2-Methylfuran

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    534-22-5

    Molecular formula
    C5H6O

    SMILES
    CC1=CC=CO1

    Safety labels

    Flammable
    Flammable

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 614.0
    • Carbowax: 866.0

  • Odor profile

    Ethereal 85.78%
    Sweet 78.81%
    Burnt 66.17%
    Nutty 63.14%
    Solvent 57.23%
    Musty 49.23%
    Coffee 47.9%
    Gassy 45.88%
    Roasted 44.82%
    Pungent 39.66%

    Scent© AI

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    6.53 (neutral)

    Molecular weight
    82.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -127.7 °F (NTP, 1992)
    • -87.5 °C

    Boiling point

    • 145 to 151 °F at 760 mmHg (NTP, 1992)

    Flash point est.
    -22.0 ˚C

    Flash point expt.

    • -22 °F (NTP, 1992)

    Solubility expt.

    • less than 1 mg/mL at 72.5 °F (NTP, 1992)
    • 3 mg/mL at 20 °C
    • Slightly soluble in water
    • Soluble (in ethanol)

  • Synonyms

    • 2-METHYLFURAN
    • 534-22-5
    • Silvan
    • Methylfuran
    • Sylvan
    • 2-Methyl furan
    • 5-Methylfuran
    • Furan, 2-methyl-
    • alpha-Methylfuran
    • Furan, methyl-
    • .alpha.-Methylfuran
    • Methyl furan
    • Silvan [Czech]
    • 2-METHYL-FURAN
    • CCRIS 2920
    • 2-methylfurane
    • NSC 3707
    • EINECS 208-594-5
    • UNII-51O3BGW3F2
    • UN2301
    • Methylfuran (DOT)
    • BRN 0103733
    • 51O3BGW3F2
    • 2-Methylfuran-d3
    • DTXSID9025611
    • CHEBI:88912
    • AI3-24245
    • NSC-3707
    • EINECS 248-253-8
    • 27137-41-3
    • 2-METHYLFURAN [FHFI]
    • DTXCID405611
    • FEMA NO. 4179
    • 2-Methylfuran (ACD/Name 4.0)
    • 5-17-01-00322 (Beilstein Handbook Reference)
    • UN 2301
    • WLN: T5OJ B1
    • 25301-08-0
    • MFCD00003248
    • 2methylfuran
    • alphaMethylfuran
    • 2Metilfurano
    • 5Methylfuran
    • Methyl2 furanne
    • Furan, 2methyl
    • alpha -Methylfuran
    • ALPHA,-METHYLFURAN
    • 2Metilfurano (Spanish DOT)
    • 2-Methylfuran, 99%, FG
    • Methyl2 furanne (French DOT)
    • CHEMBL1445555
    • NSC3707
    • NSC5211
    • 2-Methylfuran, analytical standard
    • DTXSID001014224
    • NSC-5211
    • Tox21_200203
    • STL264121
    • AKOS000120176
    • FM01654
    • NCGC00091686-01
    • NCGC00091686-02
    • NCGC00257757-01
    • CAS-534-22-5
    • DB-015962
    • M0226
    • NS00021195
    • 2-Methylfuran 100 microg/mL in Acetonitrile
    • 2-Methylfuran, >=98%, stabilized with BHT
    • EN300-19054
    • 2-Methylfuran [UN2301] [Flammable liquid]
    • A829577
    • Q209438
    • F0001-1386
    • Z104472456
    • 2-Methylfuran, contains 200-400 BHT as stabilizer, 99%
    • 208-594-5
    • 248-253-8

  • Applications

    2‑Methylfuran (CAS 534‑22‑5) is an electron‑rich heteroaromatic with broad applications in energy, synthesis, materials, and analytics: in energy it is studied as a high‑octane gasoline blending component with good energy density and as an oxygenated fuel that can lower soot, and as a precursor that can be hydrogenated to 2‑methyltetrahydrofuran (2‑MTHF) for solvent and fuel use; in pharmaceutical and agrochemical synthesis it serves as a versatile building block, acting as a diene in Diels–Alder cycloadditions, undergoing 5‑position functionalization, halogenation/cross‑coupling, or oxidative ring opening to furnish intermediates en route to APIs, crop‑protection agents, and fine chemicals; in specialty chemicals and materials it functions as a niche solvent and reactive component to generate bicyclic adducts for resins, monomers and polymer precursors, and as a source of furan derivatives used in furan resins and plasticizer chemistry; in flavor–aroma and analytical science it occurs naturally in roasted coffee and biomass pyrolysates and is therefore employed as a volatile marker/standard in GC/GC‑MS to track biomass‑burning emissions, furan formation during food processing, and bio‑oil stability, and it has been evaluated as a flavoring substance at very low levels subject to safety regulations; all such uses require strict safety controls because 2‑methylfuran is highly volatile and flammable and can form peroxides on storage, so it is typically stabilized and kept tightly closed in cool conditions.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3043.43
    methanol 3676.98
    isopropanol 2302.39
    water 259.98
    ethyl acetate 1392.94
    n-propanol 2146.45
    acetone 1983.19
    n-butanol 1489.6
    acetonitrile 2292.84
    DMF 2510.12
    toluene 586.93
    isobutanol 1477.42
    1,4-dioxane 2485.07
    methyl acetate 1772.66
    THF 1543.66
    2-butanone 1536.12
    n-pentanol 910.68
    sec-butanol 1774.56
    n-hexane 119.38
    ethylene glycol 1479.25
    NMP 1347.9
    cyclohexane 140.89
    DMSO 1649.47
    n-butyl acetate 197.74
    n-octanol 300.96
    chloroform 2883.99
    n-propyl acetate 357.0
    acetic acid 2192.08
    dichloromethane 2297.49
    cyclohexanone 848.91
    propylene glycol 2052.57
    isopropyl acetate 536.99
    DMAc 2384.56
    2-ethoxyethanol 1540.57
    isopentanol 869.83
    n-heptane 67.75
    ethyl formate 702.69
    1,2-dichloroethane 1055.7
    n-hexanol 520.1
    2-methoxyethanol 2830.67
    isobutyl acetate 181.27
    tetrachloromethane 593.47
    n-pentyl acetate 211.11
    transcutol 1835.67
    n-heptanol 272.14
    ethylbenzene 187.01
    MIBK 365.81
    2-propoxyethanol 900.49
    tert-butanol 1764.17
    MTBE 1040.15
    2-butoxyethanol 490.87
    propionic acid 1679.68
    o-xylene 328.89
    formic acid 1277.82
    diethyl ether 1362.82
    m-xylene 297.99
    p-xylene 238.52
    chlorobenzene 546.86
    dimethyl carbonate 635.08
    n-octane 31.26
    formamide 1929.69
    cyclopentanone 990.33
    2-pentanone 889.88
    anisole 646.46
    cyclopentyl methyl ether 767.59
    gamma-butyrolactone 1139.48
    1-methoxy-2-propanol 1848.63
    pyridine 1663.14
    3-pentanone 831.7
    furfural 1068.38
    n-dodecane 27.14
    diethylene glycol 928.79
    diisopropyl ether 244.56
    tert-amyl alcohol 1376.84
    acetylacetone 805.99
    n-hexadecane 28.65
    acetophenone 397.4
    methyl propionate 1290.83
    isopentyl acetate 151.48
    trichloroethylene 1759.54
    n-nonanol 261.21
    cyclohexanol 898.14
    benzyl alcohol 617.8
    2-ethylhexanol 204.13
    isooctanol 193.82
    dipropyl ether 280.54
    1,2-dichlorobenzene 380.58
    ethyl lactate 254.09
    propylene carbonate 469.63
    n-methylformamide 1910.36
    2-pentanol 945.28
    n-pentane 172.77
    1-propoxy-2-propanol 512.88
    1-methoxy-2-propyl acetate 339.29
    2-(2-methoxypropoxy) propanol 355.16
    mesitylene 137.89
    ε-caprolactone 742.9
    p-cymene 85.9
    epichlorohydrin 1394.08
    1,1,1-trichloroethane 1258.63
    2-aminoethanol 2339.02
    morpholine-4-carbaldehyde 1897.49
    sulfolane 778.01
    2,2,4-trimethylpentane 72.09
    2-methyltetrahydrofuran 1394.65
    n-hexyl acetate 334.73
    isooctane 40.41
    2-(2-butoxyethoxy)ethanol 550.19
    sec-butyl acetate 236.62
    tert-butyl acetate 382.96
    decalin 54.28
    glycerin 1649.95
    diglyme 951.14
    acrylic acid 1499.45
    isopropyl myristate 114.12
    n-butyric acid 1229.0
    acetyl acetate 605.17
    di(2-ethylhexyl) phthalate 110.77
    ethyl propionate 432.15
    nitromethane 2729.77
    1,2-diethoxyethane 497.4
    benzonitrile 509.1
    trioctyl phosphate 73.76
    1-bromopropane 776.67
    gamma-valerolactone 1448.11
    n-decanol 181.14
    triethyl phosphate 92.13
    4-methyl-2-pentanol 354.04
    propionitrile 1373.93
    vinylene carbonate 519.46
    1,1,2-trichlorotrifluoroethane 1200.67
    DMS 306.38
    cumene 112.27
    2-octanol 190.09
    2-hexanone 390.43
    octyl acetate 167.12
    limonene 134.66
    1,2-dimethoxyethane 1342.64
    ethyl orthosilicate 95.22
    tributyl phosphate 83.03
    diacetone alcohol 562.72
    N,N-dimethylaniline 363.74
    acrylonitrile 1592.33
    aniline 1138.6
    1,3-propanediol 1817.9
    bromobenzene 487.37
    dibromomethane 1432.41
    1,1,2,2-tetrachloroethane 1336.61
    2-methyl-cyclohexyl acetate 122.6
    tetrabutyl urea 121.77
    diisobutyl methanol 110.87
    2-phenylethanol 363.84
    styrene 295.11
    dioctyl adipate 153.34
    dimethyl sulfate 681.65
    ethyl butyrate 181.74
    methyl lactate 689.35
    butyl lactate 181.2
    diethyl carbonate 123.86
    propanediol butyl ether 479.12
    triethyl orthoformate 133.15
    p-tert-butyltoluene 88.77
    methyl 4-tert-butylbenzoate 272.21
    morpholine 2915.02
    tert-butylamine 1104.03
    n-dodecanol 132.0
    dimethoxymethane 1500.76
    ethylene carbonate 451.48
    cyrene 329.98
    2-ethoxyethyl acetate 377.4
    2-ethylhexyl acetate 119.07
    1,2,4-trichlorobenzene 472.27
    4-methylpyridine 1343.77
    dibutyl ether 229.08
    2,6-dimethyl-4-heptanol 110.87
    DEF 1191.34
    dimethyl isosorbide 354.93
    tetrachloroethylene 958.09
    eugenol 281.78
    triacetin 346.67
    span 80 324.73
    1,4-butanediol 830.04
    1,1-dichloroethane 1652.0
    2-methyl-1-pentanol 547.96
    methyl formate 1080.94
    2-methyl-1-butanol 1056.83
    n-decane 45.78
    butyronitrile 972.68
    3,7-dimethyl-1-octanol 235.86
    1-chlorooctane 150.48
    1-chlorotetradecane 60.88
    n-nonane 46.06
    undecane 33.31
    tert-butylcyclohexane 56.94
    cyclooctane 46.24
    cyclopentanol 1041.98
    tetrahydropyran 1524.65
    tert-amyl methyl ether 698.88
    2,5,8-trioxanonane 628.94
    1-hexene 328.91
    2-isopropoxyethanol 829.04
    2,2,2-trifluoroethanol 897.59
    methyl butyrate 461.99

    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

Botanical

Name CAS Botanical Proportion
Myrrh gum (headspace) 8016-37-3 Commiphora myrrha (Nees) Engler, fam. Burseraceae 1.93%
Tamarind 1 dried fruit Tamarindus indica L., fam. Leguminosae 0.24%
Santolina chamaecyparisus (Egypt) 84961-58-0 Santolina chamaecyparisus L., fam. Asteraceae (Compositae) 0.01%
Carob bean extract 1 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.1%