2-Isobutyl-3,5,6-trimethylpyrazine

Overview IFRA Request a quote

  • Identifiers

    CAS number
    46187-37-5

    Molecular formula
    C11H18N2

    SMILES
    CC1=C(N=C(C(=N1)C)CC(C)C)C

    Safety labels

  • Odor profile

    Fragrance
    Burnt 48.4%
    Earthy 47.15%
    Nutty 45.64%
    Roasted 40.34%
    Musty 38.14%
    Cocoa 36.92%
    Woody 35.76%
    Hazelnut 32.52%
    Coffee 31.78%
    Chocolate 31.62%

     

    Flavor
    Musty 47.26%
    Earthy 45.86%
    Roasted 43.4%
    Burnt 42.44%
    Cocoa 38.88%
    Earth 37.36%
    Hazelnut 35.85%
    Nutty 35.14%
    Meaty 29.47%
    Coffee 28.39%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.6

    pKa est.
    5.62 (weak acid)

    Molecular weight
    178.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    249°C

    Flash point

    • 92.01 ˚C est.

  • Synonyms

    • 2-Isobutyl-3,5,6-trimethylpyrazine
    • 46187-37-5
    • 2,3,5-trimethyl-6-(2-methylpropyl)pyrazine
    • MFCD08457810
    • trimethylisobutylpyrazine
    • Pyrazine, trimethyl(2-methylpropyl)- (9CI)
    • 2-(2-Methylpropyl)-3,5,6-trimethylpyrazine
    • Pyrazine, trimethyl(2-methylpropyl)-
    • SCHEMBL10392933
    • SCHEMBL30665034
    • DTXSID10334580
    • CMCOFWHSAGPVSF-UHFFFAOYSA-N
    • 2-isobutyl-3,5,6-trimethyl-pyrazine
    • AKOS006291217
    • DS-6992
    • 2-Isobutyl-3,5,6-trimethylpyrazine #
    • Pyrazine, 3,5,6-trimethyl-2-isobutyl
    • SY335567
    • DB-338500
    • CS-0061033
    • NS00113881
    • W17944
    • F320898
    • 46187-37-5

  • Applications

    2-Isobutyl-3,5,6-trimethylpyrazine, CAS number: 46187-37-5, is primarily used as an aroma compound and flavoring ingredient, contributing roasted, nutty notes in fragrance and food applications. In cosmetics and personal care, it may serve as a fragrance ingredient; in household products, it can function as a scent component in cleaners and detergents. In food processing, it is used to enhance roasted or savory flavor profiles in processed foods. In industrial manufacturing, it may be evaluated as an intermediate or building block in the synthesis of aroma chemicals for the fragrance industry and flavor systems for coffee, meat, and other product categories; use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 249.28
    methanol 235.8
    isopropanol 272.87
    water 0.76
    ethyl acetate 351.84
    n-propanol 312.95
    acetone 338.85
    n-butanol 354.98
    acetonitrile 201.75
    DMF 466.17
    toluene 505.23
    isobutanol 341.43
    1,4-dioxane 689.53
    methyl acetate 343.75
    THF 1144.45
    2-butanone 402.92
    n-pentanol 279.6
    sec-butanol 364.73
    n-hexane 341.34
    ethylene glycol 46.52
    NMP 690.61
    cyclohexane 447.55
    DMSO 285.83
    n-butyl acetate 562.55
    n-octanol 310.94
    chloroform 1813.44
    n-propyl acetate 264.83
    acetic acid 235.8
    dichloromethane 1225.62
    cyclohexanone 865.79
    propylene glycol 98.27
    isopropyl acetate 278.15
    DMAc 545.48
    2-ethoxyethanol 207.62
    isopentanol 347.61
    n-heptane 216.28
    ethyl formate 261.84
    1,2-dichloroethane 660.28
    n-hexanol 562.56
    2-methoxyethanol 304.69
    isobutyl acetate 253.02
    tetrachloromethane 444.29
    n-pentyl acetate 351.24
    transcutol 469.42
    n-heptanol 282.11
    ethylbenzene 322.28
    MIBK 274.86
    2-propoxyethanol 446.17
    tert-butanol 327.73
    MTBE 510.89
    2-butoxyethanol 298.62
    propionic acid 249.34
    o-xylene 368.93
    formic acid 55.94
    diethyl ether 457.71
    m-xylene 368.34
    p-xylene 484.39
    chlorobenzene 584.29
    dimethyl carbonate 156.62
    n-octane 112.29
    formamide 59.66
    cyclopentanone 856.84
    2-pentanone 347.29
    anisole 320.91
    cyclopentyl methyl ether 650.74
    gamma-butyrolactone 815.68
    1-methoxy-2-propanol 276.55
    pyridine 622.91
    3-pentanone 366.16
    furfural 645.0
    n-dodecane 81.17
    diethylene glycol 215.75
    diisopropyl ether 218.57
    tert-amyl alcohol 386.08
    acetylacetone 341.12
    n-hexadecane 93.5
    acetophenone 307.75
    methyl propionate 313.64
    isopentyl acetate 543.45
    trichloroethylene 1248.22
    n-nonanol 257.12
    cyclohexanol 531.11
    benzyl alcohol 259.44
    2-ethylhexanol 416.41
    isooctanol 236.31
    dipropyl ether 393.73
    1,2-dichlorobenzene 535.96
    ethyl lactate 147.26
    propylene carbonate 586.32
    n-methylformamide 165.45
    2-pentanol 303.68
    n-pentane 211.96
    1-propoxy-2-propanol 375.53
    1-methoxy-2-propyl acetate 367.67
    2-(2-methoxypropoxy) propanol 239.62
    mesitylene 265.01
    ε-caprolactone 703.3
    p-cymene 269.79
    epichlorohydrin 774.17
    1,1,1-trichloroethane 887.46
    2-aminoethanol 106.23
    morpholine-4-carbaldehyde 542.81
    sulfolane 796.8
    2,2,4-trimethylpentane 135.86
    2-methyltetrahydrofuran 914.8
    n-hexyl acetate 501.51
    isooctane 78.67
    2-(2-butoxyethoxy)ethanol 277.23
    sec-butyl acetate 227.18
    tert-butyl acetate 302.45
    decalin 196.65
    glycerin 108.61
    diglyme 463.42
    acrylic acid 204.07
    isopropyl myristate 210.82
    n-butyric acid 401.76
    acetyl acetate 263.23
    di(2-ethylhexyl) phthalate 195.11
    ethyl propionate 248.92
    nitromethane 259.19
    1,2-diethoxyethane 349.83
    benzonitrile 413.89
    trioctyl phosphate 156.82
    1-bromopropane 599.34
    gamma-valerolactone 809.11
    n-decanol 191.76
    triethyl phosphate 190.92
    4-methyl-2-pentanol 196.88
    propionitrile 292.62
    vinylene carbonate 511.71
    1,1,2-trichlorotrifluoroethane 464.34
    DMS 333.71
    cumene 253.25
    2-octanol 254.19
    2-hexanone 333.24
    octyl acetate 267.7
    limonene 381.28
    1,2-dimethoxyethane 444.68
    ethyl orthosilicate 198.03
    tributyl phosphate 185.16
    diacetone alcohol 260.51
    N,N-dimethylaniline 280.91
    acrylonitrile 266.55
    aniline 366.11
    1,3-propanediol 181.49
    bromobenzene 695.77
    dibromomethane 1010.6
    1,1,2,2-tetrachloroethane 1204.34
    2-methyl-cyclohexyl acetate 338.71
    tetrabutyl urea 224.1
    diisobutyl methanol 206.25
    2-phenylethanol 362.55
    styrene 342.07
    dioctyl adipate 249.83
    dimethyl sulfate 228.43
    ethyl butyrate 318.82
    methyl lactate 152.04
    butyl lactate 251.84
    diethyl carbonate 235.64
    propanediol butyl ether 251.08
    triethyl orthoformate 264.93
    p-tert-butyltoluene 261.52
    methyl 4-tert-butylbenzoate 302.29
    morpholine 625.36
    tert-butylamine 287.39
    n-dodecanol 153.09
    dimethoxymethane 325.51
    ethylene carbonate 451.32
    cyrene 247.42
    2-ethoxyethyl acetate 331.12
    2-ethylhexyl acetate 497.13
    1,2,4-trichlorobenzene 598.5
    4-methylpyridine 715.26
    dibutyl ether 387.53
    2,6-dimethyl-4-heptanol 206.25
    DEF 406.4
    dimethyl isosorbide 448.87
    tetrachloroethylene 845.18
    eugenol 254.9
    triacetin 304.11
    span 80 271.72
    1,4-butanediol 102.16
    1,1-dichloroethane 772.91
    2-methyl-1-pentanol 311.46
    methyl formate 181.12
    2-methyl-1-butanol 388.9
    n-decane 133.23
    butyronitrile 373.75
    3,7-dimethyl-1-octanol 280.35
    1-chlorooctane 341.39
    1-chlorotetradecane 138.65
    n-nonane 146.85
    undecane 101.35
    tert-butylcyclohexane 179.64
    cyclooctane 186.24
    cyclopentanol 488.14
    tetrahydropyran 882.73
    tert-amyl methyl ether 454.43
    2,5,8-trioxanonane 320.61
    1-hexene 529.38
    2-isopropoxyethanol 189.22
    2,2,2-trifluoroethanol 104.06
    methyl butyrate 339.29

    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