5,9-Undecadien-2-ol, 6,10-dimethyl-

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  • Identifiers

    CAS number
    53837-34-6

    Molecular formula
    C13H24O

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

  • Odor profile

    Floral 84.17%
    Waxy 56.9%
    Citrus 56.4%
    Rose 56.38%
    Sweet 50.22%
    Fresh 49.13%
    Green 46.41%
    Lemon 44.11%
    Muguet 43.82%
    Fruity 43.33%

    Scent© AI

  • Properties

    XLogP3-AA
    4.2

    pKa est.
    10.04 (weak base)

    Molecular weight
    196.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    256°C

    Flash point est.
    110.45 ˚C

  • Synonyms

    • 6,10-Dimethylundeca-5,9-dien-2-ol
    • 53837-34-6
    • 5,9-Undecadien-2-ol, 6,10-dimethyl-
    • EINECS 258-819-6
    • DTXSID50886073
    • 2,6-Dimethyl-2,6-undecadien-10-ol
    • 6,10-dimethyl-5,9-undecadien-2-ol
    • LYFDNQZGOHRKNK-UHFFFAOYSA-N
    • DTXCID501025416
    • DB-242693
    • NS00057802

  • Applications

    5,9-Undecadien-2-ol, 6,10-dimethyl- (CAS 53837-34-6) is a branched isoprenoid-type alkenyl alcohol used mainly as an intermediate in organic synthesis to assemble terpenoid scaffolds (e.g., oxidation to the related ketone geranylacetone or derivatization to fragrance-relevant esters, carbonates, and urethanes), as an ingredient or precursor in perfumery and flavor formulations to impart durable warm terpene facets, as a starting point for functional transformations such as epoxidation, hydroformylation, and selective reduction/oxidation to access useful diols, aldehydes, and acids, as a reference or internal standard for GC–MS method development on unsaturated terpenoid alcohols, and as a model substrate in asymmetric catalysis studies due to its chiral C-2 center; it is also explored in chemical ecology as a semiochemical for insect trapping, attraction, or repellence in integrated pest management, with E/Z isomer composition offering a handle to tune sensory and synthetic behavior.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2504.34
    methanol 1680.63
    isopropanol 1902.58
    water 0.47
    ethyl acetate 1298.33
    n-propanol 1629.3
    acetone 1098.3
    n-butanol 1889.44
    acetonitrile 656.3
    DMF 460.97
    toluene 488.33
    isobutanol 1063.9
    1,4-dioxane 2552.77
    methyl acetate 757.44
    THF 3270.52
    2-butanone 1022.09
    n-pentanol 1334.01
    sec-butanol 1496.83
    n-hexane 750.61
    ethylene glycol 126.38
    NMP 395.94
    cyclohexane 745.4
    DMSO 688.43
    n-butyl acetate 1245.69
    n-octanol 687.81
    chloroform 1564.32
    n-propyl acetate 795.26
    acetic acid 641.33
    dichloromethane 1071.98
    cyclohexanone 1057.43
    propylene glycol 398.61
    isopropyl acetate 862.05
    DMAc 560.87
    2-ethoxyethanol 1221.29
    isopentanol 1430.01
    n-heptane 621.2
    ethyl formate 444.71
    1,2-dichloroethane 702.46
    n-hexanol 1925.06
    2-methoxyethanol 1508.75
    isobutyl acetate 525.94
    tetrachloromethane 298.89
    n-pentyl acetate 601.28
    transcutol 3624.7
    n-heptanol 713.57
    ethylbenzene 278.57
    MIBK 646.07
    2-propoxyethanol 1753.68
    tert-butanol 2103.66
    MTBE 2084.4
    2-butoxyethanol 985.23
    propionic acid 510.63
    o-xylene 265.94
    formic acid 127.85
    diethyl ether 2584.37
    m-xylene 323.12
    p-xylene 332.74
    chlorobenzene 345.48
    dimethyl carbonate 121.02
    n-octane 146.7
    formamide 163.87
    cyclopentanone 852.11
    2-pentanone 1097.12
    anisole 503.32
    cyclopentyl methyl ether 1318.82
    gamma-butyrolactone 686.3
    1-methoxy-2-propanol 1275.01
    pyridine 920.91
    3-pentanone 635.67
    furfural 529.44
    n-dodecane 74.25
    diethylene glycol 683.62
    diisopropyl ether 716.42
    tert-amyl alcohol 1524.34
    acetylacetone 666.0
    n-hexadecane 83.21
    acetophenone 328.06
    methyl propionate 571.78
    isopentyl acetate 980.0
    trichloroethylene 938.22
    n-nonanol 596.0
    cyclohexanol 1157.75
    benzyl alcohol 358.96
    2-ethylhexanol 1068.19
    isooctanol 545.57
    dipropyl ether 1857.56
    1,2-dichlorobenzene 263.76
    ethyl lactate 255.39
    propylene carbonate 451.31
    n-methylformamide 262.29
    2-pentanol 1263.81
    n-pentane 608.73
    1-propoxy-2-propanol 1473.25
    1-methoxy-2-propyl acetate 896.52
    2-(2-methoxypropoxy) propanol 651.99
    mesitylene 216.52
    ε-caprolactone 949.77
    p-cymene 249.43
    epichlorohydrin 1041.19
    1,1,1-trichloroethane 769.7
    2-aminoethanol 477.42
    morpholine-4-carbaldehyde 833.05
    sulfolane 580.34
    2,2,4-trimethylpentane 179.71
    2-methyltetrahydrofuran 2324.26
    n-hexyl acetate 915.96
    isooctane 149.4
    2-(2-butoxyethoxy)ethanol 1155.02
    sec-butyl acetate 617.63
    tert-butyl acetate 842.73
    decalin 222.44
    glycerin 345.93
    diglyme 1826.61
    acrylic acid 266.97
    isopropyl myristate 314.98
    n-butyric acid 1167.53
    acetyl acetate 483.89
    di(2-ethylhexyl) phthalate 243.3
    ethyl propionate 586.4
    nitromethane 536.74
    1,2-diethoxyethane 1766.45
    benzonitrile 406.68
    trioctyl phosphate 194.14
    1-bromopropane 997.29
    gamma-valerolactone 1110.57
    n-decanol 404.44
    triethyl phosphate 262.38
    4-methyl-2-pentanol 670.53
    propionitrile 701.32
    vinylene carbonate 332.72
    1,1,2-trichlorotrifluoroethane 577.2
    DMS 319.27
    cumene 201.74
    2-octanol 441.59
    2-hexanone 861.23
    octyl acetate 381.33
    limonene 485.71
    1,2-dimethoxyethane 1941.71
    ethyl orthosilicate 324.64
    tributyl phosphate 247.89
    diacetone alcohol 783.35
    N,N-dimethylaniline 314.87
    acrylonitrile 421.18
    aniline 543.35
    1,3-propanediol 842.82
    bromobenzene 363.82
    dibromomethane 922.11
    1,1,2,2-tetrachloroethane 937.26
    2-methyl-cyclohexyl acetate 578.06
    tetrabutyl urea 287.22
    diisobutyl methanol 502.36
    2-phenylethanol 505.91
    styrene 317.98
    dioctyl adipate 387.99
    dimethyl sulfate 132.67
    ethyl butyrate 855.28
    methyl lactate 223.59
    butyl lactate 407.16
    diethyl carbonate 428.4
    propanediol butyl ether 716.9
    triethyl orthoformate 624.98
    p-tert-butyltoluene 261.66
    methyl 4-tert-butylbenzoate 368.9
    morpholine 3106.67
    tert-butylamine 1623.47
    n-dodecanol 295.05
    dimethoxymethane 744.62
    ethylene carbonate 371.74
    cyrene 361.96
    2-ethoxyethyl acetate 698.42
    2-ethylhexyl acetate 795.22
    1,2,4-trichlorobenzene 314.97
    4-methylpyridine 855.47
    dibutyl ether 1184.22
    2,6-dimethyl-4-heptanol 502.36
    DEF 797.99
    dimethyl isosorbide 838.88
    tetrachloroethylene 616.73
    eugenol 340.82
    triacetin 522.8
    span 80 690.55
    1,4-butanediol 299.33
    1,1-dichloroethane 906.82
    2-methyl-1-pentanol 939.77
    methyl formate 152.27
    2-methyl-1-butanol 1146.63
    n-decane 167.39
    butyronitrile 1053.06
    3,7-dimethyl-1-octanol 618.88
    1-chlorooctane 437.09
    1-chlorotetradecane 141.16
    n-nonane 183.44
    undecane 104.69
    tert-butylcyclohexane 218.61
    cyclooctane 259.25
    cyclopentanol 838.34
    tetrahydropyran 3255.57
    tert-amyl methyl ether 1254.69
    2,5,8-trioxanonane 1022.81
    1-hexene 1400.28
    2-isopropoxyethanol 870.58
    2,2,2-trifluoroethanol 102.05
    methyl butyrate 758.52

    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
Cascarilla 2 8007-06-5 Croton eluteria Bennett, fam. Euphorbiaceae 1.28%