(,E)-3,7-Dimethyl-2,6-octadienyl 2-butenoate

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  • Identifiers

    CAS number
    56172-46-4

    Molecular formula
    C14H22O2

    SMILES
    C/C=C/C(=O)OC/C=C(\C)/CCC=C(C)C

  • Odor profile

    Fragrance
    Fruity 82.81%
    Floral 72.14%
    Rose 71.16%
    Sweet 66.63%
    Green 57.98%
    Herbal 56.44%
    Citrus 50.38%
    Tropical 48.33%
    Fresh 47.23%
    Apple 45.75%

     

    Flavor
    Green 48.99%
    Sweet 45.86%
    Fruity 39.92%
    Rose 34.03%
    Herbal 29.87%
    Spicy 28.39%
    Waxy 27.0%
    Fatty 26.94%
    Bitter 26.67%
    Tropical 26.54%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    4.3

    pKa est.
    8.6 (weak base)

    Molecular weight
    222.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    272°C

    Flash point

    • 126.87 ˚C est.

  • Synonyms

    • Geranyl crotonate
    • 56172-46-4
    • (,E)-3,7-Dimethyl-2,6-octadienyl 2-butenoate
    • 2-Butenoic acid, 3,7-dimethyl-2,6-octadienyl ester, (?,E)-
    • Geraniol crotonate
    • Geranyl-2-butenoate
    • Crotonic acid, geraniol ester
    • EINECS 260-027-0
    • 2-Butenoic acid, (2E)-3,7-dimethyl-2,6-octadien-1-yl ester
    • AI3-04114
    • 3,7-Dimethyl-2-trans, 6-octadienyl crotonate
    • 2-Butenoic acid, 3,7-dimethyl-2,6-octadienyl ester
    • trans-3,7-Dimethyl-2,6-octadien-1-ol, 2-butenoate
    • SCHEMBL2125723
    • SCHEMBL2125727
    • DTXSID40866541
    • MQTAGIYIVBMTBT-XZUSAQEFSA-N
    • 2,6-OCTADIEN-1-OL, 3,7-DIMETHYL-, 2-BUTENOATE, (E)-
    • NSC97417
    • NSC-97417
    • NS00012496
    • NS00087715
    • (2E)-3,7-Dimethyl-2,6-octadien-1-yl (2E)-2-butenoate
    • 1033763-06-2
    • 260-027-0

  • Applications

    Applications for (,E)-3,7-Dimethyl-2,6-octadienyl 2-butenoate (CAS number: 56172-46-4) are concentrated in the fragrance and cosmetic sectors, where it serves as a fragrance ingredient and may act as a scent fixative in perfumery; it is commonly used in perfumes and in lotions, soaps, and shampoos to contribute and stabilize aroma. It is also employed in household products such as air fresheners and cleaners to impart or preserve fragrance profiles. Additionally, the compound may be evaluated for use as a flavor/aroma additive in food processing or as an intermediate in industrial fragrance synthesis. All uses are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 941.39
    methanol 683.85
    isopropanol 716.37
    water 0.08
    ethyl acetate 867.58
    n-propanol 646.33
    acetone 711.83
    n-butanol 708.9
    acetonitrile 460.61
    DMF 454.3
    toluene 421.79
    isobutanol 469.2
    1,4-dioxane 1391.33
    methyl acetate 503.71
    THF 1718.76
    2-butanone 728.77
    n-pentanol 500.9
    sec-butanol 764.86
    n-hexane 189.55
    ethylene glycol 30.13
    NMP 503.79
    cyclohexane 275.15
    DMSO 510.26
    n-butyl acetate 606.55
    n-octanol 219.51
    chloroform 1738.98
    n-propyl acetate 497.32
    acetic acid 374.06
    dichloromethane 1368.9
    cyclohexanone 980.36
    propylene glycol 136.25
    isopropyl acetate 504.7
    DMAc 573.66
    2-ethoxyethanol 494.62
    isopentanol 605.02
    n-heptane 71.69
    ethyl formate 274.42
    1,2-dichloroethane 847.96
    n-hexanol 583.52
    2-methoxyethanol 708.09
    isobutyl acetate 325.27
    tetrachloromethane 184.24
    n-pentyl acetate 317.88
    transcutol 2040.36
    n-heptanol 219.18
    ethylbenzene 256.78
    MIBK 397.97
    2-propoxyethanol 625.89
    tert-butanol 938.41
    MTBE 964.28
    2-butoxyethanol 344.9
    propionic acid 303.68
    o-xylene 239.53
    formic acid 67.08
    diethyl ether 1087.06
    m-xylene 284.16
    p-xylene 331.29
    chlorobenzene 432.67
    dimethyl carbonate 105.58
    n-octane 27.39
    formamide 120.73
    cyclopentanone 781.82
    2-pentanone 670.43
    anisole 428.69
    cyclopentyl methyl ether 797.07
    gamma-butyrolactone 659.2
    1-methoxy-2-propanol 582.38
    pyridine 865.94
    3-pentanone 436.94
    furfural 528.73
    n-dodecane 20.24
    diethylene glycol 256.38
    diisopropyl ether 285.21
    tert-amyl alcohol 863.18
    acetylacetone 504.78
    n-hexadecane 23.72
    acetophenone 346.74
    methyl propionate 401.99
    isopentyl acetate 544.61
    trichloroethylene 1505.63
    n-nonanol 207.74
    cyclohexanol 659.83
    benzyl alcohol 304.99
    2-ethylhexanol 346.11
    isooctanol 186.83
    dipropyl ether 424.34
    1,2-dichlorobenzene 370.82
    ethyl lactate 171.07
    propylene carbonate 426.7
    n-methylformamide 177.94
    2-pentanol 579.9
    n-pentane 119.19
    1-propoxy-2-propanol 521.36
    1-methoxy-2-propyl acetate 495.92
    2-(2-methoxypropoxy) propanol 416.1
    mesitylene 179.82
    ε-caprolactone 741.54
    p-cymene 144.71
    epichlorohydrin 1075.42
    1,1,1-trichloroethane 877.99
    2-aminoethanol 150.31
    morpholine-4-carbaldehyde 596.56
    sulfolane 669.19
    2,2,4-trimethylpentane 66.34
    2-methyltetrahydrofuran 1449.75
    n-hexyl acetate 478.17
    isooctane 49.96
    2-(2-butoxyethoxy)ethanol 553.65
    sec-butyl acetate 383.42
    tert-butyl acetate 532.88
    decalin 106.99
    glycerin 130.57
    diglyme 897.17
    acrylic acid 170.68
    isopropyl myristate 191.15
    n-butyric acid 644.1
    acetyl acetate 361.32
    di(2-ethylhexyl) phthalate 164.65
    ethyl propionate 411.6
    nitromethane 462.03
    1,2-diethoxyethane 735.79
    benzonitrile 362.07
    trioctyl phosphate 110.17
    1-bromopropane 728.64
    gamma-valerolactone 880.87
    n-decanol 149.53
    triethyl phosphate 174.39
    4-methyl-2-pentanol 288.84
    propionitrile 408.2
    vinylene carbonate 334.59
    1,1,2-trichlorotrifluoroethane 507.92
    DMS 282.18
    cumene 172.99
    2-octanol 164.59
    2-hexanone 535.19
    octyl acetate 234.17
    limonene 255.25
    1,2-dimethoxyethane 925.27
    ethyl orthosilicate 185.74
    tributyl phosphate 156.1
    diacetone alcohol 478.01
    N,N-dimethylaniline 275.98
    acrylonitrile 317.15
    aniline 427.26
    1,3-propanediol 313.12
    bromobenzene 486.55
    dibromomethane 1017.6
    1,1,2,2-tetrachloroethane 1374.26
    2-methyl-cyclohexyl acetate 355.52
    tetrabutyl urea 184.81
    diisobutyl methanol 186.68
    2-phenylethanol 335.52
    styrene 313.59
    dioctyl adipate 268.28
    dimethyl sulfate 146.8
    ethyl butyrate 432.15
    methyl lactate 146.04
    butyl lactate 224.02
    diethyl carbonate 259.73
    propanediol butyl ether 312.33
    triethyl orthoformate 291.56
    p-tert-butyltoluene 138.77
    methyl 4-tert-butylbenzoate 304.36
    morpholine 1779.45
    tert-butylamine 652.26
    n-dodecanol 110.25
    dimethoxymethane 458.46
    ethylene carbonate 307.14
    cyrene 288.27
    2-ethoxyethyl acetate 418.9
    2-ethylhexyl acetate 436.22
    1,2,4-trichlorobenzene 449.5
    4-methylpyridine 848.75
    dibutyl ether 397.17
    2,6-dimethyl-4-heptanol 186.68
    DEF 573.0
    dimethyl isosorbide 631.29
    tetrachloroethylene 737.26
    eugenol 279.37
    triacetin 389.94
    span 80 381.3
    1,4-butanediol 105.52
    1,1-dichloroethane 972.67
    2-methyl-1-pentanol 487.42
    methyl formate 115.96
    2-methyl-1-butanol 558.79
    n-decane 38.02
    butyronitrile 592.78
    3,7-dimethyl-1-octanol 258.8
    1-chlorooctane 179.94
    1-chlorotetradecane 66.94
    n-nonane 36.74
    undecane 26.5
    tert-butylcyclohexane 98.56
    cyclooctane 68.64
    cyclopentanol 466.91
    tetrahydropyran 1841.17
    tert-amyl methyl ether 636.05
    2,5,8-trioxanonane 603.95
    1-hexene 592.65
    2-isopropoxyethanol 382.02
    2,2,2-trifluoroethanol 69.12
    methyl butyrate 558.99

    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