2-Methyl-6-methylideneocta-1,7-dien-3-one

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  • Identifiers

    CAS number
    41702-60-7

    Molecular formula
    C10H14O

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

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1117.0

  • Odor profile

    Fruity 58.56%
    Green 47.91%
    Fresh 36.37%
    Herbal 34.88%
    Metallic 30.65%
    Sweet 30.06%
    Pungent 28.48%
    Spicy 27.09%
    Citrus 26.72%
    Mint 26.54%

    Scent© AI

  • Properties

    XLogP3-AA
    3.0

    Molecular weight
    150.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    203°C

    Flash point est.
    65.46 ˚C

  • Synonyms

    • 2-Methyl-6-methylene-1,7-octadien-3-one
    • 41702-60-7
    • 2-methyl-6-methylideneocta-1,7-dien-3-one
    • 1,7-Octadien-3-one, 2-methyl-6-methylene-
    • 2-methyl-6-methyleneocta-1,7-dien-3-one
    • 2-Methyl-6-methylidene-1,7-octadien-3-one
    • DTXSID90961914
    • starbld0030106
    • 2,6-Dimethyleneoct-7-en-3-one
    • YZWOKWMEQQCMRN-UHFFFAOYSA-N
    • DTXCID701389729
    • RBA70260
    • 2-Methyl-6-methylen-octa-1,7-dien-3-one
    • 2-Methyl-6-methylene-1,7-octadien-3-one #
    • EN300-6489236
    • 828-466-8

  • Applications

    2-Methyl-6-methylideneocta-1,7-dien-3-one (CAS 41702-60-7) is a versatile acyclic terpenoid enone used mainly as a synthetic intermediate and research substrate: its conjugated α,β-unsaturated ketone functions as an efficient Michael acceptor for aza/oxa/thio-Michael additions, selective 1,4 vs 1,2 reductions and hydrogenations, and as a dienophile in Diels–Alder cycloadditions; the terminal and exocyclic double bonds enable epoxidation, hydroboration–oxidation, olefin metathesis, thiol–ene, and radical functionalizations, offering rapid access to ionone/damascone-like motifs, cyclic terpenoid derivatives, and derivatizable fragrance precursors; in R&D it is commonly used to benchmark catalysts (transition-metal catalysis, organocatalysis, biocatalysis) for asymmetric nucleophilic additions, transfer hydrogenation, and cyclizations, serves as an analytical reference standard (GC/MS, LC) in terpenoid matrices, supports structure–activity studies of electrophilic enones in medicinal chemistry, and can be leveraged as a UV-curable materials monomer via thiol–ene click at the exocyclic double bond.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 288.96
    methanol 324.88
    isopropanol 193.94
    water 1.09
    ethyl acetate 257.14
    n-propanol 211.09
    acetone 91.93
    n-butanol 238.28
    acetonitrile 206.66
    DMF 121.04
    toluene 163.32
    isobutanol 141.43
    1,4-dioxane 475.13
    methyl acetate 220.88
    THF 349.04
    2-butanone 193.15
    n-pentanol 208.04
    sec-butanol 213.07
    n-hexane 45.96
    ethylene glycol 26.62
    NMP 131.21
    cyclohexane 49.29
    DMSO 87.21
    n-butyl acetate 231.39
    n-octanol 112.11
    chloroform 525.04
    n-propyl acetate 162.17
    acetic acid 168.54
    dichloromethane 408.32
    cyclohexanone 217.25
    propylene glycol 48.3
    isopropyl acetate 148.46
    DMAc 240.05
    2-ethoxyethanol 219.85
    isopentanol 218.16
    n-heptane 30.29
    ethyl formate 122.52
    1,2-dichloroethane 203.33
    n-hexanol 231.39
    2-methoxyethanol 249.81
    isobutyl acetate 114.66
    tetrachloromethane 93.85
    n-pentyl acetate 133.91
    transcutol 860.68
    n-heptanol 117.49
    ethylbenzene 137.83
    MIBK 118.63
    2-propoxyethanol 247.13
    tert-butanol 276.06
    MTBE 291.16
    2-butoxyethanol 171.52
    propionic acid 132.78
    o-xylene 120.07
    formic acid 62.79
    diethyl ether 281.6
    m-xylene 110.6
    p-xylene 162.71
    chlorobenzene 156.47
    dimethyl carbonate 43.24
    n-octane 12.94
    formamide 99.37
    cyclopentanone 149.31
    2-pentanone 143.02
    anisole 236.1
    cyclopentyl methyl ether 160.81
    gamma-butyrolactone 158.56
    1-methoxy-2-propanol 170.82
    pyridine 351.96
    3-pentanone 122.02
    furfural 225.76
    n-dodecane 9.89
    diethylene glycol 119.4
    diisopropyl ether 81.96
    tert-amyl alcohol 285.82
    acetylacetone 125.44
    n-hexadecane 10.89
    acetophenone 186.1
    methyl propionate 121.13
    isopentyl acetate 232.1
    trichloroethylene 393.75
    n-nonanol 107.72
    cyclohexanol 156.66
    benzyl alcohol 163.86
    2-ethylhexanol 166.09
    isooctanol 97.19
    dipropyl ether 155.03
    1,2-dichlorobenzene 148.04
    ethyl lactate 61.94
    propylene carbonate 130.81
    n-methylformamide 88.54
    2-pentanol 167.75
    n-pentane 35.34
    1-propoxy-2-propanol 196.48
    1-methoxy-2-propyl acetate 183.15
    2-(2-methoxypropoxy) propanol 208.12
    mesitylene 70.37
    ε-caprolactone 233.93
    p-cymene 78.99
    epichlorohydrin 251.44
    1,1,1-trichloroethane 243.59
    2-aminoethanol 82.36
    morpholine-4-carbaldehyde 262.54
    sulfolane 121.62
    2,2,4-trimethylpentane 28.61
    2-methyltetrahydrofuran 327.63
    n-hexyl acetate 192.22
    isooctane 19.6
    2-(2-butoxyethoxy)ethanol 265.92
    sec-butyl acetate 148.73
    tert-butyl acetate 168.77
    decalin 39.95
    glycerin 58.3
    diglyme 443.49
    acrylic acid 95.26
    isopropyl myristate 76.58
    n-butyric acid 218.84
    acetyl acetate 140.79
    di(2-ethylhexyl) phthalate 78.27
    ethyl propionate 141.22
    nitromethane 178.69
    1,2-diethoxyethane 327.58
    benzonitrile 202.79
    trioctyl phosphate 48.48
    1-bromopropane 175.45
    gamma-valerolactone 260.58
    n-decanol 74.63
    triethyl phosphate 83.09
    4-methyl-2-pentanol 113.74
    propionitrile 201.8
    vinylene carbonate 134.01
    1,1,2-trichlorotrifluoroethane 161.65
    DMS 109.62
    cumene 99.57
    2-octanol 78.41
    2-hexanone 171.4
    octyl acetate 94.16
    limonene 106.43
    1,2-dimethoxyethane 399.08
    ethyl orthosilicate 95.28
    tributyl phosphate 61.52
    diacetone alcohol 156.18
    N,N-dimethylaniline 166.2
    acrylonitrile 196.26
    aniline 161.01
    1,3-propanediol 138.68
    bromobenzene 157.94
    dibromomethane 280.66
    1,1,2,2-tetrachloroethane 319.81
    2-methyl-cyclohexyl acetate 157.4
    tetrabutyl urea 77.18
    diisobutyl methanol 93.76
    2-phenylethanol 174.17
    styrene 164.59
    dioctyl adipate 111.72
    dimethyl sulfate 51.24
    ethyl butyrate 189.04
    methyl lactate 50.9
    butyl lactate 88.24
    diethyl carbonate 125.4
    propanediol butyl ether 133.08
    triethyl orthoformate 140.72
    p-tert-butyltoluene 71.64
    methyl 4-tert-butylbenzoate 141.11
    morpholine 487.52
    tert-butylamine 211.96
    n-dodecanol 52.82
    dimethoxymethane 117.0
    ethylene carbonate 111.7
    cyrene 129.54
    2-ethoxyethyl acetate 186.21
    2-ethylhexyl acetate 189.05
    1,2,4-trichlorobenzene 180.37
    4-methylpyridine 326.49
    dibutyl ether 155.69
    2,6-dimethyl-4-heptanol 93.76
    DEF 177.19
    dimethyl isosorbide 282.88
    tetrachloroethylene 228.42
    eugenol 158.58
    triacetin 153.8
    span 80 159.61
    1,4-butanediol 57.98
    1,1-dichloroethane 225.36
    2-methyl-1-pentanol 220.78
    methyl formate 53.26
    2-methyl-1-butanol 203.6
    n-decane 18.03
    butyronitrile 231.53
    3,7-dimethyl-1-octanol 130.83
    1-chlorooctane 70.11
    1-chlorotetradecane 27.18
    n-nonane 16.45
    undecane 12.65
    tert-butylcyclohexane 43.46
    cyclooctane 17.81
    cyclopentanol 104.45
    tetrahydropyran 377.1
    tert-amyl methyl ether 222.66
    2,5,8-trioxanonane 311.5
    1-hexene 155.47
    2-isopropoxyethanol 163.98
    2,2,2-trifluoroethanol 47.94
    methyl butyrate 180.85

    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
Amomum villosum Amomum villosum Lour., fam. Zingiberaceae 0.01%
Baccharis genistelloides Baccharis genistelloides Pers. (Carqueja), fam. Asteraceae (Compositae) 0.09%
Annual wormwood (China) 1 84775-74-6 Artemisia annua L., fam. Asteraceae (Compositae) 0.36%
Osmanthus headspace (flowers) (China) 1 68917-05-5 Osmanthus fragrans (Thunb.) Lour., var. auranticus Makino, fam. Oleaceae 0.59%
Magnolia purpurella (China) 2 Magnolia purpurella Law et Zhou, fam. Magnoliaceae 1.03%
Artemisia abaensis (China) Artemisia abaensis Y.R. Ling et S.Y. Zhao, fam. Asteraceae (Compositae) 1.28%
Chloranthus spicatus flower head space Chloranthus spicatus (Thunb.) Makino, fam. Chloranthaceae 0.26%
Illicium simonsii fruit (China) Illicium simonsii Maxim., fam. Magnoliaceae (Illiciaceae) 0.24%
Zingiber zerumbet (Vietnam) 2a stem Zingiber zerumbet (L.) Sm., fam. Zingiberaceae 0.5%
Zingiber zerumbet (Vietnam) 2b leaf Zingiber zerumbet (L.) Sm., fam. Zingiberaceae 1.0%
Zingiber zerumbet (Vietnam) 2c flower Zingiber zerumbet (L.) Sm., fam. Zingiberaceae 1.8%
Jasmine (China) 2a (headspace) 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 5.74%
Gourd, ridge (Columbia) flower headspace 90063-68-6 Luffa acutangula, fam. Cucurbitaceae 0.05%
Schizogyne glaberrima (Spain/Canary Islands) Schizogyne glaberrima DC., fam. Asteraceae (Compositae) 0.1%