2-Methyl-6-methylene-2,7-octadien-4-ol

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  • Identifiers

    CAS number
    14434-41-4

    Molecular formula
    C10H16O

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

  • Odor profile

    Herbal 44.7%
    Green 36.32%
    Spicy 34.82%
    Fruity 31.24%
    Floral 30.63%
    Fresh 30.6%
    Citrus 30.36%
    Mint 30.03%
    Earthy 29.75%
    Woody 29.4%

    Scent© AI

  • Properties

    XLogP3-AA
    3.2

    Molecular weight
    152.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    218°C

    Flash point est.
    83.14 ˚C

  • Synonyms

    • 2-Methyl-6-methyleneocta-2,7-dien-4-ol
    • 14434-41-4
    • 2-Methyl-6-methylene-2,7-octadien-4-ol
    • 2-methyl-6-methylideneocta-2,7-dien-4-ol
    • (+/-)-Ipsdienol
    • 54809-53-9
    • 2,7-Octadien-4-ol, 2-methyl-6-methylene-, (S)-
    • ( inverted exclamation markA)-Ipsdienol
    • (S)-ipsdienol
    • (+-)-Ipsdienol
    • an ipsdienol
    • (-)-ipsdienol
    • EINECS 238-408-8
    • (+-)-2-Methyl-6-methylene-2,7-octadien-4-ol
    • SCHEMBL854900
    • 2,7-Octadien-4-ol, 2-methyl-6-methylene-, (+-)-
    • DTXSID90865781
    • KCA89497
    • HY-W613915
    • BS-48310
    • FI166780
    • DB-048852
    • CS-0697844
    • NS00054150
    • E75337
    • 2-Methyl-6-methylene-2,7-octadien-4-ol;2-Methyl-6-methyleneocta-2,7-dien-4-ol
    • 2-Methyl-6-methylene-2,7-octadien-4-ol (ACI); (+/-)-Ipsdienol; 2-Methyl-6-methylideneocta-2,7-dien-4-ol

  • Applications

    2-Methyl-6-methylene-2,7-octadien-4-ol (CAS 14434-41-4) is an unsaturated monoterpenoid alcohol used in fragrance and flavor applications to impart fresh terpenic, citrus, green, and herbaceous nuances; as an intermediate to make fragrant esters (e.g., acetates, carbonates) and ethers for fine fragrances, cosmetics, detergents, and household care; as a versatile building block in organic synthesis for epoxidation, allylic oxidation to aldehydes/ketones, hydroformylation, and cycloaddition to access terpenoid libraries; investigated as a semiochemical attractant/synergist in research for forestry and agricultural insect monitoring; employed as an analytical reference standard for terpenoid profiling in essential oils and for studying oxidative stability/autopolymerization in aroma matrices; and used as a substrate in biotransformation/enzymatic studies to obtain enantioselective derivatives with enhanced sensory value.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 798.23
    methanol 903.49
    isopropanol 543.68
    water 2.48
    ethyl acetate 211.25
    n-propanol 544.84
    acetone 258.47
    n-butanol 570.26
    acetonitrile 224.49
    DMF 341.75
    toluene 105.99
    isobutanol 344.93
    1,4-dioxane 631.31
    methyl acetate 190.87
    THF 830.09
    2-butanone 238.37
    n-pentanol 338.98
    sec-butanol 424.32
    n-hexane 173.67
    ethylene glycol 98.27
    NMP 292.97
    cyclohexane 200.29
    DMSO 252.54
    n-butyl acetate 256.92
    n-octanol 215.55
    chloroform 403.23
    n-propyl acetate 149.01
    acetic acid 345.76
    dichloromethane 214.61
    cyclohexanone 365.63
    propylene glycol 196.37
    isopropyl acetate 134.02
    DMAc 291.93
    2-ethoxyethanol 279.55
    isopentanol 362.27
    n-heptane 154.05
    ethyl formate 149.15
    1,2-dichloroethane 145.23
    n-hexanol 667.16
    2-methoxyethanol 507.75
    isobutyl acetate 115.9
    tetrachloromethane 84.71
    n-pentyl acetate 130.28
    transcutol 721.5
    n-heptanol 228.07
    ethylbenzene 68.92
    MIBK 142.08
    2-propoxyethanol 537.65
    tert-butanol 604.17
    MTBE 355.43
    2-butoxyethanol 264.98
    propionic acid 247.64
    o-xylene 80.86
    formic acid 126.62
    diethyl ether 399.15
    m-xylene 86.35
    p-xylene 92.42
    chlorobenzene 112.08
    dimethyl carbonate 53.63
    n-octane 36.5
    formamide 102.19
    cyclopentanone 304.52
    2-pentanone 215.08
    anisole 130.76
    cyclopentyl methyl ether 314.67
    gamma-butyrolactone 303.78
    1-methoxy-2-propanol 379.84
    pyridine 251.03
    3-pentanone 150.51
    furfural 246.57
    n-dodecane 25.15
    diethylene glycol 288.13
    diisopropyl ether 115.94
    tert-amyl alcohol 431.78
    acetylacetone 148.92
    n-hexadecane 27.05
    acetophenone 107.8
    methyl propionate 141.88
    isopentyl acetate 218.05
    trichloroethylene 257.59
    n-nonanol 186.71
    cyclohexanol 392.06
    benzyl alcohol 122.56
    2-ethylhexanol 297.64
    isooctanol 160.12
    dipropyl ether 322.83
    1,2-dichlorobenzene 98.86
    ethyl lactate 93.31
    propylene carbonate 207.87
    n-methylformamide 170.38
    2-pentanol 345.69
    n-pentane 163.05
    1-propoxy-2-propanol 393.67
    1-methoxy-2-propyl acetate 191.35
    2-(2-methoxypropoxy) propanol 216.49
    mesitylene 64.09
    ε-caprolactone 287.74
    p-cymene 75.09
    epichlorohydrin 286.76
    1,1,1-trichloroethane 177.88
    2-aminoethanol 246.22
    morpholine-4-carbaldehyde 336.03
    sulfolane 266.3
    2,2,4-trimethylpentane 57.6
    2-methyltetrahydrofuran 514.42
    n-hexyl acetate 218.01
    isooctane 44.25
    2-(2-butoxyethoxy)ethanol 310.42
    sec-butyl acetate 109.89
    tert-butyl acetate 155.18
    decalin 58.52
    glycerin 202.69
    diglyme 427.01
    acrylic acid 166.3
    isopropyl myristate 95.86
    n-butyric acid 383.34
    acetyl acetate 109.55
    di(2-ethylhexyl) phthalate 91.47
    ethyl propionate 117.24
    nitromethane 245.62
    1,2-diethoxyethane 258.34
    benzonitrile 138.09
    trioctyl phosphate 76.9
    1-bromopropane 176.26
    gamma-valerolactone 403.3
    n-decanol 138.37
    triethyl phosphate 85.99
    4-methyl-2-pentanol 176.87
    propionitrile 216.7
    vinylene carbonate 164.99
    1,1,2-trichlorotrifluoroethane 244.6
    DMS 103.43
    cumene 57.85
    2-octanol 140.97
    2-hexanone 181.68
    octyl acetate 125.41
    limonene 137.91
    1,2-dimethoxyethane 462.27
    ethyl orthosilicate 94.4
    tributyl phosphate 88.68
    diacetone alcohol 198.93
    N,N-dimethylaniline 103.48
    acrylonitrile 164.96
    aniline 151.82
    1,3-propanediol 353.9
    bromobenzene 94.38
    dibromomethane 191.0
    1,1,2,2-tetrachloroethane 254.4
    2-methyl-cyclohexyl acetate 149.35
    tetrabutyl urea 113.63
    diisobutyl methanol 144.37
    2-phenylethanol 178.61
    styrene 77.68
    dioctyl adipate 122.8
    dimethyl sulfate 67.33
    ethyl butyrate 169.55
    methyl lactate 101.75
    butyl lactate 129.9
    diethyl carbonate 108.03
    propanediol butyl ether 243.14
    triethyl orthoformate 142.23
    p-tert-butyltoluene 78.25
    methyl 4-tert-butylbenzoate 132.45
    morpholine 715.77
    tert-butylamine 424.58
    n-dodecanol 106.86
    dimethoxymethane 224.02
    ethylene carbonate 156.73
    cyrene 155.83
    2-ethoxyethyl acetate 139.38
    2-ethylhexyl acetate 179.11
    1,2,4-trichlorobenzene 113.69
    4-methylpyridine 231.97
    dibutyl ether 199.47
    2,6-dimethyl-4-heptanol 144.37
    DEF 206.58
    dimethyl isosorbide 286.87
    tetrachloroethylene 178.2
    eugenol 140.42
    triacetin 148.04
    span 80 247.18
    1,4-butanediol 131.68
    1,1-dichloroethane 189.11
    2-methyl-1-pentanol 250.92
    methyl formate 112.77
    2-methyl-1-butanol 345.81
    n-decane 45.64
    butyronitrile 295.99
    3,7-dimethyl-1-octanol 184.75
    1-chlorooctane 110.94
    1-chlorotetradecane 48.03
    n-nonane 46.88
    undecane 32.37
    tert-butylcyclohexane 58.81
    cyclooctane 62.9
    cyclopentanol 325.88
    tetrahydropyran 718.41
    tert-amyl methyl ether 246.32
    2,5,8-trioxanonane 297.09
    1-hexene 295.44
    2-isopropoxyethanol 196.77
    2,2,2-trifluoroethanol 82.65
    methyl butyrate 164.04

    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
Lippia dauensis (Kenya) Lippia dauensis (Chiov) Chiov, fam. Verbenaceae 9.4%