2-Ethyl-3,5-dimethylpyrazine

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  • Identifiers

    CAS number
    13925-07-0

    Molecular formula
    C8H12N2

    SMILES
    CCC1=NC=C(N=C1C)C

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1086.0
    • Carbowax: 1454.0

  • Odor profile

    Fragrance
    Nutty 81.6%
    Roasted 77.97%
    Cocoa 67.42%
    Hazelnut 65.37%
    Earthy 63.87%
    Musty 59.94%
    Burnt 58.15%
    Coffee 57.78%
    Chocolate 56.29%
    Potato 53.19%

     

    Flavor
    Nutty 65.74%
    Roasted 61.56%
    Potato 55.13%
    Earthy 53.86%
    Cocoa 52.54%
    Coffee 51.23%
    Roast 49.94%
    Musty 48.54%
    Hazelnut 48.49%
    Meaty 46.01%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    4.31 (weak acid)

    Molecular weight
    136.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point

    • 180.00 to 182.00 °C. @ 760.00 mm Hg

    Flash point

    • 68.03 ˚C est.

    Solubility expt.

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

  • Synonyms

    • 2-ETHYL-3,5-DIMETHYLPYRAZINE
    • 13925-07-0
    • 3,5-Dimethyl-2-ethylpyrazine
    • Pyrazine, 2-ethyl-3,5-dimethyl-
    • 27043-05-6
    • 3-Ethyl-2,6-dimethylpyrazine
    • 2,6-Dimethyl-3-ethylpyrazine
    • 55031-15-7
    • FEMA 3150
    • 2-Ethyl-3,5-dimethyl pyrazine
    • 2-Ethyl-3,5(6)-dimethylpyrazine
    • Pyrazine, 2,6-dimethyl-3-ethyl-
    • 3,5-cocoa pyrazine
    • FEMA No. 3149
    • Pyrazine, 3,5-dimethyl-2-ethyl-
    • EINECS 237-694-1
    • UNII-R182EY5L8C
    • BRN 0636984
    • R182EY5L8C
    • Pyrazine, 3-ethyl-2,6-dimethyl
    • 2-Ethyl-3,5(6)-dimethyl-pyrazine
    • 2,6-Dimethyl-3-ethyl-Pyrazine
    • 3,5-Dimethyl-2-ethyl-Pyrazine
    • DTXSID7065679
    • FEMA NO. 3150
    • 5-23-05-00440 (Beilstein Handbook Reference)
    • ETHYL-2,6-DIMETHYLPYRAZINE, 3-
    • 3-ETHYL-2,6-DIMETHYLPYRAZINE [FHFI]
    • 2-Ethyl-3,5-dimethylpyrazine (contains 2-Ethyl-3,6-dimethylpyrazine)
    • 2-Ethyl-3,5(or 3,6)-dimethylpyrazine
    • MFCD29918847
    • starbld0003492
    • MLS000517293
    • SCHEMBL108874
    • CHEMBL328856
    • DTXCID5034515
    • CHEBI:193645
    • 2-Ethyl-3(5or6)-dimethylpyrazine
    • MFCD00047392
    • AKOS015899029
    • FE30669
    • AS-50065
    • FE165938
    • SMR000127410
    • DB-003267
    • DB-047143
    • CS-0018028
    • E1424
    • NS00012399
    • O10767
    • 2-ethyl-3,5(6)-dimethyl-pyrazine, AldrichCPR
    • Q27287651
    • 237-694-1

  • Applications

    2-Ethyl-3,5-dimethylpyrazine (CAS 13925-07-0) is primarily used as an aroma/fragrance ingredient in multiple industrial sectors, notably in perfumery/fragrance and flavor to create or enhance roasted, nutty, cocoa-like notes. It is also commonly employed in cosmetics and personal care formulations to impart fragrance, and may appear in household products and cleaning agents to improve scent. In industrial manufacturing contexts, it can serve as an intermediate in chemical synthesis or in aroma-chemistry formulation development during research and development.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 655.48
    methanol 989.61
    isopropanol 381.16
    water 7.31
    ethyl acetate 408.5
    n-propanol 544.88
    acetone 386.24
    n-butanol 503.07
    acetonitrile 492.55
    DMF 531.69
    toluene 384.88
    isobutanol 404.7
    1,4-dioxane 745.16
    methyl acetate 352.85
    THF 983.07
    2-butanone 419.39
    n-pentanol 412.24
    sec-butanol 429.04
    n-hexane 231.41
    ethylene glycol 126.68
    NMP 696.31
    cyclohexane 305.31
    DMSO 468.81
    n-butyl acetate 563.29
    n-octanol 271.82
    chloroform 2017.84
    n-propyl acetate 287.77
    acetic acid 455.14
    dichloromethane 2219.03
    cyclohexanone 729.17
    propylene glycol 125.26
    isopropyl acetate 235.85
    DMAc 469.98
    2-ethoxyethanol 382.87
    isopentanol 368.67
    n-heptane 211.57
    ethyl formate 432.86
    1,2-dichloroethane 897.71
    n-hexanol 535.88
    2-methoxyethanol 523.24
    isobutyl acetate 208.72
    tetrachloromethane 580.71
    n-pentyl acetate 327.86
    transcutol 696.58
    n-heptanol 260.43
    ethylbenzene 253.61
    MIBK 223.27
    2-propoxyethanol 554.46
    tert-butanol 339.23
    MTBE 377.2
    2-butoxyethanol 317.58
    propionic acid 338.73
    o-xylene 267.75
    formic acid 234.59
    diethyl ether 567.47
    m-xylene 259.7
    p-xylene 352.87
    chlorobenzene 600.06
    dimethyl carbonate 155.02
    n-octane 86.67
    formamide 226.33
    cyclopentanone 709.13
    2-pentanone 360.29
    anisole 327.59
    cyclopentyl methyl ether 539.48
    gamma-butyrolactone 800.01
    1-methoxy-2-propanol 312.36
    pyridine 694.48
    3-pentanone 350.47
    furfural 751.7
    n-dodecane 61.64
    diethylene glycol 308.17
    diisopropyl ether 167.29
    tert-amyl alcohol 377.31
    acetylacetone 292.13
    n-hexadecane 68.28
    acetophenone 294.91
    methyl propionate 317.93
    isopentyl acetate 421.78
    trichloroethylene 1433.74
    n-nonanol 220.5
    cyclohexanol 439.75
    benzyl alcohol 289.55
    2-ethylhexanol 362.99
    isooctanol 194.49
    dipropyl ether 437.2
    1,2-dichlorobenzene 569.07
    ethyl lactate 138.47
    propylene carbonate 476.67
    n-methylformamide 375.9
    2-pentanol 303.59
    n-pentane 193.73
    1-propoxy-2-propanol 364.81
    1-methoxy-2-propyl acetate 308.84
    2-(2-methoxypropoxy) propanol 235.36
    mesitylene 174.66
    ε-caprolactone 569.85
    p-cymene 237.77
    epichlorohydrin 876.84
    1,1,1-trichloroethane 876.83
    2-aminoethanol 242.35
    morpholine-4-carbaldehyde 548.32
    sulfolane 763.03
    2,2,4-trimethylpentane 93.71
    2-methyltetrahydrofuran 817.09
    n-hexyl acetate 417.71
    isooctane 59.8
    2-(2-butoxyethoxy)ethanol 303.84
    sec-butyl acetate 192.0
    tert-butyl acetate 217.11
    decalin 129.51
    glycerin 143.56
    diglyme 565.56
    acrylic acid 282.96
    isopropyl myristate 170.69
    n-butyric acid 524.4
    acetyl acetate 255.64
    di(2-ethylhexyl) phthalate 168.56
    ethyl propionate 266.39
    nitromethane 488.39
    1,2-diethoxyethane 466.1
    benzonitrile 506.69
    trioctyl phosphate 134.29
    1-bromopropane 744.16
    gamma-valerolactone 735.73
    n-decanol 165.76
    triethyl phosphate 182.64
    4-methyl-2-pentanol 165.0
    propionitrile 515.87
    vinylene carbonate 514.76
    1,1,2-trichlorotrifluoroethane 488.92
    DMS 260.27
    cumene 199.8
    2-octanol 197.32
    2-hexanone 314.77
    octyl acetate 219.84
    limonene 327.81
    1,2-dimethoxyethane 638.78
    ethyl orthosilicate 182.89
    tributyl phosphate 173.4
    diacetone alcohol 196.8
    N,N-dimethylaniline 260.45
    acrylonitrile 503.42
    aniline 361.95
    1,3-propanediol 326.9
    bromobenzene 710.55
    dibromomethane 1491.1
    1,1,2,2-tetrachloroethane 1075.38
    2-methyl-cyclohexyl acetate 284.21
    tetrabutyl urea 201.19
    diisobutyl methanol 169.59
    2-phenylethanol 349.35
    styrene 305.35
    dioctyl adipate 213.18
    dimethyl sulfate 199.85
    ethyl butyrate 371.82
    methyl lactate 134.58
    butyl lactate 204.03
    diethyl carbonate 265.28
    propanediol butyl ether 226.73
    triethyl orthoformate 263.38
    p-tert-butyltoluene 199.53
    methyl 4-tert-butylbenzoate 251.58
    morpholine 688.74
    tert-butylamine 300.16
    n-dodecanol 133.33
    dimethoxymethane 438.68
    ethylene carbonate 427.59
    cyrene 225.57
    2-ethoxyethyl acetate 329.16
    2-ethylhexyl acetate 380.82
    1,2,4-trichlorobenzene 569.4
    4-methylpyridine 686.72
    dibutyl ether 382.99
    2,6-dimethyl-4-heptanol 169.59
    DEF 460.73
    dimethyl isosorbide 417.94
    tetrachloroethylene 892.21
    eugenol 247.4
    triacetin 266.92
    span 80 233.9
    1,4-butanediol 192.01
    1,1-dichloroethane 830.34
    2-methyl-1-pentanol 365.3
    methyl formate 353.81
    2-methyl-1-butanol 411.61
    n-decane 100.35
    butyronitrile 621.58
    3,7-dimethyl-1-octanol 231.06
    1-chlorooctane 266.61
    1-chlorotetradecane 117.12
    n-nonane 115.07
    undecane 74.29
    tert-butylcyclohexane 119.44
    cyclooctane 120.31
    cyclopentanol 476.55
    tetrahydropyran 823.32
    tert-amyl methyl ether 328.54
    2,5,8-trioxanonane 368.2
    1-hexene 432.43
    2-isopropoxyethanol 252.07
    2,2,2-trifluoroethanol 169.64
    methyl butyrate 358.38

    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
Jasmine, Picked Flower Headspace 8022-96-6 Jasminum officinale var. grandiflorum L., fam. Oleaceae 0.5%
Orris butter 8002-73-1 Iris florentina L., fam. Iridaceae 0.01%
Carob bean powder 2a raw 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.2%
Carob bean powder 2b roasted 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.01%