4-Methylimidazole

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  • Identifiers

    CAS number
    822-36-6

    Molecular formula
    C4H6N2

    SMILES
    CC1=CN=CN1

    Safety labels

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Nutty 82.52%
    Roasted 79.23%
    Cocoa 62.04%
    Hazelnut 60.63%
    Coffee 57.77%
    Musty 55.26%
    Burnt 50.36%
    Potato 49.97%
    Meaty 49.85%
    Earthy 49.82%

     

    Flavor
    Nutty 63.88%
    Cocoa 54.68%
    Roasted 47.71%
    Coffee 44.3%
    Peanut 41.06%
    Woody 40.03%
    Musty 39.73%
    Green 36.89%
    Hazelnut 34.98%
    Bitter 33.13%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    6.71 (neutral)

    Molecular weight
    82.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 56 °C

    Boiling point

    • 263 °C

    Flash point

    • 102.22 ˚C est.
    • 157 °C (315 °F) (closed cup)

    Solubility expt.

    • Very soluble in ethanol

  • Synonyms

    • 4-Methylimidazole
    • 822-36-6
    • 4-Methyl-1H-imidazole
    • 4(5)-Methylimidazole
    • 1H-Imidazole, 4-methyl-
    • 4-Me-i
    • 5-Methylimidazole
    • 4(or 5)-Methylimidazole
    • IMIDAZOLE, 4-METHYL-
    • 4-MEI
    • 1H-Imidazole, 5-methyl-
    • Q64GF9FV4I
    • DTXSID9025617
    • CHEBI:40035
    • NSC-40744
    • DTXCID805617
    • RefChem:525610
    • 212-497-3
    • 5-Methyl-1H-imidazole
    • MFCD00005201
    • 4-methyl imidazole
    • 928113-28-4
    • CHEMBL1230309
    • 5-methyl imidazole
    • 4MI
    • 4MZ
    • EINECS 212-497-3
    • NSC 40744
    • UNII-Q64GF9FV4I
    • AI3-08274
    • CCRIS 8912
    • 4-methylimidazol
    • HSDB 7757
    • 4-methyl-imidazole
    • 4-Methylimidazole 4-
    • S-3-furyl ethanethioate
    • 4-methyl-1-H-imidazole
    • 5-Methyl-1H-imidazole #
    • EC 212-497-3
    • imidazole, 4(5)-methyl-
    • SCHEMBL2512
    • SCHEMBL2513
    • SCHEMBL5064
    • 4-methyl-1(3)H-imidazole
    • WLN: T5M CNJ D1
    • SCHEMBL47208
    • MLS001065586
    • SCHEMBL359106
    • SCHEMBL560858
    • SCHEMBL610764
    • SCHEMBL661065
    • SCHEMBL812324
    • 4(5)-Methylimidazole, 98%
    • orb3025990
    • orb3030310
    • SCHEMBL1349792
    • SCHEMBL1363766
    • SCHEMBL2462449
    • SCHEMBL5728219
    • SCHEMBL7444924
    • SCHEMBL9775700
    • SCHEMBL9902559
    • SCHEMBL9902948
    • 4-METHYLIMIDAZOLE [HSDB]
    • 4-METHYLIMIDAZOLE [IARC]
    • HMS3039G17
    • CS-D1459
    • NSC40744
    • Tox21_201048
    • BDBM50538684
    • EBC-48216
    • MFCD02114698
    • SBB004403
    • STL185694
    • ethanethioic acid, S-3-furanyl ester
    • AKOS005206795
    • AKOS006242099
    • AC-4534
    • CCG-214463
    • DB03385
    • FM38077
    • MSK001051-1000M
    • NCGC00091437-01
    • NCGC00091437-02
    • NCGC00258601-01
    • AS-12430
    • CAS-822-36-6
    • PD002162
    • SMR000568466
    • 4(5)-Methylimidazole, analytical standard
    • M0636
    • NS00010164
    • EN300-78401
    • C19262
    • AL-398/25017073
    • F078608
    • Q230021
    • 4-Methylimidazole Solution in Methanol, 1000ug/mL
    • Z1945707502
    • 822-36-6

  • Applications

    4-Methylimidazole (CAS 822-36-6) is commonly employed as an organocatalyst in polymer chemistry, particularly as a curing/accelerating catalyst for polyurethane foam formulations and for epoxy resin systems; it also serves as a chemical intermediate in the synthesis of imidazole-based compounds used in pharmaceutical and agrochemical development; additionally, it functions as a building block for imidazole-containing polymers and specialty resins.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 653.59
    methanol 1147.34
    isopropanol 336.47
    water 627.73
    ethyl acetate 124.55
    n-propanol 378.06
    acetone 310.19
    n-butanol 285.18
    acetonitrile 214.39
    DMF 1213.0
    toluene 31.79
    isobutanol 246.74
    1,4-dioxane 147.1
    methyl acetate 186.68
    THF 296.39
    2-butanone 192.33
    n-pentanol 174.77
    sec-butanol 233.49
    n-hexane 5.23
    ethylene glycol 340.15
    NMP 612.02
    cyclohexane 4.55
    DMSO 380.55
    n-butyl acetate 45.54
    n-octanol 43.16
    chloroform 297.51
    n-propyl acetate 45.77
    acetic acid 630.3
    dichloromethane 218.07
    cyclohexanone 137.62
    propylene glycol 387.1
    isopropyl acetate 54.87
    DMAc 946.74
    2-ethoxyethanol 278.29
    isopentanol 167.86
    n-heptane 5.38
    ethyl formate 164.1
    1,2-dichloroethane 82.75
    n-hexanol 104.7
    2-methoxyethanol 610.41
    isobutyl acetate 30.1
    tetrachloromethane 57.16
    n-pentyl acetate 44.59
    transcutol 240.94
    n-heptanol 64.37
    ethylbenzene 9.51
    MIBK 55.55
    2-propoxyethanol 217.17
    tert-butanol 209.8
    MTBE 78.2
    2-butoxyethanol 143.28
    propionic acid 349.06
    o-xylene 21.81
    formic acid 833.92
    diethyl ether 77.77
    m-xylene 22.47
    p-xylene 17.17
    chlorobenzene 49.58
    dimethyl carbonate 105.47
    n-octane 2.15
    formamide 795.32
    cyclopentanone 251.85
    2-pentanone 131.51
    anisole 44.87
    cyclopentyl methyl ether 103.14
    gamma-butyrolactone 289.85
    1-methoxy-2-propanol 384.0
    pyridine 174.53
    3-pentanone 91.89
    furfural 271.61
    n-dodecane 1.76
    diethylene glycol 209.14
    diisopropyl ether 14.57
    tert-amyl alcohol 170.04
    acetylacetone 95.51
    n-hexadecane 1.81
    acetophenone 50.83
    methyl propionate 172.95
    isopentyl acetate 36.3
    trichloroethylene 207.89
    n-nonanol 36.87
    cyclohexanol 103.54
    benzyl alcohol 87.12
    2-ethylhexanol 39.75
    isooctanol 43.74
    dipropyl ether 33.19
    1,2-dichlorobenzene 38.39
    ethyl lactate 51.46
    propylene carbonate 126.26
    n-methylformamide 772.37
    2-pentanol 133.88
    n-pentane 8.84
    1-propoxy-2-propanol 130.11
    1-methoxy-2-propyl acetate 60.17
    2-(2-methoxypropoxy) propanol 69.03
    mesitylene 11.02
    ε-caprolactone 116.39
    p-cymene 10.39
    epichlorohydrin 223.75
    1,1,1-trichloroethane 91.06
    2-aminoethanol 590.69
    morpholine-4-carbaldehyde 379.13
    sulfolane 226.09
    2,2,4-trimethylpentane 4.95
    2-methyltetrahydrofuran 167.47
    n-hexyl acetate 45.97
    isooctane 2.64
    2-(2-butoxyethoxy)ethanol 103.62
    sec-butyl acetate 27.14
    tert-butyl acetate 40.9
    decalin 2.53
    glycerin 467.91
    diglyme 168.49
    acrylic acid 339.14
    isopropyl myristate 13.37
    n-butyric acid 329.69
    acetyl acetate 56.71
    di(2-ethylhexyl) phthalate 24.41
    ethyl propionate 43.1
    nitromethane 628.62
    1,2-diethoxyethane 51.23
    benzonitrile 69.16
    trioctyl phosphate 17.66
    1-bromopropane 51.47
    gamma-valerolactone 298.81
    n-decanol 24.76
    triethyl phosphate 17.57
    4-methyl-2-pentanol 55.54
    propionitrile 152.59
    vinylene carbonate 128.69
    1,1,2-trichlorotrifluoroethane 301.68
    DMS 36.92
    cumene 8.53
    2-octanol 32.73
    2-hexanone 53.67
    octyl acetate 24.0
    limonene 16.0
    1,2-dimethoxyethane 185.16
    ethyl orthosilicate 17.87
    tributyl phosphate 18.17
    diacetone alcohol 101.43
    N,N-dimethylaniline 40.8
    acrylonitrile 213.71
    aniline 130.09
    1,3-propanediol 424.66
    bromobenzene 33.14
    dibromomethane 110.04
    1,1,2,2-tetrachloroethane 158.47
    2-methyl-cyclohexyl acetate 23.67
    tetrabutyl urea 29.25
    diisobutyl methanol 16.28
    2-phenylethanol 61.06
    styrene 13.92
    dioctyl adipate 20.83
    dimethyl sulfate 154.71
    ethyl butyrate 32.04
    methyl lactate 162.57
    butyl lactate 50.11
    diethyl carbonate 20.01
    propanediol butyl ether 120.27
    triethyl orthoformate 25.43
    p-tert-butyltoluene 10.15
    methyl 4-tert-butylbenzoate 51.0
    morpholine 275.63
    tert-butylamine 107.0
    n-dodecanol 17.04
    dimethoxymethane 292.37
    ethylene carbonate 94.99
    cyrene 81.14
    2-ethoxyethyl acetate 59.68
    2-ethylhexyl acetate 27.47
    1,2,4-trichlorobenzene 53.49
    4-methylpyridine 172.03
    dibutyl ether 20.81
    2,6-dimethyl-4-heptanol 16.28
    DEF 218.79
    dimethyl isosorbide 71.97
    tetrachloroethylene 130.1
    eugenol 65.47
    triacetin 45.01
    span 80 67.2
    1,4-butanediol 208.82
    1,1-dichloroethane 130.39
    2-methyl-1-pentanol 105.19
    methyl formate 394.3
    2-methyl-1-butanol 193.28
    n-decane 2.86
    butyronitrile 141.43
    3,7-dimethyl-1-octanol 31.3
    1-chlorooctane 12.05
    1-chlorotetradecane 4.43
    n-nonane 2.65
    undecane 2.15
    tert-butylcyclohexane 3.17
    cyclooctane 1.61
    cyclopentanol 193.22
    tetrahydropyran 107.92
    tert-amyl methyl ether 61.9
    2,5,8-trioxanonane 104.27
    1-hexene 20.08
    2-isopropoxyethanol 140.06
    2,2,2-trifluoroethanol 309.12
    methyl butyrate 64.89

    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