2-Isobutyl-3-methoxypyrazine

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    24683-00-9

    Molecular formula
    C9H14N2O

    SMILES
    CC(C)CC1=NC=CN=C1OC

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1182.25
    • Carbowax: 1517.5

  • Odor profile

    Green 86.64%
    Earthy 58.71%
    Vegetable 50.22%
    Nutty 44.05%
    Leafy 39.15%
    Woody 36.99%
    Fruity 30.04%
    Potato 29.09%
    Musty 29.02%
    Roasted 28.67%

    Scent© AI

  • Properties

    XLogP3-AA
    2.6

    Molecular weight
    166.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    259°C

    Flash point est.
    99.59 ˚C

    Solubility expt.

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

  • Synonyms

    • 2-ISOBUTYL-3-METHOXYPYRAZINE
    • 24683-00-9
    • 2-Methoxy-3-(2-methylpropyl)pyrazine
    • 3-Isobutyl-2-methoxypyrazine
    • 2-Methoxy-3-isobutylpyrazine
    • 2-methoxy-3-isobutyl pyrazine
    • Pyrazine, 2-methoxy-3-(2-methylpropyl)-
    • 1dzk
    • FEMA No. 3132
    • Pyrazine, 2-isobutyl-3-methoxy-
    • IBMP
    • DTXSID9051907
    • S327O0T12O
    • EINECS 246-402-1
    • MFCD00006128
    • 3-methoxy-2-isobutylpyrazine
    • DTXCID4030469
    • Pyrazine, 2-isobutyl-3-methoxy
    • Pyrazine, 2-methoxy, 3-isobutyl
    • 2-Methoxy-3-(2-methyl-propyl) pyrazine
    • Pyrazine, 2-(2-methylpropyl)-3-methoxy
    • Pyrazine, 3-methoxy-2-(2-methylpropyl)
    • 2-ISOBUTYL-3-METHOXYPYRAZINE [FHFI]
    • PRZ
    • 2-Isobutyl-3-methoxypyrazine 100 microg/mL in Methanol
    • Galbazine
    • UNII-S327O0T12O
    • 2-Isobutyl-3-methoxy-pyrazine
    • 2nnd
    • 1qy1
    • 2-Methoxy-3isobutylpyrazine
    • CHEMBL97355
    • SCHEMBL113424
    • BDBM12031
    • FEMA 3132
    • UXFSPRAGHGMRSQ-UHFFFAOYSA-
    • MSK2928
    • CHEBI:229442
    • HY-W017141R
    • 2-Isobutyl-3-methoxypyrazine, 8CI
    • Tox21_303996
    • 2-Isobutyl-3-methoxypyrazine, 99%
    • AKOS015837530
    • CS-W017857
    • DB04512
    • DS-4663
    • FI63381
    • HY-W017141
    • 2-methoxy-3-(2-methylpropyl)-pyrazine
    • 2-Isobutyl-3-methoxypyrazine (Standard)
    • NCGC00357216-01
    • PD006042
    • SY015681
    • CAS-24683-00-9
    • DB-021268
    • DB-293209
    • DB-314100
    • 2-Isobutyl-3-methoxypyrazine, >=99%, FG
    • I0331
    • NS00012682
    • 2-Isobutyl-3-methoxypyrazine, analytical standard
    • A817435
    • Q15633924
    • InChI=1/C9H14N2O/c1-7(2)6-8-9(12-3)11-5-4-10-8/h4-5,7H,6H2,1-3H3
    • 246-402-1

  • Applications

    2-Isobutyl-3-methoxypyrazine (IBMP) is a naturally occurring aroma compound famous for its distinctive “green, bell-pepper” note, and is widely applied in the flavor and fragrance industries to fine-tune the sensory profile of wines, roasted coffee, tea, chocolate, and processed vegetables; in agricultural quality research it serves as a marker for ripeness in grapes and bell peppers; in formulated perfumes and scented candles it supplies the desired “green top note”; sensory laboratories, beverage-technology institutes, and electronic-nose manufacturers employ IBMP as a calibration standard to verify sensitivity and reproducibility of aroma-analysis instruments.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 270.69
    methanol 333.96
    isopropanol 159.87
    water 1.03
    ethyl acetate 85.2
    n-propanol 218.71
    acetone 151.2
    n-butanol 178.57
    acetonitrile 117.25
    DMF 321.15
    toluene 93.28
    isobutanol 161.84
    1,4-dioxane 220.49
    methyl acetate 107.62
    THF 329.82
    2-butanone 132.93
    n-pentanol 133.21
    sec-butanol 158.52
    n-hexane 8.39
    ethylene glycol 96.1
    NMP 276.19
    cyclohexane 33.33
    DMSO 279.0
    n-butyl acetate 139.45
    n-octanol 66.88
    chloroform 803.32
    n-propyl acetate 75.09
    acetic acid 381.33
    dichloromethane 723.55
    cyclohexanone 279.54
    propylene glycol 123.97
    isopropyl acetate 47.37
    DMAc 193.15
    2-ethoxyethanol 162.87
    isopentanol 123.28
    n-heptane 14.52
    ethyl formate 180.84
    1,2-dichloroethane 303.8
    n-hexanol 181.22
    2-methoxyethanol 291.39
    isobutyl acetate 56.0
    tetrachloromethane 108.49
    n-pentyl acetate 71.1
    transcutol 231.46
    n-heptanol 81.22
    ethylbenzene 50.68
    MIBK 50.37
    2-propoxyethanol 212.99
    tert-butanol 137.78
    MTBE 72.1
    2-butoxyethanol 123.78
    propionic acid 192.79
    o-xylene 66.06
    formic acid 149.94
    diethyl ether 55.92
    m-xylene 57.32
    p-xylene 73.78
    chlorobenzene 203.98
    dimethyl carbonate 45.94
    n-octane 6.56
    formamide 153.78
    cyclopentanone 268.83
    2-pentanone 85.35
    anisole 86.78
    cyclopentyl methyl ether 109.24
    gamma-butyrolactone 332.2
    1-methoxy-2-propanol 173.58
    pyridine 325.22
    3-pentanone 60.58
    furfural 447.07
    n-dodecane 7.11
    diethylene glycol 174.48
    diisopropyl ether 16.49
    tert-amyl alcohol 128.51
    acetylacetone 85.71
    n-hexadecane 8.01
    acetophenone 102.22
    methyl propionate 83.53
    isopentyl acetate 113.6
    trichloroethylene 703.46
    n-nonanol 57.96
    cyclohexanol 187.41
    benzyl alcohol 139.34
    2-ethylhexanol 98.03
    isooctanol 60.72
    dipropyl ether 57.68
    1,2-dichlorobenzene 188.87
    ethyl lactate 67.17
    propylene carbonate 254.61
    n-methylformamide 216.87
    2-pentanol 83.85
    n-pentane 10.49
    1-propoxy-2-propanol 135.02
    1-methoxy-2-propyl acetate 95.56
    2-(2-methoxypropoxy) propanol 97.39
    mesitylene 34.58
    ε-caprolactone 222.57
    p-cymene 56.79
    epichlorohydrin 386.64
    1,1,1-trichloroethane 258.45
    2-aminoethanol 164.1
    morpholine-4-carbaldehyde 252.43
    sulfolane 378.29
    2,2,4-trimethylpentane 10.45
    2-methyltetrahydrofuran 204.66
    n-hexyl acetate 96.42
    isooctane 5.89
    2-(2-butoxyethoxy)ethanol 129.98
    sec-butyl acetate 43.87
    tert-butyl acetate 50.59
    decalin 15.57
    glycerin 151.26
    diglyme 198.23
    acrylic acid 195.27
    isopropyl myristate 38.07
    n-butyric acid 251.2
    acetyl acetate 65.47
    di(2-ethylhexyl) phthalate 67.81
    ethyl propionate 55.23
    nitromethane 302.52
    1,2-diethoxyethane 73.25
    benzonitrile 211.28
    trioctyl phosphate 47.78
    1-bromopropane 147.07
    gamma-valerolactone 363.48
    n-decanol 45.73
    triethyl phosphate 54.71
    4-methyl-2-pentanol 43.93
    propionitrile 136.36
    vinylene carbonate 275.64
    1,1,2-trichlorotrifluoroethane 341.14
    DMS 73.2
    cumene 41.26
    2-octanol 50.33
    2-hexanone 76.03
    octyl acetate 57.84
    limonene 76.7
    1,2-dimethoxyethane 189.43
    ethyl orthosilicate 49.94
    tributyl phosphate 50.91
    diacetone alcohol 85.53
    N,N-dimethylaniline 66.11
    acrylonitrile 190.68
    aniline 153.94
    1,3-propanediol 197.57
    bromobenzene 201.9
    dibromomethane 455.16
    1,1,2,2-tetrachloroethane 537.7
    2-methyl-cyclohexyl acetate 91.79
    tetrabutyl urea 67.06
    diisobutyl methanol 44.76
    2-phenylethanol 149.56
    styrene 65.79
    dioctyl adipate 70.99
    dimethyl sulfate 77.12
    ethyl butyrate 85.5
    methyl lactate 85.84
    butyl lactate 82.8
    diethyl carbonate 74.36
    propanediol butyl ether 117.96
    triethyl orthoformate 64.83
    p-tert-butyltoluene 48.64
    methyl 4-tert-butylbenzoate 95.16
    morpholine 271.05
    tert-butylamine 83.25
    n-dodecanol 36.86
    dimethoxymethane 125.94
    ethylene carbonate 195.77
    cyrene 122.94
    2-ethoxyethyl acetate 84.15
    2-ethylhexyl acetate 91.25
    1,2,4-trichlorobenzene 221.44
    4-methylpyridine 249.69
    dibutyl ether 45.04
    2,6-dimethyl-4-heptanol 44.76
    DEF 115.13
    dimethyl isosorbide 167.15
    tetrachloroethylene 352.13
    eugenol 110.0
    triacetin 86.15
    span 80 113.0
    1,4-butanediol 106.55
    1,1-dichloroethane 279.3
    2-methyl-1-pentanol 109.9
    methyl formate 184.4
    2-methyl-1-butanol 136.59
    n-decane 9.44
    butyronitrile 169.14
    3,7-dimethyl-1-octanol 59.69
    1-chlorooctane 43.0
    1-chlorotetradecane 20.88
    n-nonane 8.55
    undecane 8.13
    tert-butylcyclohexane 13.64
    cyclooctane 8.77
    cyclopentanol 212.13
    tetrahydropyran 212.59
    tert-amyl methyl ether 59.94
    2,5,8-trioxanonane 151.59
    1-hexene 37.5
    2-isopropoxyethanol 97.65
    2,2,2-trifluoroethanol 112.11
    methyl butyrate 96.89

    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

Botanical

Name CAS Botanical Proportion
Bitter orange leaf (Petitgrain) (Spain) 1 8014-17-3 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.01%
Orris butter 8002-73-1 Iris florentina L., fam. Iridaceae 0.01%
Galbanum 4 9000-24-2 Ferula galbaniflua Boiss. et Buhse, fam. Apiaceae (Umbelliferae) 0.01%
Hyacinth, picked flower headspace 1b Hyacinthus orientalis L., fam. Liliaceae 0.01%
Lily-of-the-valley flower headspace Convallaria majalis L., fam. Liliaceae (Convallariaceae) 0.01%
Jasmine polyanthum flower headspace Jasminum polyanthum L., fam. Oleaceae 0.01%
Tulip sylvestre Tulipa sylvestris L., fam. Liliaceae 0.01%