Furan, 2-methyl-5-(1-methylethenyl)-

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  • Identifiers

    CAS number
    10599-66-3

    Molecular formula
    C8H10O

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

  • Odor profile

    Herbal 55.37%
    Nutty 51.37%
    Green 50.86%
    Spicy 45.21%
    Mint 42.36%
    Musty 40.92%
    Roasted 40.73%
    Phenolic 35.9%
    Earthy 35.62%
    Pungent 33.99%

    Scent© AI

  • Properties

    XLogP3-AA
    2.8

    Molecular weight
    122.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    141°C

    Flash point est.
    27.75 ˚C

  • Synonyms

    • Furan, 2-methyl-5-(1-methylethenyl)-
    • 10599-66-3
    • 2-isopropenyl-5-methylfuran
    • SCHEMBL12151239
    • DTXSID20450326
    • NNTUPAINNBMOFI-UHFFFAOYSA-N
    • AKOS013991011

  • Applications

    Furan, 2-methyl-5-(1-methylethenyl)- (CAS 10599-66-3), also known as 2-methyl-5-isopropenylfuran, is used mainly as a reactive building block and research intermediate, leveraging the electron-rich furan ring and the isopropenyl side chain for transformations such as Diels–Alder cycloadditions, epoxidation, selective oxidations, and radical functionalization to access precursors for pharmaceuticals, agrochemicals, and aroma ingredients; in flavor and fragrance R&D, its derivatives are evaluated at trace levels to impart roasted, caramel–nutty, slightly terpenic nuances in complex accords; in materials science it serves as a furan unit for thermoreversible/self-healing DA networks, as a graftable motif onto polymer surfaces via DA/Michael “click” chemistry, or as a minor comonomer to introduce UV-absorbing/antioxidant functionality; additionally, the compound is employed as a standard/reference in GC–MS analysis of furanic volatiles in thermally processed foods and in studies of aroma formation, and as an intermediate en route to furan-based lactones, acids, and aldehydes via oxidation pathways; specific end uses require regulatory suitability and safety assessment owing to the volatility and reactivity of furan systems.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1017.06
    methanol 1156.37
    isopropanol 970.31
    water 10.78
    ethyl acetate 897.14
    n-propanol 946.51
    acetone 1138.68
    n-butanol 1028.65
    acetonitrile 768.72
    DMF 1307.39
    toluene 596.73
    isobutanol 898.24
    1,4-dioxane 1448.12
    methyl acetate 1016.07
    THF 1544.12
    2-butanone 1089.67
    n-pentanol 779.82
    sec-butanol 1030.66
    n-hexane 419.09
    ethylene glycol 333.64
    NMP 1058.38
    cyclohexane 282.59
    DMSO 933.29
    n-butyl acetate 621.23
    n-octanol 721.51
    chloroform 2336.24
    n-propyl acetate 533.69
    acetic acid 469.66
    dichloromethane 2014.71
    cyclohexanone 1080.05
    propylene glycol 507.31
    isopropyl acetate 616.38
    DMAc 1374.89
    2-ethoxyethanol 991.61
    isopentanol 965.36
    n-heptane 219.25
    ethyl formate 552.51
    1,2-dichloroethane 1047.43
    n-hexanol 961.97
    2-methoxyethanol 1362.59
    isobutyl acetate 423.37
    tetrachloromethane 559.88
    n-pentyl acetate 534.3
    transcutol 1815.23
    n-heptanol 506.73
    ethylbenzene 482.56
    MIBK 696.55
    2-propoxyethanol 1326.75
    tert-butanol 1211.19
    MTBE 1352.09
    2-butoxyethanol 737.73
    propionic acid 597.68
    o-xylene 502.69
    formic acid 203.02
    diethyl ether 1155.8
    m-xylene 471.29
    p-xylene 588.57
    chlorobenzene 647.61
    dimethyl carbonate 389.63
    n-octane 136.16
    formamide 247.3
    cyclopentanone 1082.09
    2-pentanone 882.53
    anisole 854.89
    cyclopentyl methyl ether 1005.78
    gamma-butyrolactone 985.44
    1-methoxy-2-propanol 1218.44
    pyridine 771.81
    3-pentanone 772.85
    furfural 956.18
    n-dodecane 122.48
    diethylene glycol 867.14
    diisopropyl ether 468.89
    tert-amyl alcohol 1173.22
    acetylacetone 917.64
    n-hexadecane 134.73
    acetophenone 643.59
    methyl propionate 772.77
    isopentyl acetate 621.64
    trichloroethylene 1633.63
    n-nonanol 585.67
    cyclohexanol 762.08
    benzyl alcohol 574.5
    2-ethylhexanol 570.97
    isooctanol 430.21
    dipropyl ether 610.79
    1,2-dichlorobenzene 642.71
    ethyl lactate 361.77
    propylene carbonate 662.41
    n-methylformamide 560.92
    2-pentanol 830.98
    n-pentane 290.87
    1-propoxy-2-propanol 882.92
    1-methoxy-2-propyl acetate 662.4
    2-(2-methoxypropoxy) propanol 649.07
    mesitylene 335.25
    ε-caprolactone 931.55
    p-cymene 292.08
    epichlorohydrin 1353.02
    1,1,1-trichloroethane 1327.73
    2-aminoethanol 587.19
    morpholine-4-carbaldehyde 1271.99
    sulfolane 1139.53
    2,2,4-trimethylpentane 202.99
    2-methyltetrahydrofuran 1374.26
    n-hexyl acetate 928.74
    isooctane 161.27
    2-(2-butoxyethoxy)ethanol 868.1
    sec-butyl acetate 455.99
    tert-butyl acetate 709.71
    decalin 221.33
    glycerin 546.77
    diglyme 1379.92
    acrylic acid 462.29
    isopropyl myristate 386.94
    n-butyric acid 724.15
    acetyl acetate 517.16
    di(2-ethylhexyl) phthalate 311.73
    ethyl propionate 565.83
    nitromethane 796.04
    1,2-diethoxyethane 837.59
    benzonitrile 629.45
    trioctyl phosphate 249.21
    1-bromopropane 932.01
    gamma-valerolactone 1298.41
    n-decanol 429.15
    triethyl phosphate 263.55
    4-methyl-2-pentanol 538.2
    propionitrile 735.46
    vinylene carbonate 600.86
    1,1,2-trichlorotrifluoroethane 867.8
    DMS 580.98
    cumene 382.04
    2-octanol 475.01
    2-hexanone 695.94
    octyl acetate 476.05
    limonene 406.62
    1,2-dimethoxyethane 1479.95
    ethyl orthosilicate 275.41
    tributyl phosphate 296.34
    diacetone alcohol 809.8
    N,N-dimethylaniline 672.19
    acrylonitrile 740.27
    aniline 599.96
    1,3-propanediol 738.84
    bromobenzene 723.71
    dibromomethane 1407.52
    1,1,2,2-tetrachloroethane 1469.64
    2-methyl-cyclohexyl acetate 435.17
    tetrabutyl urea 368.96
    diisobutyl methanol 328.75
    2-phenylethanol 589.64
    styrene 523.93
    dioctyl adipate 432.1
    dimethyl sulfate 564.78
    ethyl butyrate 495.63
    methyl lactate 448.99
    butyl lactate 399.29
    diethyl carbonate 338.84
    propanediol butyl ether 713.55
    triethyl orthoformate 358.32
    p-tert-butyltoluene 304.05
    methyl 4-tert-butylbenzoate 597.16
    morpholine 1325.07
    tert-butylamine 932.47
    n-dodecanol 337.29
    dimethoxymethane 1039.71
    ethylene carbonate 509.66
    cyrene 523.69
    2-ethoxyethyl acetate 628.42
    2-ethylhexyl acetate 501.48
    1,2,4-trichlorobenzene 748.6
    4-methylpyridine 1003.64
    dibutyl ether 714.97
    2,6-dimethyl-4-heptanol 328.75
    DEF 981.15
    dimethyl isosorbide 822.3
    tetrachloroethylene 977.89
    eugenol 570.84
    triacetin 609.36
    span 80 576.93
    1,4-butanediol 423.4
    1,1-dichloroethane 1373.53
    2-methyl-1-pentanol 812.77
    methyl formate 505.04
    2-methyl-1-butanol 994.97
    n-decane 193.16
    butyronitrile 834.8
    3,7-dimethyl-1-octanol 608.39
    1-chlorooctane 537.51
    1-chlorotetradecane 235.74
    n-nonane 206.97
    undecane 148.81
    tert-butylcyclohexane 260.54
    cyclooctane 143.33
    cyclopentanol 749.45
    tetrahydropyran 1189.12
    tert-amyl methyl ether 1042.64
    2,5,8-trioxanonane 936.4
    1-hexene 780.44
    2-isopropoxyethanol 776.55
    2,2,2-trifluoroethanol 252.57
    methyl butyrate 691.96

    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
Myrrh gum (headspace) 8016-37-3 Commiphora myrrha (Nees) Engler, fam. Burseraceae 4.63%