2-Isopropyl-3-methoxypyrazine

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    25773-40-4

    Molecular formula
    C8H12N2O

    SMILES
    CC(C)C1=NC=CN=C1OC

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1095.5
    • Carbowax: 1434.0

  • Odor profile

    Green 89.45%
    Earthy 74.15%
    Nutty 70.43%
    Vegetable 64.14%
    Roasted 49.64%
    Potato 47.27%
    Musty 44.57%
    Cocoa 40.52%
    Woody 37.55%
    Leafy 36.01%

    Scent© AI

  • Properties

    XLogP3-AA
    2.0

    Molecular weight
    152.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point

    • 120.00 to 125.00 °C. @ 20.00 mm Hg

    Flash point est.
    91.35 ˚C

  • Synonyms

    • 2-ISOPROPYL-3-METHOXYPYRAZINE
    • 25773-40-4
    • 2-Methoxy-3-isopropylpyrazine
    • 2-methoxy-3-propan-2-ylpyrazine
    • 3-isopropyl-2-methoxypyrazine
    • Pyrazine, 2-methoxy-3-(1-methylethyl)-
    • 1FL7L111A6
    • 2-methoxy-3-(propan-2-yl)pyrazine
    • 2-methoxy-3-(1-methylethyl)pyrazine
    • bean pyrazine
    • Pyrazine, methoxy(1-methylethyl)-
    • UNII-1FL7L111A6
    • EINECS 247-256-1
    • MFCD00006135
    • Isopropylmethoxypyrazine
    • Isopropyl methylpyrazine
    • 1qy2
    • Isopropyl methoxy pyrazine
    • UNII-C90S36R5GY
    • CHEMBL96852
    • SCHEMBL111252
    • FEMA No. 3358
    • C90S36R5GY
    • DTXSID4067147
    • BDBM12030
    • NTOPKICPEQUPPH-UHFFFAOYSA-
    • 2-methoxy-3-propan-2-yl-pyrazine
    • EINECS 299-837-4
    • GS2586
    • 2-Isopropyl-3-methoxypyrazine, 97%
    • 3-METHOXY-2-ISOPROPYLPYRAZINE
    • AKOS015851854
    • CS-W013294
    • DB01760
    • DS-4678
    • FEMA NO. 3358, 3-METHOXY-
    • 2-Isopropyl-(3,5 or 6)-methoxypyrazine
    • PD008445
    • PYRAZINE, 2-ISOPROPYL-3-METHOXY-
    • 2-Isopropyl-3-methoxypyrazine, 99%, FG
    • DB-021269
    • I0577
    • NS00012738
    • D70658
    • A818004
    • Q424957
    • 2-Isopropyl-3-methoxypyrazine 100 microg/mL in Methanol
    • InChI=1/C8H12N2O/c1-6(2)7-8(11-3)10-5-4-9-7/h4-6H,1-3H3

  • Applications

    2-Isopropyl-3-methoxypyrazine (IPMP, CAS 25773-40-4) is an extremely potent odorant with characteristic sweet-corn, green-bell-pepper and earthy notes, used widely in the flavor and food industry to create or enhance “green/vegetal” nuances in snacks, beverages and canned goods; in scientific research as a calibration standard for gas-chromatography and as a sensory reference in wine, coffee and beer training panels; in agricultural quality control to detect early microbial or mold contamination responsible for off-flavors; and in ecological studies to investigate insect olfactory orientation and the environmental distribution of pyrazine compounds.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 602.45
    methanol 716.15
    isopropanol 528.42
    water 9.05
    ethyl acetate 933.11
    n-propanol 556.77
    acetone 1418.36
    n-butanol 496.02
    acetonitrile 1172.17
    DMF 1367.72
    toluene 330.03
    isobutanol 465.33
    1,4-dioxane 1192.13
    methyl acetate 961.13
    THF 1500.03
    2-butanone 899.05
    n-pentanol 359.98
    sec-butanol 536.38
    n-hexane 62.01
    ethylene glycol 280.5
    NMP 1135.07
    cyclohexane 124.31
    DMSO 1291.66
    n-butyl acetate 631.88
    n-octanol 236.16
    chloroform 3110.81
    n-propyl acetate 539.98
    acetic acid 1506.53
    dichloromethane 3054.9
    cyclohexanone 1305.14
    propylene glycol 280.95
    isopropyl acetate 460.22
    DMAc 757.21
    2-ethoxyethanol 572.07
    isopentanol 361.23
    n-heptane 51.67
    ethyl formate 881.44
    1,2-dichloroethane 1605.76
    n-hexanol 368.06
    2-methoxyethanol 939.92
    isobutyl acetate 295.47
    tetrachloromethane 563.92
    n-pentyl acetate 388.22
    transcutol 759.48
    n-heptanol 228.22
    ethylbenzene 190.74
    MIBK 346.41
    2-propoxyethanol 559.12
    tert-butanol 563.37
    MTBE 483.97
    2-butoxyethanol 374.83
    propionic acid 903.48
    o-xylene 236.71
    formic acid 555.65
    diethyl ether 554.52
    m-xylene 235.56
    p-xylene 301.1
    chlorobenzene 822.51
    dimethyl carbonate 379.58
    n-octane 31.46
    formamide 666.96
    cyclopentanone 1521.96
    2-pentanone 658.56
    anisole 362.78
    cyclopentyl methyl ether 686.59
    gamma-butyrolactone 2090.01
    1-methoxy-2-propanol 637.19
    pyridine 1084.82
    3-pentanone 541.2
    furfural 1710.32
    n-dodecane 26.63
    diethylene glycol 438.77
    diisopropyl ether 156.82
    tert-amyl alcohol 502.76
    acetylacetone 771.19
    n-hexadecane 31.51
    acetophenone 396.9
    methyl propionate 746.85
    isopentyl acetate 438.9
    trichloroethylene 3299.49
    n-nonanol 189.24
    cyclohexanol 556.72
    benzyl alcohol 375.44
    2-ethylhexanol 231.9
    isooctanol 186.89
    dipropyl ether 262.32
    1,2-dichlorobenzene 733.31
    ethyl lactate 266.71
    propylene carbonate 1167.36
    n-methylformamide 1007.12
    2-pentanol 345.52
    n-pentane 64.77
    1-propoxy-2-propanol 390.07
    1-methoxy-2-propyl acetate 402.4
    2-(2-methoxypropoxy) propanol 225.43
    mesitylene 163.27
    ε-caprolactone 1076.7
    p-cymene 151.14
    epichlorohydrin 1981.96
    1,1,1-trichloroethane 1729.05
    2-aminoethanol 369.3
    morpholine-4-carbaldehyde 1028.33
    sulfolane 2122.78
    2,2,4-trimethylpentane 48.62
    2-methyltetrahydrofuran 1119.56
    n-hexyl acetate 512.32
    isooctane 32.67
    2-(2-butoxyethoxy)ethanol 343.09
    sec-butyl acetate 288.47
    tert-butyl acetate 419.95
    decalin 60.7
    glycerin 379.94
    diglyme 702.64
    acrylic acid 936.87
    isopropyl myristate 150.37
    n-butyric acid 978.63
    acetyl acetate 609.55
    di(2-ethylhexyl) phthalate 159.24
    ethyl propionate 424.01
    nitromethane 2324.0
    1,2-diethoxyethane 394.13
    benzonitrile 669.45
    trioctyl phosphate 144.25
    1-bromopropane 772.53
    gamma-valerolactone 1673.61
    n-decanol 140.41
    triethyl phosphate 169.64
    4-methyl-2-pentanol 169.72
    propionitrile 774.34
    vinylene carbonate 1204.89
    1,1,2-trichlorotrifluoroethane 1257.69
    DMS 404.02
    cumene 139.02
    2-octanol 191.57
    2-hexanone 444.83
    octyl acetate 228.18
    limonene 204.22
    1,2-dimethoxyethane 882.08
    ethyl orthosilicate 155.72
    tributyl phosphate 169.67
    diacetone alcohol 441.68
    N,N-dimethylaniline 230.98
    acrylonitrile 1099.51
    aniline 477.41
    1,3-propanediol 514.11
    bromobenzene 864.0
    dibromomethane 1902.36
    1,1,2,2-tetrachloroethane 2415.19
    2-methyl-cyclohexyl acetate 249.24
    tetrabutyl urea 193.68
    diisobutyl methanol 137.65
    2-phenylethanol 338.26
    styrene 257.53
    dioctyl adipate 211.95
    dimethyl sulfate 615.46
    ethyl butyrate 365.66
    methyl lactate 363.65
    butyl lactate 286.32
    diethyl carbonate 258.06
    propanediol butyl ether 355.78
    triethyl orthoformate 221.48
    p-tert-butyltoluene 146.24
    methyl 4-tert-butylbenzoate 300.02
    morpholine 1157.61
    tert-butylamine 323.7
    n-dodecanol 108.07
    dimethoxymethane 786.35
    ethylene carbonate 949.04
    cyrene 299.27
    2-ethoxyethyl acetate 423.36
    2-ethylhexyl acetate 356.34
    1,2,4-trichlorobenzene 852.61
    4-methylpyridine 917.03
    dibutyl ether 234.45
    2,6-dimethyl-4-heptanol 137.65
    DEF 715.27
    dimethyl isosorbide 428.11
    tetrachloroethylene 1700.39
    eugenol 307.9
    triacetin 355.1
    span 80 240.85
    1,4-butanediol 261.12
    1,1-dichloroethane 1714.9
    2-methyl-1-pentanol 286.14
    methyl formate 1071.2
    2-methyl-1-butanol 401.33
    n-decane 43.82
    butyronitrile 760.14
    3,7-dimethyl-1-octanol 198.06
    1-chlorooctane 190.65
    1-chlorotetradecane 73.51
    n-nonane 45.07
    undecane 33.12
    tert-butylcyclohexane 58.05
    cyclooctane 42.21
    cyclopentanol 714.02
    tetrahydropyran 991.96
    tert-amyl methyl ether 365.36
    2,5,8-trioxanonane 377.18
    1-hexene 210.79
    2-isopropoxyethanol 374.67
    2,2,2-trifluoroethanol 629.76
    methyl butyrate 615.11

    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
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%
Violet odorata flower headspace Viola odorata L., fam. Violaceae 0.01%
Ribes sanguineum flower headspace Ribes sanguineum L., fam. Grossulariaceae 0.01%
Jasmine polyanthum flower headspace Jasminum polyanthum L., fam. Oleaceae 0.01%
Tulip sylvestre Tulipa sylvestris L., fam. Liliaceae 0.01%
Parsley leaf (Germany) 2a 8000-68-8 Petroselinum crispun (Miller) A.W. Hill cv Hamburger Schnitt,fam. Apiaceae 0.01%
Parsley leaf (Germany) 2b 800-68-8 Petroselinum crispun (Miller) A.W. Hill cv Mooskrause, fam. Apiaceae 0.01%
Rocket leaf 1 Eruca sativa L., fam. Brassicaceae 0.01%