5-Methyl-4-hexen-3-one

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    13905-10-7

    Molecular formula
    C7H12O

    SMILES
    CCC(=O)C=C(C)C

  • Odor profile

    Ketonic 53.6%
    Green 53.42%
    Herbal 53.11%
    Fruity 51.08%
    Pungent 49.9%
    Mint 48.71%
    Sweet 48.45%
    Nutty 44.25%
    Vegetable 43.86%
    Earthy 43.68%

    Scent© AI

  • Properties

    XLogP3-AA
    1.9

    Molecular weight
    112.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    143°C

    Flash point est.
    33.32 ˚C

  • Synonyms

    • 5-Methyl-4-hexen-3-one
    • 5-methylhex-4-en-3-one
    • 13905-10-7
    • 4-Hexen-3-one, 5-methyl-
    • NSC82355
    • 5-methyl-4-hexene-3-one
    • 5-Methyl-hex-4-en-3-one
    • SCHEMBL566255
    • 5-Methyl-4-hexen-3-one #
    • DTXSID90292412
    • WNZISGSGRPIJFX-UHFFFAOYSA-N
    • NSC-82355
    • AKOS017730240

  • Applications

    5-Methyl-4-hexen-3-one (CAS 13905-10-7) is a compact α,β-unsaturated enone that functions as a prototypical Michael acceptor, and is therefore commonly used as a synthetic intermediate and model substrate in organic chemistry: it undergoes 1,4-additions (Michael/aza-Michael/thiol-Michael) to assemble complex carbonyl frameworks and probe stereoselectivity, serves as a dienophile in Diels–Alder reactions and as a relay in Robinson/aldol sequences, supporting process development for pharmaceutical and agrochemical targets; it is also employed as a standard/kinetic probe for asymmetric catalysis, photochemistry, and enone mechanism studies, as a model or reactive diluent in Michael-curable resin/colloid systems, and is occasionally evaluated in flavor–fragrance research because enone motifs are common among odorants.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 671.67
    methanol 869.0
    isopropanol 804.49
    water 9.68
    ethyl acetate 618.19
    n-propanol 773.73
    acetone 927.27
    n-butanol 854.82
    acetonitrile 797.12
    DMF 925.63
    toluene 477.69
    isobutanol 761.35
    1,4-dioxane 1075.71
    methyl acetate 623.84
    THF 1565.73
    2-butanone 740.08
    n-pentanol 565.95
    sec-butanol 922.15
    n-hexane 849.22
    ethylene glycol 224.5
    NMP 1351.53
    cyclohexane 664.25
    DMSO 622.32
    n-butyl acetate 644.02
    n-octanol 803.35
    chloroform 2280.78
    n-propyl acetate 406.65
    acetic acid 816.31
    dichloromethane 1408.73
    cyclohexanone 1270.69
    propylene glycol 373.7
    isopropyl acetate 466.45
    DMAc 813.13
    2-ethoxyethanol 422.86
    isopentanol 797.99
    n-heptane 439.46
    ethyl formate 400.72
    1,2-dichloroethane 759.97
    n-hexanol 1137.66
    2-methoxyethanol 736.43
    isobutyl acetate 333.6
    tetrachloromethane 576.56
    n-pentyl acetate 494.0
    transcutol 1239.39
    n-heptanol 575.0
    ethylbenzene 384.63
    MIBK 519.43
    2-propoxyethanol 868.89
    tert-butanol 1234.64
    MTBE 974.11
    2-butoxyethanol 545.1
    propionic acid 722.14
    o-xylene 411.53
    formic acid 214.52
    diethyl ether 781.19
    m-xylene 437.55
    p-xylene 515.09
    chlorobenzene 599.32
    dimethyl carbonate 231.02
    n-octane 184.35
    formamide 160.01
    cyclopentanone 1345.73
    2-pentanone 715.73
    anisole 482.37
    cyclopentyl methyl ether 1072.45
    gamma-butyrolactone 1270.42
    1-methoxy-2-propanol 729.86
    pyridine 692.71
    3-pentanone 571.16
    furfural 855.61
    n-dodecane 145.18
    diethylene glycol 529.63
    diisopropyl ether 409.4
    tert-amyl alcohol 1074.91
    acetylacetone 640.75
    n-hexadecane 159.28
    acetophenone 437.28
    methyl propionate 514.81
    isopentyl acetate 663.74
    trichloroethylene 1517.24
    n-nonanol 615.98
    cyclohexanol 1062.8
    benzyl alcohol 389.9
    2-ethylhexanol 756.15
    isooctanol 477.74
    dipropyl ether 637.36
    1,2-dichlorobenzene 590.01
    ethyl lactate 276.37
    propylene carbonate 799.27
    n-methylformamide 400.62
    2-pentanol 792.1
    n-pentane 513.25
    1-propoxy-2-propanol 756.49
    1-methoxy-2-propyl acetate 527.64
    2-(2-methoxypropoxy) propanol 515.34
    mesitylene 340.67
    ε-caprolactone 1031.45
    p-cymene 307.0
    epichlorohydrin 1006.51
    1,1,1-trichloroethane 1267.62
    2-aminoethanol 380.51
    morpholine-4-carbaldehyde 918.48
    sulfolane 1474.37
    2,2,4-trimethylpentane 251.63
    2-methyltetrahydrofuran 1398.27
    n-hexyl acetate 1006.24
    isooctane 205.41
    2-(2-butoxyethoxy)ethanol 651.36
    sec-butyl acetate 338.97
    tert-butyl acetate 600.35
    decalin 319.71
    glycerin 433.4
    diglyme 916.29
    acrylic acid 610.57
    isopropyl myristate 381.92
    n-butyric acid 939.99
    acetyl acetate 409.15
    di(2-ethylhexyl) phthalate 294.96
    ethyl propionate 408.41
    nitromethane 869.56
    1,2-diethoxyethane 534.55
    benzonitrile 573.25
    trioctyl phosphate 276.22
    1-bromopropane 830.94
    gamma-valerolactone 1208.91
    n-decanol 442.31
    triethyl phosphate 259.6
    4-methyl-2-pentanol 480.71
    propionitrile 675.21
    vinylene carbonate 659.07
    1,1,2-trichlorotrifluoroethane 809.81
    DMS 488.35
    cumene 319.1
    2-octanol 524.14
    2-hexanone 572.11
    octyl acetate 476.6
    limonene 525.07
    1,2-dimethoxyethane 817.69
    ethyl orthosilicate 274.12
    tributyl phosphate 311.69
    diacetone alcohol 651.33
    N,N-dimethylaniline 424.15
    acrylonitrile 651.44
    aniline 464.76
    1,3-propanediol 510.43
    bromobenzene 666.48
    dibromomethane 1155.56
    1,1,2,2-tetrachloroethane 1461.67
    2-methyl-cyclohexyl acetate 480.76
    tetrabutyl urea 388.32
    diisobutyl methanol 410.47
    2-phenylethanol 485.89
    styrene 406.85
    dioctyl adipate 429.03
    dimethyl sulfate 387.49
    ethyl butyrate 439.57
    methyl lactate 347.71
    butyl lactate 401.27
    diethyl carbonate 311.11
    propanediol butyl ether 614.9
    triethyl orthoformate 347.73
    p-tert-butyltoluene 317.0
    methyl 4-tert-butylbenzoate 520.47
    morpholine 1106.87
    tert-butylamine 972.58
    n-dodecanol 337.49
    dimethoxymethane 541.66
    ethylene carbonate 560.33
    cyrene 413.0
    2-ethoxyethyl acetate 433.97
    2-ethylhexyl acetate 534.5
    1,2,4-trichlorobenzene 674.28
    4-methylpyridine 826.82
    dibutyl ether 672.21
    2,6-dimethyl-4-heptanol 410.47
    DEF 734.23
    dimethyl isosorbide 717.06
    tetrachloroethylene 998.83
    eugenol 469.82
    triacetin 593.07
    span 80 584.96
    1,4-butanediol 254.57
    1,1-dichloroethane 1149.15
    2-methyl-1-pentanol 595.15
    methyl formate 368.24
    2-methyl-1-butanol 823.75
    n-decane 243.93
    butyronitrile 794.48
    3,7-dimethyl-1-octanol 659.77
    1-chlorooctane 613.41
    1-chlorotetradecane 236.62
    n-nonane 279.33
    undecane 183.03
    tert-butylcyclohexane 358.08
    cyclooctane 273.28
    cyclopentanol 1042.99
    tetrahydropyran 1297.17
    tert-amyl methyl ether 798.76
    2,5,8-trioxanonane 640.22
    1-hexene 1097.36
    2-isopropoxyethanol 390.7
    2,2,2-trifluoroethanol 267.07
    methyl butyrate 544.94

    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
Chervil (France) 8000-44-0 Anthriscus cerefolium (L.) Hoffm. (Cerefolium sativum Lam.), fam. Apiaceae 0.1%