2-Ethenyl-5-methylfuran

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    10504-13-9

    Molecular formula
    C7H8O

    SMILES
    CC1=CC=C(O1)C=C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 62.47%
    Spicy 59.97%
    Nutty 57.37%
    Almond 46.28%
    Pungent 44.79%
    Fruity 43.39%
    Green 39.57%
    Ethereal 38.08%
    Phenolic 37.25%
    Musty 36.08%

     

    Flavor
    Nutty 37.98%
    Sulfur 31.18%
    Woody 31.15%
    Roasted 30.86%
    Cocoa 28.56%
    Almond 27.91%
    Spice 27.8%
    Coffee 27.77%
    Oily 27.68%
    Roast 24.22%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    7.05 (neutral)

    Molecular weight
    108.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    121°C

    Flash point

    • 11.01 ˚C est.

  • Synonyms

    • 2-ethenyl-5-methylfuran
    • 10504-13-9
    • 2-vinyl-5-methylfuran
    • 2-Methyl-5-vinylfuran
    • Furan,2-ethenyl-5-methyl-
    • 2-ethenyl-5-methyl-furan
    • Furan, 2-methyl-5-vinyl-
    • 2-Methy-3-mercapto furan
    • SCHEMBL183148
    • DTXSID70146924
    • LTQOQNQWJBSGPF-UHFFFAOYSA-N
    • AKOS013991248
    • FE171593
    • CS-0223422
    • EN300-115232
    • G47552
    • 888-915-9

  • Applications

    2-Ethenyl-5-methylfuran (aka 5-methyl-2-vinylfuran) is an electron-rich heteroaromatic building block used both as a synthesis intermediate and a functional monomer: its vinyl handle enables free-radical polymerization, copolymerization and thiol–ene click reactions to make UV-curable resins, adhesives, inks and coatings; the furan ring engages in Diels–Alder chemistry (e.g., with maleimides/anhydrides) to build reversible networks for self-healing or reworkable materials; and the molecule lends itself to selective transformations such as hydroboration–oxidation, epoxidation, olefin metathesis, Heck coupling and hydroformylation for functionality installation or post-polymerization upgrading; in pharma/agro discovery it serves as a precursor to oxygenated heteroaromatic scaffolds, conjugation-extended motifs and derivative libraries; in organic materials it is explored as a block for functional and conjugated polymers; and in analysis it is used as a GC/MS standard/marker in studies of bio-oils, lignocellulose pyrolysis and thermal oxidation, with potential bio-based sourcing and high reactivity that can shorten synthetic routes.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 595.55
    methanol 741.68
    isopropanol 494.74
    water 8.91
    ethyl acetate 466.36
    n-propanol 522.9
    acetone 607.65
    n-butanol 520.97
    acetonitrile 442.93
    DMF 835.41
    toluene 309.39
    isobutanol 452.48
    1,4-dioxane 909.32
    methyl acetate 497.76
    THF 978.94
    2-butanone 527.01
    n-pentanol 380.68
    sec-butanol 529.39
    n-hexane 202.05
    ethylene glycol 241.89
    NMP 741.8
    cyclohexane 151.38
    DMSO 837.36
    n-butyl acetate 259.02
    n-octanol 306.8
    chloroform 1026.64
    n-propyl acetate 247.59
    acetic acid 304.16
    dichloromethane 987.18
    cyclohexanone 582.05
    propylene glycol 294.21
    isopropyl acetate 309.22
    DMAc 821.63
    2-ethoxyethanol 560.99
    isopentanol 438.66
    n-heptane 103.59
    ethyl formate 270.23
    1,2-dichloroethane 552.24
    n-hexanol 460.17
    2-methoxyethanol 863.53
    isobutyl acetate 190.08
    tetrachloromethane 271.46
    n-pentyl acetate 239.66
    transcutol 1150.88
    n-heptanol 224.87
    ethylbenzene 197.43
    MIBK 348.19
    2-propoxyethanol 693.11
    tert-butanol 593.45
    MTBE 632.27
    2-butoxyethanol 346.17
    propionic acid 355.21
    o-xylene 240.99
    formic acid 133.57
    diethyl ether 633.69
    m-xylene 245.02
    p-xylene 232.51
    chlorobenzene 326.02
    dimethyl carbonate 234.15
    n-octane 60.6
    formamide 173.6
    cyclopentanone 663.83
    2-pentanone 478.61
    anisole 410.66
    cyclopentyl methyl ether 575.69
    gamma-butyrolactone 619.34
    1-methoxy-2-propanol 702.4
    pyridine 425.98
    3-pentanone 420.74
    furfural 525.37
    n-dodecane 59.26
    diethylene glycol 521.66
    diisopropyl ether 233.0
    tert-amyl alcohol 558.88
    acetylacetone 508.21
    n-hexadecane 64.42
    acetophenone 305.78
    methyl propionate 458.5
    isopentyl acetate 255.92
    trichloroethylene 772.54
    n-nonanol 258.75
    cyclohexanol 401.95
    benzyl alcohol 272.93
    2-ethylhexanol 266.59
    isooctanol 187.94
    dipropyl ether 306.66
    1,2-dichlorobenzene 313.67
    ethyl lactate 181.92
    propylene carbonate 322.57
    n-methylformamide 355.91
    2-pentanol 400.12
    n-pentane 153.13
    1-propoxy-2-propanol 452.54
    1-methoxy-2-propyl acetate 331.72
    2-(2-methoxypropoxy) propanol 370.52
    mesitylene 167.65
    ε-caprolactone 482.54
    p-cymene 134.01
    epichlorohydrin 756.56
    1,1,1-trichloroethane 614.78
    2-aminoethanol 385.35
    morpholine-4-carbaldehyde 761.96
    sulfolane 813.65
    2,2,4-trimethylpentane 100.33
    2-methyltetrahydrofuran 773.02
    n-hexyl acetate 421.79
    isooctane 79.74
    2-(2-butoxyethoxy)ethanol 480.79
    sec-butyl acetate 203.02
    tert-butyl acetate 354.34
    decalin 113.66
    glycerin 364.57
    diglyme 744.18
    acrylic acid 285.38
    isopropyl myristate 199.62
    n-butyric acid 380.26
    acetyl acetate 276.66
    di(2-ethylhexyl) phthalate 167.56
    ethyl propionate 275.44
    nitromethane 487.79
    1,2-diethoxyethane 415.5
    benzonitrile 288.06
    trioctyl phosphate 128.43
    1-bromopropane 485.18
    gamma-valerolactone 706.43
    n-decanol 205.58
    triethyl phosphate 139.12
    4-methyl-2-pentanol 249.19
    propionitrile 402.26
    vinylene carbonate 299.64
    1,1,2-trichlorotrifluoroethane 489.97
    DMS 296.61
    cumene 163.74
    2-octanol 196.14
    2-hexanone 334.26
    octyl acetate 245.47
    limonene 197.93
    1,2-dimethoxyethane 804.91
    ethyl orthosilicate 144.79
    tributyl phosphate 152.34
    diacetone alcohol 424.63
    N,N-dimethylaniline 318.6
    acrylonitrile 414.16
    aniline 324.26
    1,3-propanediol 428.71
    bromobenzene 353.76
    dibromomethane 707.81
    1,1,2,2-tetrachloroethane 702.62
    2-methyl-cyclohexyl acetate 217.77
    tetrabutyl urea 204.67
    diisobutyl methanol 157.82
    2-phenylethanol 289.67
    styrene 232.27
    dioctyl adipate 232.33
    dimethyl sulfate 384.65
    ethyl butyrate 220.6
    methyl lactate 267.17
    butyl lactate 187.73
    diethyl carbonate 162.22
    propanediol butyl ether 346.61
    triethyl orthoformate 169.99
    p-tert-butyltoluene 140.42
    methyl 4-tert-butylbenzoate 298.78
    morpholine 833.82
    tert-butylamine 433.9
    n-dodecanol 168.71
    dimethoxymethane 684.52
    ethylene carbonate 253.81
    cyrene 311.79
    2-ethoxyethyl acetate 309.38
    2-ethylhexyl acetate 206.3
    1,2,4-trichlorobenzene 364.85
    4-methylpyridine 503.21
    dibutyl ether 337.38
    2,6-dimethyl-4-heptanol 157.82
    DEF 531.67
    dimethyl isosorbide 505.55
    tetrachloroethylene 473.43
    eugenol 296.63
    triacetin 326.59
    span 80 304.5
    1,4-butanediol 237.69
    1,1-dichloroethane 659.07
    2-methyl-1-pentanol 381.23
    methyl formate 282.34
    2-methyl-1-butanol 463.88
    n-decane 85.82
    butyronitrile 390.38
    3,7-dimethyl-1-octanol 275.36
    1-chlorooctane 241.25
    1-chlorotetradecane 119.78
    n-nonane 89.91
    undecane 69.02
    tert-butylcyclohexane 126.53
    cyclooctane 77.62
    cyclopentanol 422.75
    tetrahydropyran 669.74
    tert-amyl methyl ether 499.32
    2,5,8-trioxanonane 567.76
    1-hexene 347.7
    2-isopropoxyethanol 416.2
    2,2,2-trifluoroethanol 145.54
    methyl butyrate 332.78

    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
Orris butter 8002-73-1 Iris florentina L., fam. Iridaceae 0.01%