3-Methyl-2-(3-methylbut-2-enyl)-furan

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    15186-51-3

    Molecular formula
    C10H14O

    SMILES
    CC1=C(OC=C1)CC=C(C)C

  • Odor profile

    Green 69.64%
    Herbal 52.54%
    Citrus 47.05%
    Mint 41.02%
    Lemon 40.76%
    Earthy 40.56%
    Spicy 36.85%
    Vegetable 36.19%
    Nutty 35.48%
    Fresh 32.66%

    Scent© AI

  • Properties

    XLogP3-AA
    3.3

    Molecular weight
    150.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    205°C

    Flash point est.
    63.0 ˚C

    Solubility expt.

    • Slightly soluble in water
    • Soluble (in ethanol)

  • Synonyms

    • rosefuran
    • 15186-51-3
    • 3-methyl-2-(3-methylbut-2-enyl)furan
    • Furan, 3-methyl-2-(3-methyl-2-butenyl)-
    • .alpha.-Naginatene
    • 3-Methyl-2-(3-methylbut-2-enyl)-furan
    • PNC9VDU98G
    • Furan, 3-methyl-2-(3-methyl-2-buten-1-yl)-
    • .GAMMA.-CLAUSENANE
    • 2-(3-methyl-2-butenyl)-3-methylfuran
    • DTXSID9065865
    • FEMA NO. 4174
    • 3-METHYL-2(3-METHYLBUT-2-EN-1-YL)FURAN
    • 2(3-METHYL-2-BUTENYL)-3-METHYLFURAN
    • 3-METHYL-2-(3-METHYL-2-BUTENYL)FURAN
    • 3-METHYL-2(3-METHYLBUT-2-EN-1-YL)FURAN [FHFI]
    • (methylbutenyl)-methylfuran,2-(3-methyl-2-butenyl)-3-methylfuran
    • alpha-Naginatene
    • UNII-PNC9VDU98G
    • GAMMA-CLAUSENANE
    • SCHEMBL3503787
    • DTXCID7034919
    • 2-(3'-methyl-2'-butenyl)-3-methylfuran
    • 3-Methyl-2-(3-methyl-but-2-enyl)-furan
    • NS00125803
    • Q7368190

  • Applications

    3-Methyl-2-(3-methylbut-2-enyl)-furan (CAS 15186-51-3) is a prenylated furan leveraged mainly in research and development: (i) as a potential flavor/fragrance component and a reference in aroma studies due to the volatility and typical alkylfuran sensory profile; (ii) as a calibration/benchmark compound in GC–MS for building retention-index libraries and aiding isomer identification, and as a model substrate to probe furan-ring reactivity (e.g., Diels–Alder, oxidation) in dynamic covalent chemistry; (iii) as a synthetic intermediate, with the prenyl side chain enabling structural diversification into functional derivatives for pharmaceutical and agrochemical discovery; (iv) as an authentic standard in phytochemistry and metabolomics since it represents a motif found in plant secondary metabolism, and it has been explored at a screening level for biological effects such as antimicrobial or antioxidant activity; and (v) in environmental and atmospheric science, as a model volatile for radical-initiated oxidation of furans, for assessing emissions from thermally processed foods and biomass, and in laboratory teaching to illustrate the selective reactivity of furyl–prenyl systems and isomerization equilibria.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 585.64
    methanol 508.65
    isopropanol 476.13
    water 3.18
    ethyl acetate 470.78
    n-propanol 508.15
    acetone 289.09
    n-butanol 510.81
    acetonitrile 407.77
    DMF 341.03
    toluene 556.27
    isobutanol 389.99
    1,4-dioxane 1105.71
    methyl acetate 414.3
    THF 740.37
    2-butanone 413.43
    n-pentanol 383.07
    sec-butanol 550.78
    n-hexane 106.21
    ethylene glycol 110.82
    NMP 220.32
    cyclohexane 198.2
    DMSO 243.54
    n-butyl acetate 326.28
    n-octanol 276.29
    chloroform 1584.89
    n-propyl acetate 208.25
    acetic acid 265.58
    dichloromethane 1053.44
    cyclohexanone 375.34
    propylene glycol 238.6
    isopropyl acetate 240.64
    DMAc 445.41
    2-ethoxyethanol 412.14
    isopentanol 407.99
    n-heptane 129.72
    ethyl formate 250.78
    1,2-dichloroethane 431.53
    n-hexanol 498.37
    2-methoxyethanol 602.51
    isobutyl acetate 143.77
    tetrachloromethane 287.05
    n-pentyl acetate 199.13
    transcutol 1101.73
    n-heptanol 247.7
    ethylbenzene 305.64
    MIBK 184.53
    2-propoxyethanol 543.67
    tert-butanol 558.18
    MTBE 495.63
    2-butoxyethanol 328.07
    propionic acid 272.75
    o-xylene 311.54
    formic acid 102.02
    diethyl ether 480.11
    m-xylene 295.83
    p-xylene 382.41
    chlorobenzene 403.47
    dimethyl carbonate 116.78
    n-octane 51.79
    formamide 176.15
    cyclopentanone 297.49
    2-pentanone 277.21
    anisole 474.91
    cyclopentyl methyl ether 338.23
    gamma-butyrolactone 314.57
    1-methoxy-2-propanol 480.79
    pyridine 843.18
    3-pentanone 245.44
    furfural 408.93
    n-dodecane 48.06
    diethylene glycol 316.51
    diisopropyl ether 137.22
    tert-amyl alcohol 544.79
    acetylacetone 249.89
    n-hexadecane 52.66
    acetophenone 298.29
    methyl propionate 291.33
    isopentyl acetate 278.12
    trichloroethylene 865.99
    n-nonanol 256.37
    cyclohexanol 400.48
    benzyl alcohol 370.82
    2-ethylhexanol 304.14
    isooctanol 185.97
    dipropyl ether 306.5
    1,2-dichlorobenzene 307.94
    ethyl lactate 113.93
    propylene carbonate 230.28
    n-methylformamide 200.69
    2-pentanol 378.37
    n-pentane 119.4
    1-propoxy-2-propanol 417.34
    1-methoxy-2-propyl acetate 306.36
    2-(2-methoxypropoxy) propanol 331.75
    mesitylene 161.31
    ε-caprolactone 384.81
    p-cymene 186.6
    epichlorohydrin 501.82
    1,1,1-trichloroethane 607.45
    2-aminoethanol 290.55
    morpholine-4-carbaldehyde 470.19
    sulfolane 226.15
    2,2,4-trimethylpentane 66.51
    2-methyltetrahydrofuran 635.26
    n-hexyl acetate 325.4
    isooctane 44.02
    2-(2-butoxyethoxy)ethanol 455.8
    sec-butyl acetate 168.65
    tert-butyl acetate 217.23
    decalin 96.99
    glycerin 228.42
    diglyme 702.46
    acrylic acid 198.06
    isopropyl myristate 149.15
    n-butyric acid 372.75
    acetyl acetate 243.49
    di(2-ethylhexyl) phthalate 144.23
    ethyl propionate 213.25
    nitromethane 325.09
    1,2-diethoxyethane 483.51
    benzonitrile 404.02
    trioctyl phosphate 86.28
    1-bromopropane 439.52
    gamma-valerolactone 497.23
    n-decanol 193.37
    triethyl phosphate 118.18
    4-methyl-2-pentanol 193.85
    propionitrile 406.39
    vinylene carbonate 253.86
    1,1,2-trichlorotrifluoroethane 389.19
    DMS 199.77
    cumene 199.28
    2-octanol 182.01
    2-hexanone 216.82
    octyl acetate 191.94
    limonene 232.19
    1,2-dimethoxyethane 653.76
    ethyl orthosilicate 131.74
    tributyl phosphate 104.57
    diacetone alcohol 257.89
    N,N-dimethylaniline 310.2
    acrylonitrile 374.05
    aniline 514.6
    1,3-propanediol 352.02
    bromobenzene 453.95
    dibromomethane 790.37
    1,1,2,2-tetrachloroethane 746.73
    2-methyl-cyclohexyl acetate 216.82
    tetrabutyl urea 136.78
    diisobutyl methanol 161.72
    2-phenylethanol 406.24
    styrene 354.61
    dioctyl adipate 193.89
    dimethyl sulfate 113.65
    ethyl butyrate 247.52
    methyl lactate 141.94
    butyl lactate 146.51
    diethyl carbonate 183.21
    propanediol butyl ether 291.5
    triethyl orthoformate 194.78
    p-tert-butyltoluene 187.2
    methyl 4-tert-butylbenzoate 246.25
    morpholine 1126.25
    tert-butylamine 441.66
    n-dodecanol 151.96
    dimethoxymethane 343.23
    ethylene carbonate 215.8
    cyrene 204.11
    2-ethoxyethyl acetate 278.05
    2-ethylhexyl acetate 244.0
    1,2,4-trichlorobenzene 384.92
    4-methylpyridine 746.25
    dibutyl ether 291.86
    2,6-dimethyl-4-heptanol 161.72
    DEF 292.13
    dimethyl isosorbide 392.92
    tetrachloroethylene 462.21
    eugenol 239.75
    triacetin 260.76
    span 80 307.42
    1,4-butanediol 165.41
    1,1-dichloroethane 593.73
    2-methyl-1-pentanol 344.33
    methyl formate 138.57
    2-methyl-1-butanol 419.41
    n-decane 73.6
    butyronitrile 455.18
    3,7-dimethyl-1-octanol 259.76
    1-chlorooctane 186.29
    1-chlorotetradecane 87.42
    n-nonane 68.74
    undecane 57.68
    tert-butylcyclohexane 88.2
    cyclooctane 75.79
    cyclopentanol 295.15
    tetrahydropyran 877.37
    tert-amyl methyl ether 358.1
    2,5,8-trioxanonane 520.18
    1-hexene 287.85
    2-isopropoxyethanol 300.27
    2,2,2-trifluoroethanol 95.26
    methyl butyrate 246.78

    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
Davana (India) 1 8016-03-3 Artemisia pallens Wall. ex DC., fam. Asteraceae (Compositae) 2.5%
Davana 2 8016-03-3 Artemisia pallens Wall. ex DC., fam. Asteraceae (Compositae) 2.0%