • NS00013182
    • (2E)-1-(2,4,4-Trimethylcyclohex-2-en-1-yl)but-2-en-1-one, analytical standard

  • Applications

    (E)-1-(2,4,4-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one (CAS 39872-57-6) is typically used as a fragrance ingredient in perfumery and cosmetics to impart or modulate scent; it is also viewed as an important synthetic intermediate in the industrial production of fragrance compounds; it may be evaluated for flavor/aroma applications in food and beverage formulations, and can appear in household products to provide scent as well.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 768.65
    methanol 657.8
    isopropanol 689.79
    water 0.34
    ethyl acetate 957.79
    n-propanol 628.99
    acetone 917.09
    n-butanol 711.84
    acetonitrile 802.34
    DMF 956.54
    toluene 782.99
    isobutanol 564.41
    1,4-dioxane 1564.82
    methyl acetate 716.57
    THF 2399.82
    2-butanone 850.09
    n-pentanol 395.02
    sec-butanol 576.69
    n-hexane 274.63
    ethylene glycol 50.56
    NMP 1051.21
    cyclohexane 507.66
    DMSO 428.15
    n-butyl acetate 1017.31
    n-octanol 367.48
    chloroform 2304.5
    n-propyl acetate 459.81
    acetic acid 433.62
    dichloromethane 1726.24
    cyclohexanone 1489.65
    propylene glycol 133.83
    isopropyl acetate 640.07
    DMAc 627.62
    2-ethoxyethanol 311.8
    isopentanol 661.5
    n-heptane 197.57
    ethyl formate 476.11
    1,2-dichloroethane 1083.27
    n-hexanol 957.77
    2-methoxyethanol 610.44
    isobutyl acetate 346.18
    tetrachloromethane 366.25
    n-pentyl acetate 447.61
    transcutol 1681.14
    n-heptanol 341.01
    ethylbenzene 364.62
    MIBK 562.79
    2-propoxyethanol 901.03
    tert-butanol 853.52
    MTBE 996.19
    2-butoxyethanol 400.35
    propionic acid 402.79
    o-xylene 412.63
    formic acid 94.46
    diethyl ether 1071.4
    m-xylene 573.45
    p-xylene 428.34
    chlorobenzene 850.0
    dimethyl carbonate 257.51
    n-octane 70.43
    formamide 138.59
    cyclopentanone 1446.84
    2-pentanone 833.05
    anisole 497.05
    cyclopentyl methyl ether 1215.0
    gamma-butyrolactone 1386.48
    1-methoxy-2-propanol 608.3
    pyridine 1013.94
    3-pentanone 612.1
    furfural 853.73
    n-dodecane 50.41
    diethylene glycol 396.72
    diisopropyl ether 400.84
    tert-amyl alcohol 616.8
    acetylacetone 697.9
    n-hexadecane 60.22
    acetophenone 412.6
    methyl propionate 632.71
    isopentyl acetate 871.78
    trichloroethylene 1975.9
    n-nonanol 302.67
    cyclohexanol 851.47
    benzyl alcohol 349.26
    2-ethylhexanol 519.8
    isooctanol 266.22
    dipropyl ether 615.75
    1,2-dichlorobenzene 667.23
    ethyl lactate 188.42
    propylene carbonate 811.79
    n-methylformamide 372.5
    2-pentanol 562.85
    n-pentane 252.64
    1-propoxy-2-propanol 700.09
    1-methoxy-2-propyl acetate 745.48
    2-(2-methoxypropoxy) propanol 418.89
    mesitylene 366.97
    ε-caprolactone 1121.77
    p-cymene 261.18
    epichlorohydrin 1517.06
    1,1,1-trichloroethane 1259.51
    2-aminoethanol 170.63
    morpholine-4-carbaldehyde 928.97
    sulfolane 1006.57
    2,2,4-trimethylpentane 108.23
    2-methyltetrahydrofuran 1753.52
    n-hexyl acetate 738.15
    isooctane 111.51
    2-(2-butoxyethoxy)ethanol 583.77
    sec-butyl acetate 372.39
    tert-butyl acetate 681.67
    decalin 167.68
    glycerin 148.64
    diglyme 893.77
    acrylic acid 288.68
    isopropyl myristate 274.87
    n-butyric acid 772.86
    acetyl acetate 491.64
    di(2-ethylhexyl) phthalate 227.07
    ethyl propionate 424.78
    nitromethane 648.9
    1,2-diethoxyethane 760.39
    benzonitrile 623.48
    trioctyl phosphate 172.76
    1-bromopropane 944.82
    gamma-valerolactone 1480.73
    n-decanol 220.51
    triethyl phosphate 202.33
    4-methyl-2-pentanol 366.27
    propionitrile 730.66
    vinylene carbonate 679.08
    1,1,2-trichlorotrifluoroethane 645.22
    DMS 454.88
    cumene 243.97
    2-octanol 253.79
    2-hexanone 508.88
    octyl acetate 345.04
    limonene 416.42
    1,2-dimethoxyethane 721.83
    ethyl orthosilicate 211.4
    tributyl phosphate 225.67
    diacetone alcohol 561.07
    N,N-dimethylaniline 336.61
    acrylonitrile 617.95
    aniline 619.57
    1,3-propanediol 315.16
    bromobenzene 970.03
    dibromomethane 1313.28
    1,1,2,2-tetrachloroethane 1521.17
    2-methyl-cyclohexyl acetate 428.35
    tetrabutyl urea 259.78
    diisobutyl methanol 282.23
    2-phenylethanol 526.29
    styrene 406.26
    dioctyl adipate 318.23
    dimethyl sulfate 298.19
    ethyl butyrate 528.33
    methyl lactate 223.49
    butyl lactate 307.63
    diethyl carbonate 327.94
    propanediol butyl ether 377.47
    triethyl orthoformate 348.36
    p-tert-butyltoluene 266.44
    methyl 4-tert-butylbenzoate 400.29
    morpholine 1687.67
    tert-butylamine 688.65
    n-dodecanol 165.01
    dimethoxymethane 753.37
    ethylene carbonate 611.57
    cyrene 316.6
    2-ethoxyethyl acetate 550.47
    2-ethylhexyl acetate 678.07
    1,2,4-trichlorobenzene 713.82
    4-methylpyridine 1199.85
    dibutyl ether 516.83
    2,6-dimethyl-4-heptanol 282.23
    DEF 790.14
    dimethyl isosorbide 753.43
    tetrachloroethylene 908.23
    eugenol 333.68
    triacetin 452.47
    span 80 419.96
    1,4-butanediol 106.67
    1,1-dichloroethane 1292.29
    2-methyl-1-pentanol 393.58
    methyl formate 324.99
    2-methyl-1-butanol 590.45
    n-decane 92.53
    butyronitrile 929.32
    3,7-dimethyl-1-octanol 382.75
    1-chlorooctane 329.05
    1-chlorotetradecane 127.61
    n-nonane 97.74
    undecane 66.67
    tert-butylcyclohexane 154.7
    cyclooctane 172.69
    cyclopentanol 732.94
    tetrahydropyran 1966.39
    tert-amyl methyl ether 629.24
    2,5,8-trioxanonane 572.96
    1-hexene 601.2
    2-isopropoxyethanol 282.6
    2,2,2-trifluoroethanol 139.3
    methyl butyrate 551.11

    Scent© AI

1 4

IFRA standard 51

Recommendation
Restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 0.0077 % Category 7A
Rinse-off products applied to the hair with some hand contact
 0.088 %
Category 2
Products applied to the axillae
 0.0023 % Category 7B
Leave-on products applied to the hair with some hand contact
 0.088 %
Category 3
Products applied to the face/body using fingertips
 0.046 % Category 8
Products with significant anogenital exposure
 0.0045 %
Category 4
Products related to fine fragrance
 0.043 % Category 9
Products with body and hand exposure, primarily rinse off
 0.084 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 0.011 % Category 10A
Household care products with mostly hand contact
 0.3 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 0.011 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 0.3 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 0.011 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 0.17 %
Category 5D
Baby Creams, baby Oils and baby talc
 0.011 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 0.17 %
Category 6
Products with oral and lip exposure
 0.025 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction