2-Isobutyl-3-methyl pyrazine

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  • Identifiers

    CAS number
    13925-06-9

    Molecular formula
    C9H14N2

    SMILES
    CC1=NC=CN=C1CC(C)C

    Retention indicies (RI)

    • DB5: 1135.0

  • Odor profile

    Fragrance
    Green 78.39%
    Earthy 58.41%
    Nutty 54.1%
    Vegetable 48.62%
    Roasted 41.87%
    Fruity 38.05%
    Musty 37.65%
    Cocoa 36.61%
    Burnt 35.65%
    Woody 35.54%

     

    Flavor
    Green 80.7%
    Earthy 53.41%
    Herbal 50.17%
    Pepper 47.93%
    Earth 41.64%
    Musty 40.83%
    Pea 37.24%
    Vegetable 36.27%
    Nutty 35.34%
    Raw 34.89%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    5.18 (weak acid)

    Molecular weight
    150.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point

    • 199.00 to 201.00 °C. @ 760.00 mm Hg

    Flash point

    • 83.92 ˚C est.

    Solubility expt.

    • soluble in water, oils, organic solvents
    • miscible at room temperature (in ethanol)

  • Synonyms

    • 2-ISOBUTYL-3-METHYLPYRAZINE
    • 13925-06-9
    • 2-Methyl-3-(2-methylpropyl)pyrazine
    • 2-isobutyl-3-methyl pyrazine
    • 2-Methyl-3-isobutylpyrazine
    • Pyrazine, 2-methyl-3-(2-methylpropyl)-
    • FEMA No. 3133
    • 11EP4V0M9Z
    • Pyrazine, 2-isobutyl-3-methyl-
    • EINECS 237-693-6
    • MFCD00059770
    • 3-Methyl-2-isobutyl pyrazine
    • DTXSID2065678
    • ZHMIODDNZRIENW-UHFFFAOYSA-
    • 2-ISOBUTYL-3-METHYL PYRAZINE [FHFI]
    • PYRAZINE, 2-METHYL-3-(2-METHYLPROPYL)
    • UNII-11EP4V0M9Z
    • 2-Isobutyl-3-methyl-pyrazine
    • CHEMBL95102
    • SCHEMBL1532455
    • DTXCID0034514
    • FEMA 3133
    • CHEBI:193682
    • 2-Isobutyl-3-methylpyrazine, 8CI
    • 2-(2-Methylpropyl)-3-methylpyrazine
    • AKOS015837529
    • 2-Methyl-3-(2-methylpropyl)-Pyrazine
    • DS-16269
    • SY052408
    • 2-Isobutyl-3-methylpyrazine, >=99%, FG
    • DB-003280
    • CS-0154244
    • I0337
    • NS00021637
    • T71753
    • Q27251319
    • 237-693-6

  • Applications

    2-Isobutyl-3-methyl pyrazine (CAS 13925-06-9) is a highly potent alkyl pyrazine mainly used as a flavor ingredient to deliver and boost roasted, nutty, cocoa, coffee, potato chip, cereal, and grilled-meaty notes in savory snacks, baked goods, chocolate, instant coffee, seasonings, sauces, and plant-based foods; it is typically dosed at trace levels (ppb–ppm) and blended with other pyrazines to build impact top notes and roasty/umami depth while masking green/bean/soy off-notes in meat analogs; beyond flavor creation, it serves as a GC–MS reference standard and sensory training spike for monitoring Maillard chemistry and roast development, for studying character-impact volatiles in coffee/cocoa/potato, and in preliminary work on candles/deodorizers/gourmand fragrances, with use subject to local food-flavor regulations and careful dilution due to its very strong odor and low detection threshold.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 91.25
    methanol 82.73
    isopropanol 91.64
    water 0.69
    ethyl acetate 83.61
    n-propanol 104.4
    acetone 126.51
    n-butanol 95.48
    acetonitrile 79.22
    DMF 227.47
    toluene 114.66
    isobutanol 106.86
    1,4-dioxane 174.51
    methyl acetate 95.23
    THF 316.32
    2-butanone 123.43
    n-pentanol 75.34
    sec-butanol 99.95
    n-hexane 30.0
    ethylene glycol 36.2
    NMP 291.18
    cyclohexane 62.7
    DMSO 176.18
    n-butyl acetate 168.03
    n-octanol 87.31
    chloroform 599.73
    n-propyl acetate 68.33
    acetic acid 111.76
    dichloromethane 478.83
    cyclohexanone 275.58
    propylene glycol 64.56
    isopropyl acetate 59.57
    DMAc 203.02
    2-ethoxyethanol 69.84
    isopentanol 91.23
    n-heptane 47.75
    ethyl formate 93.46
    1,2-dichloroethane 221.63
    n-hexanol 184.73
    2-methoxyethanol 119.68
    isobutyl acetate 61.04
    tetrachloromethane 126.38
    n-pentyl acetate 86.3
    transcutol 184.72
    n-heptanol 88.88
    ethylbenzene 74.39
    MIBK 70.45
    2-propoxyethanol 163.46
    tert-butanol 113.98
    MTBE 95.19
    2-butoxyethanol 104.42
    propionic acid 117.17
    o-xylene 95.59
    formic acid 28.79
    diethyl ether 70.2
    m-xylene 88.52
    p-xylene 105.48
    chlorobenzene 187.1
    dimethyl carbonate 46.56
    n-octane 19.15
    formamide 31.23
    cyclopentanone 309.98
    2-pentanone 93.37
    anisole 93.37
    cyclopentyl methyl ether 154.53
    gamma-butyrolactone 315.33
    1-methoxy-2-propanol 104.3
    pyridine 216.06
    3-pentanone 92.24
    furfural 303.84
    n-dodecane 17.37
    diethylene glycol 107.25
    diisopropyl ether 33.49
    tert-amyl alcohol 114.08
    acetylacetone 101.63
    n-hexadecane 19.36
    acetophenone 105.26
    methyl propionate 90.63
    isopentyl acetate 142.89
    trichloroethylene 461.49
    n-nonanol 74.81
    cyclohexanol 141.34
    benzyl alcohol 94.02
    2-ethylhexanol 132.08
    isooctanol 72.34
    dipropyl ether 103.45
    1,2-dichlorobenzene 191.41
    ethyl lactate 58.15
    propylene carbonate 223.46
    n-methylformamide 87.63
    2-pentanol 71.82
    n-pentane 27.57
    1-propoxy-2-propanol 143.1
    1-methoxy-2-propyl acetate 121.01
    2-(2-methoxypropoxy) propanol 104.54
    mesitylene 63.99
    ε-caprolactone 210.64
    p-cymene 94.71
    epichlorohydrin 267.59
    1,1,1-trichloroethane 282.86
    2-aminoethanol 65.0
    morpholine-4-carbaldehyde 219.17
    sulfolane 393.23
    2,2,4-trimethylpentane 25.5
    2-methyltetrahydrofuran 225.06
    n-hexyl acetate 123.84
    isooctane 15.8
    2-(2-butoxyethoxy)ethanol 113.86
    sec-butyl acetate 51.7
    tert-butyl acetate 75.28
    decalin 36.1
    glycerin 73.09
    diglyme 174.68
    acrylic acid 110.83
    isopropyl myristate 60.11
    n-butyric acid 142.41
    acetyl acetate 65.31
    di(2-ethylhexyl) phthalate 78.62
    ethyl propionate 62.34
    nitromethane 118.28
    1,2-diethoxyethane 86.47
    benzonitrile 162.55
    trioctyl phosphate 60.35
    1-bromopropane 161.82
    gamma-valerolactone 289.89
    n-decanol 60.32
    triethyl phosphate 66.81
    4-methyl-2-pentanol 52.68
    propionitrile 102.65
    vinylene carbonate 205.96
    1,1,2-trichlorotrifluoroethane 219.84
    DMS 95.46
    cumene 67.84
    2-octanol 67.71
    2-hexanone 84.64
    octyl acetate 83.46
    limonene 129.97
    1,2-dimethoxyethane 122.78
    ethyl orthosilicate 62.84
    tributyl phosphate 64.28
    diacetone alcohol 94.45
    N,N-dimethylaniline 87.78
    acrylonitrile 123.2
    aniline 118.54
    1,3-propanediol 79.72
    bromobenzene 211.32
    dibromomethane 351.22
    1,1,2,2-tetrachloroethane 413.41
    2-methyl-cyclohexyl acetate 112.82
    tetrabutyl urea 86.68
    diisobutyl methanol 69.37
    2-phenylethanol 138.17
    styrene 82.22
    dioctyl adipate 90.12
    dimethyl sulfate 88.15
    ethyl butyrate 99.35
    methyl lactate 70.05
    butyl lactate 88.05
    diethyl carbonate 76.08
    propanediol butyl ether 107.17
    triethyl orthoformate 77.49
    p-tert-butyltoluene 82.23
    methyl 4-tert-butylbenzoate 121.25
    morpholine 177.37
    tert-butylamine 85.62
    n-dodecanol 51.21
    dimethoxymethane 96.59
    ethylene carbonate 157.33
    cyrene 116.6
    2-ethoxyethyl acetate 91.03
    2-ethylhexyl acetate 126.43
    1,2,4-trichlorobenzene 229.31
    4-methylpyridine 211.05
    dibutyl ether 78.03
    2,6-dimethyl-4-heptanol 69.37
    DEF 122.74
    dimethyl isosorbide 189.66
    tetrachloroethylene 275.18
    eugenol 110.64
    triacetin 104.89
    span 80 119.56
    1,4-butanediol 46.07
    1,1-dichloroethane 248.23
    2-methyl-1-pentanol 81.05
    methyl formate 87.9
    2-methyl-1-butanol 101.39
    n-decane 24.27
    butyronitrile 113.25
    3,7-dimethyl-1-octanol 84.62
    1-chlorooctane 79.25
    1-chlorotetradecane 38.15
    n-nonane 24.75
    undecane 19.96
    tert-butylcyclohexane 34.82
    cyclooctane 24.22
    cyclopentanol 166.61
    tetrahydropyran 198.63
    tert-amyl methyl ether 88.71
    2,5,8-trioxanonane 145.59
    1-hexene 72.86
    2-isopropoxyethanol 62.08
    2,2,2-trifluoroethanol 48.4
    methyl butyrate 95.4

    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
Piper hancei (China) Piper hancei Maxim, fam. Piperaceae 0.01%