2-Acetylpyrrole

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    1072-83-9

    Molecular formula
    C6H7NO

    SMILES
    CC(=O)C1=CC=CN1

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1060.0
    • Carbowax: 1935.0

  • Odor profile

    Nutty 80.34%
    Roasted 67.18%
    Popcorn 61.52%
    Burnt 49.68%
    Musty 47.04%
    Hazelnut 45.81%
    Caramellic 42.85%
    Coffee 42.74%
    Almond 36.55%
    Earthy 35.22%

    Scent© AI

  • Properties

    XLogP3-AA
    0.9

    Molecular weight
    109.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 90 °C

    Boiling point

    • 220.00 °C. @ 760.00 mm Hg

    Flash point est.
    113.78 ˚C

    Solubility expt.

    • Soluble in water and ether
    • Soluble (in ethanol)

  • Synonyms

    • 2-ACETYLPYRROLE
    • 1072-83-9
    • 1-(1H-Pyrrol-2-yl)ethanone
    • 2-acetyl pyrrole
    • 1-(1H-Pyrrol-2-yl)ethan-1-one
    • 2-Pyrrolylethanone
    • Methyl pyrrol-2-yl ketone
    • 2-Acetyl-1H-pyrrole
    • Ethanone, 1-(1H-pyrrol-2-yl)-
    • Ketone, methyl pyrrol-2-yl
    • 2-Pyrrolyl methyl ketone
    • Methyl 2-pyrrolyl ketone
    • 1-(1h-pyrrol-2-yl)-ethanone
    • 1-(2-Pyrrolyl)-1-ethanone
    • PYRROLE-B-METHYL KETONE
    • FEMA No. 3202
    • 1-(1H-pyrrole-2-yl)-ethanone
    • 1-(1H-pyrrol-2-yl)1-ethanone
    • Pyrrole-alpha-methyl ketone
    • CCRIS 6778
    • CHEBI:59981
    • EINECS 214-016-2
    • MFCD00005220
    • NSC 42861
    • Pyrrole, 2-acetyl
    • BRN 0001882
    • 9K28W7PM6N
    • DTXSID0047084
    • Methyl 2-pyrryl ketone
    • 1H-Pyrrole, 2-acetyl
    • NSC-42861
    • 2-ACETYLPYRROLE [FCC]
    • DTXCID8027084
    • 5-21-07-00204 (Beilstein Handbook Reference)
    • METHYL 2-PYRROLYL KETONE [FHFI]
    • UNII-9K28W7PM6N
    • 2-Acetopyrrole
    • 2-acetyl-pyrrole
    • Pseudoacetylpyrrole
    • methyl pyrrolyl ketone
    • 2-Acetyl-1H-indole
    • Spectrum2_001956
    • Spectrum3_001993
    • Pyrryl-alpha-methyl ketone
    • Epitope ID:136036
    • BSPBio_003593
    • SPECTRUM240422
    • Pyrrole-.alpha.-methyl ketone
    • SCHEMBL150349
    • SPBio_002051
    • SCHEMBL8153085
    • CHEMBL1414126
    • FEMA 3202
    • KBio3_003031
    • 1-(1H-Pyrrol-2-yl)ethanone #
    • NSC42861
    • 2-Acetylpyrrole, analytical standard
    • Ethanone, 1-(1H-pyrrole-2-yl)-
    • Tox21_300952
    • BBL010104
    • CCG-39485
    • STK801458
    • 1-(1H-Pyrrol-2-yl)ethanone, 9CI
    • AKOS000120308
    • BS-3734
    • CS-W013672
    • HY-W012956
    • SB63880
    • SDCCGMLS-0066967.P001
    • 2-Acetylpyrrole, ReagentPlus(R), 99%
    • Methyl 2-pyrrolyl ketone, >=98%, FG
    • NCGC00095914-01
    • NCGC00095914-02
    • NCGC00095914-03
    • NCGC00254854-01
    • PD002086
    • SY011279
    • CAS-1072-83-9
    • 1-(1H-pyrrol-2-yl)ethanone (acetylpyrrole)
    • A0894
    • NS00020922
    • EN300-17239
    • F14878
    • 2-Acetylpyrrole, Vetec(TM) reagent grade, 98%
    • AI-942/25034253
    • SR-05000002372
    • SR-05000002372-1
    • Q27127005
    • Z56899162
    • F8889-9291
    • 214-016-2

  • Applications

    Methyl 2-pyrrolyl ketone (CAS 1072-83-9) is an aromatic heterocycle with a distinctive roasted-caramel scent that is used as a flavour additive to recreate toasted bread, roasted meat and coffee notes, and as a versatile precursor in the synthesis of pyrrole-based pharmaceuticals (anti-inflammatory, antifungal, neuroactive), an intermediate for agrochemicals, dyes and plant growth regulators, a ligand or initiator in transition-metal-catalysed coupling and photopolymerisation processes, as well as a spectroscopic probe, isotopic label and model compound for redox-mechanism studies, making it valuable to the flavour, pharmaceutical, agrochemical industries and academic research.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 370.43
    methanol 746.67
    isopropanol 234.69
    water 92.79
    ethyl acetate 70.33
    n-propanol 249.17
    acetone 169.52
    n-butanol 215.9
    acetonitrile 137.38
    DMF 439.9
    toluene 27.97
    isobutanol 202.52
    1,4-dioxane 168.05
    methyl acetate 96.13
    THF 277.46
    2-butanone 128.94
    n-pentanol 186.29
    sec-butanol 179.97
    n-hexane 12.37
    ethylene glycol 167.2
    NMP 292.82
    cyclohexane 5.74
    DMSO 336.24
    n-butyl acetate 48.27
    n-octanol 48.71
    chloroform 173.31
    n-propyl acetate 49.05
    acetic acid 304.75
    dichloromethane 189.22
    cyclohexanone 128.61
    propylene glycol 129.6
    isopropyl acetate 42.21
    DMAc 304.72
    2-ethoxyethanol 274.98
    isopentanol 175.09
    n-heptane 7.53
    ethyl formate 89.89
    1,2-dichloroethane 93.68
    n-hexanol 92.03
    2-methoxyethanol 390.77
    isobutyl acetate 36.96
    tetrachloromethane 25.25
    n-pentyl acetate 42.62
    transcutol 462.61
    n-heptanol 47.06
    ethylbenzene 15.92
    MIBK 69.93
    2-propoxyethanol 169.97
    tert-butanol 202.03
    MTBE 104.99
    2-butoxyethanol 94.98
    propionic acid 140.07
    o-xylene 24.46
    formic acid 353.15
    diethyl ether 104.08
    m-xylene 25.37
    p-xylene 25.46
    chlorobenzene 47.53
    dimethyl carbonate 38.12
    n-octane 3.68
    formamide 330.71
    cyclopentanone 181.71
    2-pentanone 98.06
    anisole 60.22
    cyclopentyl methyl ether 100.03
    gamma-butyrolactone 195.93
    1-methoxy-2-propanol 210.84
    pyridine 106.88
    3-pentanone 71.17
    furfural 205.04
    n-dodecane 3.41
    diethylene glycol 181.15
    diisopropyl ether 25.13
    tert-amyl alcohol 169.08
    acetylacetone 81.32
    n-hexadecane 3.63
    acetophenone 55.63
    methyl propionate 73.23
    isopentyl acetate 47.69
    trichloroethylene 159.26
    n-nonanol 42.87
    cyclohexanol 95.92
    benzyl alcohol 76.78
    2-ethylhexanol 44.87
    isooctanol 40.41
    dipropyl ether 41.83
    1,2-dichlorobenzene 44.2
    ethyl lactate 43.04
    propylene carbonate 86.87
    n-methylformamide 239.8
    2-pentanol 122.79
    n-pentane 13.19
    1-propoxy-2-propanol 95.65
    1-methoxy-2-propyl acetate 56.89
    2-(2-methoxypropoxy) propanol 92.22
    mesitylene 15.9
    ε-caprolactone 106.93
    p-cymene 14.99
    epichlorohydrin 206.56
    1,1,1-trichloroethane 64.99
    2-aminoethanol 261.39
    morpholine-4-carbaldehyde 255.0
    sulfolane 208.78
    2,2,4-trimethylpentane 8.68
    2-methyltetrahydrofuran 173.74
    n-hexyl acetate 60.44
    isooctane 6.03
    2-(2-butoxyethoxy)ethanol 132.66
    sec-butyl acetate 36.15
    tert-butyl acetate 51.92
    decalin 5.88
    glycerin 191.9
    diglyme 197.23
    acrylic acid 135.96
    isopropyl myristate 25.79
    n-butyric acid 139.86
    acetyl acetate 37.66
    di(2-ethylhexyl) phthalate 32.42
    ethyl propionate 41.25
    nitromethane 277.92
    1,2-diethoxyethane 97.2
    benzonitrile 70.34
    trioctyl phosphate 23.13
    1-bromopropane 64.39
    gamma-valerolactone 222.24
    n-decanol 31.79
    triethyl phosphate 26.82
    4-methyl-2-pentanol 68.21
    propionitrile 112.09
    vinylene carbonate 85.43
    1,1,2-trichlorotrifluoroethane 144.05
    DMS 48.74
    cumene 16.68
    2-octanol 33.03
    2-hexanone 73.61
    octyl acetate 32.68
    limonene 22.32
    1,2-dimethoxyethane 221.8
    ethyl orthosilicate 27.26
    tributyl phosphate 30.15
    diacetone alcohol 90.55
    N,N-dimethylaniline 50.26
    acrylonitrile 119.36
    aniline 72.58
    1,3-propanediol 263.4
    bromobenzene 33.97
    dibromomethane 106.59
    1,1,2,2-tetrachloroethane 112.71
    2-methyl-cyclohexyl acetate 38.2
    tetrabutyl urea 40.74
    diisobutyl methanol 27.22
    2-phenylethanol 53.47
    styrene 20.94
    dioctyl adipate 36.57
    dimethyl sulfate 70.35
    ethyl butyrate 39.13
    methyl lactate 61.25
    butyl lactate 44.23
    diethyl carbonate 29.53
    propanediol butyl ether 98.38
    triethyl orthoformate 33.64
    p-tert-butyltoluene 14.29
    methyl 4-tert-butylbenzoate 56.14
    morpholine 212.36
    tert-butylamine 127.76
    n-dodecanol 24.36
    dimethoxymethane 183.43
    ethylene carbonate 64.86
    cyrene 94.15
    2-ethoxyethyl acetate 63.72
    2-ethylhexyl acetate 36.08
    1,2,4-trichlorobenzene 54.07
    4-methylpyridine 109.78
    dibutyl ether 43.46
    2,6-dimethyl-4-heptanol 27.22
    DEF 120.12
    dimethyl isosorbide 114.73
    tetrachloroethylene 81.46
    eugenol 68.23
    triacetin 60.1
    span 80 71.11
    1,4-butanediol 156.15
    1,1-dichloroethane 96.03
    2-methyl-1-pentanol 146.53
    methyl formate 159.44
    2-methyl-1-butanol 174.18
    n-decane 5.42
    butyronitrile 124.93
    3,7-dimethyl-1-octanol 47.55
    1-chlorooctane 20.62
    1-chlorotetradecane 9.16
    n-nonane 5.08
    undecane 4.19
    tert-butylcyclohexane 7.31
    cyclooctane 2.58
    cyclopentanol 143.75
    tetrahydropyran 126.23
    tert-amyl methyl ether 79.93
    2,5,8-trioxanonane 148.54
    1-hexene 42.85
    2-isopropoxyethanol 153.98
    2,2,2-trifluoroethanol 116.03
    methyl butyrate 62.65

    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
Chicory root, roasted 2 68650-43-1 Cichorium intybus L., fam. Asteraceae (Compositae) 10.33%
Chicory root, roasted 1a 68650-43-1 Cichorium intybus L., fam. Asteraceae (Compositae) 0.1%
Carob bean powder 2a raw 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.1%
Carob bean powder 2b roasted 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 1.1%