5-Methyl-2-formylpyrrole

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    1192-79-6

    Molecular formula
    C6H7NO

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Roasted 50.77%
    Nutty 47.25%
    Burnt 44.21%
    Spicy 38.53%
    Almond 33.31%
    Coffee 32.74%
    Musty 31.6%
    Popcorn 30.29%
    Bitter 29.04%
    Hazelnut 27.75%

    Scent© AI

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    6.31 (neutral)

    Molecular weight
    109.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    259°C

    Flash point est.
    112.56 ˚C

  • Synonyms

    • 5-Methyl-1H-pyrrole-2-carbaldehyde
    • 1192-79-6
    • 5-METHYLPYRROLE-2-CARBALDEHYDE
    • 1H-Pyrrole-2-carboxaldehyde, 5-methyl-
    • 5-METHYL-2-FORMYLPYRROLE
    • MFCD08236773
    • 2-formyl-5-methylpyrrole
    • C6H7NO
    • SP16VW48RI
    • NSC-81349
    • DTXSID50152341
    • NSC 81349
    • 5-METHYL-1H-PYRROLE-2-CARBOXALDEHYDE
    • UNII-SP16VW48RI
    • NSC81349
    • 5-Methyl-2-pyrrolaldehyde
    • SCHEMBL2818048
    • DTXCID1074832
    • 5-Methylpyrrole-2-carboxaldehyde
    • Pyrrole-2-carboxaldehyde, 5-methyl
    • BBL011859
    • CCG-40438
    • STL163414
    • AKOS000111984
    • 5-Methyl-1H-pyrrole-2-carbaldehyde #
    • AB43978
    • DS-17222
    • SY016074
    • DB-061547
    • CS-0038064
    • EN300-120127
    • 5-methyl-1H-pyrrole-2-carbaldehyde, AldrichCPR
    • Q27289321
    • Z1198176668
    • 822-709-1

  • Applications

    5-Methyl-2-formylpyrrole (CAS 1192-79-6) is a reactive aldehyde-bearing heterocyclic building block used broadly as a synthesis intermediate in pharmaceuticals and agrochemicals; to form imines/oximes/hydrazones, perform Wittig/Horner–Wadsworth–Emmons/Knoevenagel reactions to extend conjugation, undergo organometallic additions (Grignard, organolithium), be reduced to the alcohol or oxidized to the acid for amide coupling; as a precursor to dipyrromethanes, dipyrrins and BODIPY/porphyrinoid dyes for sensors, imaging and photonic materials; to generate Schiff-base ligands and metal complexes for catalysis; to build pyrrole-containing oligomers/polymers for conductive materials, hole-transport layers and OLEDs; in bioconjugation via oxime/hydrazone linkages that are pH-labile; in flavor science as a Maillard reaction product naturally occurring in roasted coffee/cocoa/grains that contributes roasted–nutty–bready notes and is used as an analytical standard, a marker of thermal processing, and occasionally a trace-level flavor ingredient where permitted; and as a convenient starting point for C–H functionalization on the pyrrole ring (3/4 positions) to generate functional heteroaryl libraries for materials and medicinal chemistry research.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 87.37
    methanol 140.66
    isopropanol 56.93
    water 26.33
    ethyl acetate 44.38
    n-propanol 69.17
    acetone 72.23
    n-butanol 49.89
    acetonitrile 40.8
    DMF 265.34
    toluene 9.19
    isobutanol 47.08
    1,4-dioxane 77.18
    methyl acetate 58.14
    THF 72.95
    2-butanone 49.08
    n-pentanol 37.71
    sec-butanol 43.71
    n-hexane 0.97
    ethylene glycol 85.63
    NMP 119.73
    cyclohexane 0.66
    DMSO 177.15
    n-butyl acetate 25.8
    n-octanol 21.07
    chloroform 37.06
    n-propyl acetate 19.67
    acetic acid 67.85
    dichloromethane 32.37
    cyclohexanone 43.14
    propylene glycol 70.28
    isopropyl acetate 20.49
    DMAc 188.04
    2-ethoxyethanol 86.59
    isopentanol 45.53
    n-heptane 1.57
    ethyl formate 35.04
    1,2-dichloroethane 21.66
    n-hexanol 43.31
    2-methoxyethanol 152.68
    isobutyl acetate 15.92
    tetrachloromethane 6.89
    n-pentyl acetate 15.95
    transcutol 180.21
    n-heptanol 20.62
    ethylbenzene 6.85
    MIBK 25.62
    2-propoxyethanol 89.33
    tert-butanol 66.84
    MTBE 25.98
    2-butoxyethanol 46.43
    propionic acid 62.86
    o-xylene 10.18
    formic acid 89.2
    diethyl ether 21.59
    m-xylene 11.19
    p-xylene 9.47
    chlorobenzene 15.36
    dimethyl carbonate 27.41
    n-octane 0.84
    formamide 86.58
    cyclopentanone 58.6
    2-pentanone 36.55
    anisole 26.29
    cyclopentyl methyl ether 26.81
    gamma-butyrolactone 68.36
    1-methoxy-2-propanol 96.05
    pyridine 36.43
    3-pentanone 25.26
    furfural 80.52
    n-dodecane 1.08
    diethylene glycol 109.86
    diisopropyl ether 6.6
    tert-amyl alcohol 46.35
    acetylacetone 44.87
    n-hexadecane 1.16
    acetophenone 27.42
    methyl propionate 46.02
    isopentyl acetate 24.67
    trichloroethylene 44.86
    n-nonanol 18.43
    cyclohexanol 25.46
    benzyl alcohol 30.51
    2-ethylhexanol 21.71
    isooctanol 17.11
    dipropyl ether 15.04
    1,2-dichlorobenzene 16.81
    ethyl lactate 26.15
    propylene carbonate 39.48
    n-methylformamide 111.53
    2-pentanol 28.31
    n-pentane 0.9
    1-propoxy-2-propanol 54.91
    1-methoxy-2-propyl acetate 36.25
    2-(2-methoxypropoxy) propanol 53.96
    mesitylene 7.04
    ε-caprolactone 39.74
    p-cymene 8.22
    epichlorohydrin 67.01
    1,1,1-trichloroethane 20.72
    2-aminoethanol 105.47
    morpholine-4-carbaldehyde 112.29
    sulfolane 81.41
    2,2,4-trimethylpentane 1.49
    2-methyltetrahydrofuran 44.45
    n-hexyl acetate 24.45
    isooctane 1.32
    2-(2-butoxyethoxy)ethanol 66.37
    sec-butyl acetate 15.09
    tert-butyl acetate 24.17
    decalin 1.4
    glycerin 108.06
    diglyme 106.07
    acrylic acid 62.23
    isopropyl myristate 11.43
    n-butyric acid 52.11
    acetyl acetate 21.62
    di(2-ethylhexyl) phthalate 17.62
    ethyl propionate 20.84
    nitromethane 112.87
    1,2-diethoxyethane 35.68
    benzonitrile 24.99
    trioctyl phosphate 12.49
    1-bromopropane 11.4
    gamma-valerolactone 90.12
    n-decanol 13.83
    triethyl phosphate 14.9
    4-methyl-2-pentanol 21.12
    propionitrile 34.86
    vinylene carbonate 41.14
    1,1,2-trichlorotrifluoroethane 73.1
    DMS 25.85
    cumene 7.24
    2-octanol 13.41
    2-hexanone 22.37
    octyl acetate 15.43
    limonene 10.57
    1,2-dimethoxyethane 84.22
    ethyl orthosilicate 14.37
    tributyl phosphate 14.68
    diacetone alcohol 47.01
    N,N-dimethylaniline 22.02
    acrylonitrile 48.51
    aniline 24.58
    1,3-propanediol 88.63
    bromobenzene 11.46
    dibromomethane 17.78
    1,1,2,2-tetrachloroethane 36.28
    2-methyl-cyclohexyl acetate 19.24
    tetrabutyl urea 20.9
    diisobutyl methanol 13.7
    2-phenylethanol 30.4
    styrene 7.45
    dioctyl adipate 17.84
    dimethyl sulfate 49.68
    ethyl butyrate 19.74
    methyl lactate 43.64
    butyl lactate 22.74
    diethyl carbonate 16.82
    propanediol butyl ether 49.66
    triethyl orthoformate 17.35
    p-tert-butyltoluene 7.99
    methyl 4-tert-butylbenzoate 30.36
    morpholine 80.49
    tert-butylamine 30.37
    n-dodecanol 10.79
    dimethoxymethane 84.35
    ethylene carbonate 29.93
    cyrene 47.47
    2-ethoxyethyl acetate 27.86
    2-ethylhexyl acetate 18.12
    1,2,4-trichlorobenzene 21.8
    4-methylpyridine 37.88
    dibutyl ether 12.94
    2,6-dimethyl-4-heptanol 13.7
    DEF 50.13
    dimethyl isosorbide 63.95
    tetrachloroethylene 24.58
    eugenol 37.69
    triacetin 27.17
    span 80 36.96
    1,4-butanediol 52.28
    1,1-dichloroethane 23.74
    2-methyl-1-pentanol 34.98
    methyl formate 78.19
    2-methyl-1-butanol 41.52
    n-decane 1.47
    butyronitrile 28.95
    3,7-dimethyl-1-octanol 21.02
    1-chlorooctane 7.04
    1-chlorotetradecane 3.44
    n-nonane 1.25
    undecane 1.23
    tert-butylcyclohexane 1.83
    cyclooctane 0.4
    cyclopentanol 34.29
    tetrahydropyran 32.3
    tert-amyl methyl ether 21.07
    2,5,8-trioxanonane 82.28
    1-hexene 4.97
    2-isopropoxyethanol 54.14
    2,2,2-trifluoroethanol 43.69
    methyl butyrate 27.38

    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
Tamarind 1 dried fruit Tamarindus indica L., fam. Leguminosae 0.12%