Category: flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | beige to yellowish crystals (est) |
Assay: | 97.00 to 100.00 %
|
Food Chemicals Codex Listed: | No |
Melting Point: | 87.00 to 93.00 °C. @ 760.00 mm Hg
|
Boiling Point: | 220.00 °C. @ 760.00 mm Hg
|
Vapor Pressure: | 0.110000 mmHg @ 25.00 °C. (est) |
Flash Point: | > 212.00 °F. TCC ( > 100.00 °C. )
|
logP (o/w): | 0.930 |
Soluble in: |
| alcohol | | water, 1.759e+004 mg/L @ 25 °C (est) | | water, 1.76E+04 mg/L @ C (exp) |
Stability: |
| antiperspirant, fair | | concentrated fabric softener, fair | | hypochlorite bleach, fair | | liquid detergent, fair | | perborate powder detergent, good | | soap, good |
Organoleptic Properties:
|
Odor Type: musty |
|
| musty nut skin cherry maraschino cherry coumarinic licorice bready walnut bready |
Odor Description: at 1.00 % in dipropylene glycol. | musty nut skin maraschino cherry coumarinic licorice walnut bready Luebke, William tgsc, (2017) |
|
| musty nutty coumarinic |
Odor Description:
| Musty, nutty-like with a coumarin nuance Mosciano, Gerard P&F 16, No. 2, 49, (1991) |
|
|
Flavor Type: nutty |
|
| sweet fruity musty cherry nutty wasabi mustard tea |
Taste Description:
| sweet fruity musty cherry nutty wasabi mustard tea Luebke, William tgsc, (2017) |
|
| sweet musty nutty tea |
Taste Description: at 10.00 ppm. | Sweet, musty, nutty and tea-like Mosciano, Gerard P&F 16, No. 2, 49, (1991) |
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Odor and/or flavor descriptions from others (if found). |
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Takasago |
2-Acetyl Pyrrole ≥98% as 2-Acetyl-1H-pyrrole |
Odor Description: | Walnut and licorice-like Used in flavors for tobacco and roasted foods. |
Taste Description: | sweet musty nut tea |
|
R C Treatt & Co Ltd |
2-Acetylpyrrole Halal, Kosher |
Odor Description: | Bread, walnut, and important in liquorice |
Taste Description: | nutty Used in flavours for beverages at 3ppm, and desserts at 2ppm, and in processed foods at 20-50ppm. |
|
Moellhausen |
2-ACETYL PYRROLE |
Odor Description: | nut, sweet, licorice |
Taste Description: | sweet, tea |
|
|
Cosmetic Information:
Suppliers:
Advanced Biotech |
2 ACETYL PYRROLE
|
Ambles Nature et Chimie |
2-ACETYL PYRROLE
|
Anhui Haibei |
2-Acetyl Pyrrole
Odor: Musty nutty coumarin licorice walnut bread |
Anhui Suzhou Jinli Aromatic Chemicals |
2-Acetyl Pyrrole
Odor: nut, liquorice, baked bread, fish |
Beijing Lys Chemicals |
2-Acetyl pyrrole
|
BOC Sciences |
For experimental / research use only. |
2-Acetylpyrrole
|
Charkit Chemical |
ACETYLPYRROLE, 2-
|
DeLong Chemicals America |
2-Acetylpyrrole, Kosher
|
EMD Millipore |
For experimental / research use only. |
2-Acetylpyrrole
|
Endeavour Specialty Chemicals |
2-Acetylpyrrole 98% F&F
|
Speciality Chemical Product Groups |
Ernesto Ventós |
2-ACETYL PYRROLE
Odor: NUT, LIQUORICE, TOAST, FISH |
FCI SAS |
2-ACETYL PYRROLE
Odor: Nut, liquorice, fish |
Jiangyin Healthway |
2-Acetyl Pyrrole
|
New functional food ingredients |
Jinan Enlighten Chemical Technology(Wutong Aroma ) |
2-Acetyl pyrrole, Kosherk
|
Kingchem Laboratories |
2 ACETYLPYRROLE (Methyl-2-pyrrolyl ketone)
Odor: nut, licorice, toast, fish |
Lluch Essence |
2-ACETYL PYRROLE
Odor: SWEET, MUSTY, NUT LIKE |
M&U International |
2-ACETYL PYRROLE, Kosher
|
Moellhausen |
2-ACETYL PYRROLE
Odor: nut, sweet, licorice Flavor: sweet, tea |
OQEMA |
2-Acetyl Pyrrole
|
Penta International |
2-ACETYLPYRROLE FCC
|
R C Treatt & Co Ltd |
2-Acetylpyrrole
Halal, Kosher Odor: Bread, walnut, and important in liquorice Flavor: nutty Used in flavours for beverages at 3ppm, and desserts at 2ppm, and in processed foods at 20-50ppm. |
Reincke & Fichtner |
Methyl-2-pyrrolyl Ketone
|
Robinson Brothers |
2-Acetylpyrrole F&F
|
https://www.robinsonbrothers.uk/chemistry-competences |
Sigma-Aldrich |
Methyl 2-pyrrolyl ketone, ≥98%, FG
Odor: walnut |
Certified Food Grade Products |
Soda Aromatic |
2-acetyl Pyrrole
|
Sunaux International |
2-Acetyl Pyrrole
|
Synerzine |
2-Acetyl Pyrrole
FEMA name Methyl 2-Pyrrolyl Ketone,but seldom used |
TCI AMERICA |
For experimental / research use only. |
2-Acetylpyrrole >98.0%(GC)
|
Tengzhou Jitian Aroma Chemiclal |
2-Acetyl Pyrrole
|
Tengzhou Xiang Yuan Aroma Chemicals |
2-Acetyl Pyrrole
|
Tianjin Danjun International |
2-Acetyl pyrrole
|
United International |
2-Acetylpyrrole
|
WholeChem |
2-Acetyl pyrrole
|
Safety Information:
Preferred SDS: View |
European information : |
Most important hazard(s): | Xn - Harmful. |
R 22 - Harmful if swallowed. R 37/38 - Irritating to respiratory system and skin. S 02 - Keep out of the reach of children. S 22 - Do not breath dust. S 24 - Avoid contact with skin. S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
|
|
Hazards identification |
|
Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
|
Pictogram | |
|
Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
Not determined
|
Dermal Toxicity: |
Not determined
|
Inhalation Toxicity: |
Not determined
|
Safety in Use Information:
Category: | flavor and fragrance agents |
RIFM Fragrance Material Safety Assessment: Search |
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice |
Recommendation for 2-acetyl pyrrole usage levels up to: | | 1.0000 % in the fragrance concentrate.
|
|
Maximised Survey-derived Daily Intakes (MSDI-EU): | 3.30 (μg/capita/day) |
Maximised Survey-derived Daily Intakes (MSDI-USA): | 0.20 (μg/capita/day) |
Structure Class: | II |
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). |
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library |
publication number: 4 |
Click here to view publication 4 |
| average usual ppm | average maximum ppm |
baked goods: | - | - |
beverages(nonalcoholic): | - | 50.00000 |
beverages(alcoholic): | - | - |
breakfast cereal: | - | - |
cheese: | - | - |
chewing gum: | - | - |
condiments / relishes: | - | - |
confectionery froastings: | - | - |
egg products: | - | - |
fats / oils: | - | - |
fish products: | - | - |
frozen dairy: | - | 50.00000 |
fruit ices: | - | 50.00000 |
gelatins / puddings: | - | 50.00000 |
granulated sugar: | - | - |
gravies: | - | - |
hard candy: | - | 50.00000 |
imitation dairy: | - | - |
instant coffee / tea: | - | - |
jams / jellies: | - | - |
meat products: | - | - |
milk products: | - | - |
nut products: | - | - |
other grains: | - | - |
poultry: | - | - |
processed fruits: | - | - |
processed vegetables: | - | - |
reconstituted vegetables: | - | - |
seasonings / flavors: | - | - |
snack foods: | - | - |
soft candy: | - | 50.00000 |
soups: | - | - |
sugar substitutes: | - | - |
sweet sauces: | - | - |
Safety References:
European Food Safety Athority(EFSA): | Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies... |
European Food Safety Authority (EFSA) reference(s): |
Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 24 (FGE.24): Pyridine, pyrrole, indole and quinoline derivatives from chemical group 28 (Commission Regulation (EC) No 1565/2000 of 18 July 2000) View page or View pdf |
Pyridine, pyrrole, indole and quinoline derivatives from chemical group 28 Flavouring Group Evaluation 24, Revision 1 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) View page or View pdf |
Flavouring Group Evaluation 77 (FGE77) [1] - Consideration of Pyridine, Pyrrole and Quinoline Derivatives evaluated by JECFA (63rd meeting) structurally related to Pyridine, Pyrrole, Indole and Quinoline Derivatives evaluated by EFSA in FGE.24Rev1 (2008) View page or View pdf |
Statement on List of Representative Substances for Testing.
The current Statement lays down a list of substances in sub-groups with representative substances for which additional data are required prior to their evaluation through the Procedure (Regulation (EC) No 1565/2000). View page or View pdf |
Scientific opinion on Flavouring Group Evaluation 24, Revision 2 (FGE.24Rev2): Pyridine, pyrrole, indole and quinoline derivatives from chemical group 28 View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 77, Revision 2 (FGE.77Rev2): Consideration of Pyridine, Pyrrole and Quinoline Derivatives evaluated by JECFA (63rd meeting) structurally related to Pyridine, Pyrrole, Indole and Quinoline Derivatives evaluated by EFSA in FGE.24Rev2 (2013) View page or View pdf |
Safety and efficacy of pyridine and pyrrole derivatives belonging to chemical group 28 when used as flavourings for all animal species View page or View pdf |
Scientific opinion on flavouring group evaluation 77, revision 3 (FGE.77Rev3): consideration of pyridine, pyrrole and quinoline derivatives evaluated by JECFA (63rd meeting) structurally related to pyridine, pyrrole, indole and quinoline derivatives evaluated by EFSA in FGE.24Rev2 View page or View pdf |
EPI System: | View |
Chemical Carcinogenesis Research Information System: | Search |
AIDS Citations: | Search |
Cancer Citations: | Search |
Toxicology Citations: | Search |
EPA Substance Registry Services (TSCA): | 1072-83-9 |
EPA ACToR: | Toxicology Data |
EPA Substance Registry Services (SRS): | Registry |
Laboratory Chemical Safety Summary : | 14079 |
National Institute of Allergy and Infectious Diseases: | Data |
WGK Germany: | 3 |
| 1-(1H-pyrrol-2-yl)ethanone |
Chemidplus: | 0001072839 |
RTECS: | OB5970000 for cas# 1072-83-9 |
References:
Other Information:
Potential Blenders and core components note
|
For Odor |
bready |
| coffee furanone | FL/FR |
| furfural | FL/FR |
camphoreous |
| butyrophenone | FL/FR |
caramellic |
| maltol | FL/FR |
| shoyu furanone | FL/FR |
| toffee furanone | FL/FR |
| chocolate pyrazine A | FL/FR |
2,5- | dimethyl pyrazine | FL/FR |
2- | methoxy-3-methyl pyrazine | FL/FR |
coumarinic |
| coumane | FL/FR |
earthy |
| nutty pyrazine | FL/FR |
fatty |
(Z)-2- | octenal | |
floral |
para- | methyl acetophenone | FL/FR |
bitter | orangeflower concrete morocco | FR |
2- | phenyl propionaldehyde dimethyl acetal | FL/FR |
fruity |
| bread thiophene | FL/FR |
| cherry propanol | FL/FR |
3- | methyl-2-butenal | FL/FR |
herbal |
| saffron pyranone | FR |
medicinal |
| quinoline | CS |
minty |
dextro- | carvone | FL/FR |
musty |
3- | acetyl-2,5-dimethyl furan | FL/FR |
| hazelnut pyrazine | FL/FR |
| menthofuran | FL/FR |
naphthyl |
ortho- | methyl anisole | FL/FR |
nutty |
2- | acetyl-3-ethyl pyrazine | FL/FR |
2- | acetyl-5-methyl furan | FL/FR |
3,5- | cocoa pyrazine | FL/FR |
2,3- | dimethyl pyrazine | FL/FR |
4,5- | dimethyl-2-ethyl-3-thiazoline | FL/FR |
2- | ethyl pyrazine | FL/FR |
| filbert pyrazine | FL/FR |
2,6- | lutidine | FL/FR |
| maraniol | CS |
5- | methyl quinoxaline | FL/FR |
2- | methyl-3-ethoxypyrazine | FL/FR |
| nutty cyclohexenone | FL/FR |
| nutty quinoxaline | FL/FR |
2,3,5,6- | tetramethyl pyrazine | FL/FR |
2,3,5- | trimethyl pyrazine | FL/FR |
| vinyl sulfurol | FL/FR |
popcorn |
2- | acetyl pyrazine | FL/FR |
spicy |
| caraway seed oleoresin | FL/FR |
tonka |
| coumarin | FR |
| tonka bean absolute | FR |
woody |
4- | hydroxybenzaldehyde | FL/FR |
yeasty |
laevo- | glutamic acid | CS |
|
For Flavor |
|
No flavor group found for these |
| acetyl acetaldehyde dimethyl acetal | FL |
(E)- | aconitic acid | FL |
| butyrophenone | FL/FR |
| chocolate pyrazine A | FL/FR |
| chocolate pyrazine B | FL |
| coumane | FL/FR |
| cyclohexyl methyl pyrazine | FL |
2,5- | diethyl thiazole | FL |
2- | methyl-3-ethoxypyrazine | FL/FR |
(Z)-2- | octenal | |
bready |
2- | propionyl thiazole | FL |
brown |
| furfural | FL/FR |
burnt |
| furfuryl alcohol | FL |
camphoreous |
ortho- | methyl anisole | FL/FR |
caramellic |
| maltol | FL/FR |
| shoyu furanone | FL/FR |
| toffee furanone | FL/FR |
cocoa |
| butyraldehyde | FL |
coffee |
| diisoamyl thiomalate | FL |
corn chip |
2- | acetyl-2-thiazoline | FL |
creamy |
4- | hydroxybenzaldehyde | FL/FR |
para- | methyl acetophenone | FL/FR |
fruity |
| bread thiophene | FL/FR |
| cherry propanol | FL/FR |
3- | methyl-2-butenal | FL/FR |
2- | phenyl propionaldehyde dimethyl acetal | FL/FR |
metallic |
2,5- | dihydroxy-1,4-dithiane | FL |
minty |
dextro- | carvone | FL/FR |
musty |
2,5- | dimethyl pyrazine | FL/FR |
| hazelnut pyrazine | FL/FR |
| menthofuran | FL/FR |
2,3,5- | trimethyl pyrazine | FL/FR |
nutty |
3- | acetyl-2,5-dimethyl furan | FL/FR |
2- | acetyl-3-ethyl pyrazine | FL/FR |
2- | acetyl-5-methyl furan | FL/FR |
3,5- | cocoa pyrazine | FL/FR |
| coffee furanone | FL/FR |
2,3- | dimethyl pyrazine | FL/FR |
4,5- | dimethyl-2-ethyl-3-thiazoline | FL/FR |
2- | ethyl pyrazine | FL/FR |
| filbert pyrazine | FL/FR |
2,6- | lutidine | FL/FR |
2- | methoxy-3-methyl pyrazine | FL/FR |
5- | methyl quinoxaline | FL/FR |
| nutty cyclohexenone | FL/FR |
| nutty pyrazine | FL/FR |
| nutty quinoxaline | FL/FR |
| nutty thiazole | FL |
| peanut oxazole | FL |
2,3,5,6- | tetramethyl pyrazine | FL/FR |
| vinyl sulfurol | FL/FR |
roasted |
2- | acetyl pyrazine | FL/FR |
spicy |
| caraway seed oleoresin | FL/FR |
waxy |
| furfuryl octanoate | FL |
|
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
2- | acetopyrrole | 2- | acetyl-1H-pyrrole | 2- | acetylpyrrole | 2 | acetylpyrrole (methyl-2-pyrrolyl ketone) | 2- | acetylpyrrole FCC | 2- | acetylpyrrole natural 5% in ethyl alcohol | | ethanone, 1-(1H-pyrrol-2-yl)- | | methyl 2-pyrrolyl ketone | | methyl pyrrol-2-yl ketone | | pyrrol-2-yl methyl ketone | 1-(1H- | pyrrol-2-yl) ethanone | 1-(1H- | pyrrol-2-yl)-ethanone | 1-(1H- | pyrrol-2-yl)ethan-1-one | 1-(1H- | pyrrol-2-yl)ethanone | | pyrrole-beta-methyl ketone | 2- | pyrrolyl ethanone | 2- | pyrrolyl methyl ketone | 1-(2- | pyrrolyl)-1-ethanone | 2- | pyrrolylmethyl ketone |
Articles:
PubMed: | Comparative analysis of characteristic volatile compounds in Chinese traditional smoked chicken (specialty poultry products) from different regions by headspace-gas chromatography-ion mobil |
PubMed: | Mutagen formation in the reaction of Maillard browning products, 2-acetylpyrrole and its analogues, with nitrite |
PubMed: | Chlorido{2-[1-(2-pyridylmethyl-imino)eth-yl]pyrrolato-?N,N',N''}copper(II) |
PubMed: | Microwave Irradiation Syntheses and Crystal Structures of Two Series of Novel Fivemembered Heterocyclic Mono-Imine Compounds |
PubMed: | Characterization of key odor-active compounds in commercial high-salt liquid-state soy sauce by switchable GC/GC˙?˙GC-olfactometry-MS and sensory evaluation |
PubMed: | Pyrrole alkaloids from Bolbostemma paniculatum |
PubMed: | Composition analysis and antioxidant properties of black garlic extract |
PubMed: | Gas/Particle Partitioning Constants of Nicotine, Selected Toxicants, and Flavor Chemicals in Solutions of 50/50 Propylene Glycol/Glycerol As Used in Electronic Cigarettes |
PubMed: | Contribution of aroma compounds to the antioxidant properties of roasted white yam (Dioscorea rotundata) |
PubMed: | Fractionation and identification of minor and aroma-active constituents in Kangra orthodox black tea |
PubMed: | Metabolomics and genomics combine to unravel the pathway for the presence of fragrance in rice |
PubMed: | Key aroma components of a dry-cured sausage with high fat content (sobrassada) |
PubMed: | Mutagenicity and cytotoxicity of nitropyrrole compounds derived from the reaction of 2-acetyl pyrrole with nitrite |
PubMed: | Development of chemical-based reference standards for rooibos and honeybush aroma lexicons |
PubMed: | Influence of epicatechin reactions on the mechanisms of Maillard product formation in low moisture model systems |
PubMed: | Odorants quantitation in high-quality cocoa by multiple headspace solid phase micro-extraction: Adoption of FID-predicted response factors to extend method capabilities and information pote |
PubMed: | Effects of Maillard reaction products on mutagen formation in boiled pork juice |
PubMed: | Determination of Key Volatile Compounds Related to Long-Term Fermentation of Soy Sauce |
PubMed: | Effect of the pyrrole polymerization mechanism on the antioxidative activity of nonenzymatic browning reactions |
PubMed: | Identification of hydroxycinnamic acid-maillard reaction products in low-moisture baking model systems |
PubMed: | Aroma compounds in sweet whey powder |
PubMed: | Antioxidative activities of heterocyclic compounds formed in brewed coffee |
PubMed: | A critical evaluation of the s-cis-trans isomerism of 2-acetylpyrrole and its N-methyl derivative through infrared and NMR spectroscopies and theoretical calculations |
PubMed: | Antioxidative activity of heterocyclic compounds found in coffee volatiles produced by Maillard reaction |
PubMed: | Changes in volatile compounds upon aging and drying in oolong tea production |
PubMed: | Role of roasting conditions in the profile of volatile flavor chemicals formed from coffee beans |
PubMed: | Impact of sodium reduction strategies on volatile compounds, sensory properties and consumer perception in commercial wheat bread |
PubMed: | Correlation between microbial communities and key flavors during post-fermentation of Pixian broad bean paste |
PubMed: | Bacterial communities and volatile compounds in Doubanjiang, a Chinese traditional red pepper paste |
PubMed: | Multivariate relationships among sensory, physicochemical parameters, and targeted volatile compounds in commercial red sufus (Chinese fermented soybean curd): Comparison of QDA? and Flash |
PubMed: | Characterization of odor-active compounds in cooked meat of farmed obscure puffer (Takifugu obscurus) using gas chromatography-mass spectrometry-olfactometry |
PubMed: | Genotoxicity of 1,3-dithiane and 1,4-dithiane in the CHO/SCE assay and the Salmonella/microsomal test |
PubMed: | 2- and 3-acetylpyrroles: a combined calorimetric and computational study |
PubMed: | Eco-Friendly Synthesis of Some Thiosemicarbazones and Their Applications as Intermediates for 5-Arylazothiazole Disperse Dyes |
PubMed: | Preparation, aroma characteristics and volatile compounds of flavorings from enzymatic hydrolyzed rice bran protein concentrate |
PubMed: | Impact of the addition of cocoa butter equivalent on the volatile compounds profile of dark chocolate |
PubMed: | Antioxidant activities of extracts from teas prepared from medicinal plants, Morus alba L., Camellia sinensis L., and Cudrania tricuspidata , and their volatile components |
PubMed: | Caramelization of maltose solution in presence of alanine |
PubMed: | Performance and fouling mechanism of direct contact membrane distillation (DCMD) treating fermentation wastewater with high organic concentrations |
PubMed: | Multi-stir bar sorptive extraction for analysis of odor compounds in aqueous samples |
PubMed: | Thermal decomposition of specifically phosphorylated D-glucoses and their role in the control of the Maillard reaction |
PubMed: | Identification of potent odorants in a novel nonalcoholic beverage produced by fermentation of wort with shiitake (Lentinula edodes) |
PubMed: | Hepatotoxicity of 1,3,5-trinitro-2-acetyl pyrrole derived from nitrosation of Maillard reaction product in BALB/C mouse |
PubMed: | Quantitative Chemical Proteomic Profiling of Ubiquitin Specific Proteases in Intact Cancer Cells |
PubMed: | Characterisation of glycoprotein ligands synthesised using solid-phase combinatorial chemistry |
PubMed: | Derivatization of secondary amines with 2-naphthalene-sulfonyl chloride for high-performance liquid chromatographic analysis of spectinomycin |
PubMed: | Bis(ketopyrrolyl) complexes of Co(II) stabilised by trimethylphosphine ligands |
PubMed: | Synthesis of protected 2-pyrrolylalanine for peptide chemistry and examination of its influence on prolyl amide isomer equilibrium |
PubMed: | Storage stability of cauliflower soup powder: The effect of lipid oxidation and protein degradation reactions |
PubMed: | A novel pyrrole oligoglycoside from the starfish Asterina pectinifera |
PubMed: | Cycloaromatization approach to polysubstituted indolizines from 2-acetylpyrroles: decoration of the pyridine unit |
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