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1-acetyl pyrrole

1-acetyl pyrrole is a pyrrole-based compound with a fermented flavor note, naturally found in cooked egg, and not used in commercial fragrance or flavor applications.

General Material Description

1-acetyl pyrrole, also known as 1-pyrrol-1-ylethanone or pyrrole, 1-acetyl, is an organic compound classified as an acylated pyrrole with molecular formula C6H7NO. It appears as a low molecular weight heterocyclic ketone that contributes a characteristic fermented aroma and flavor impression. This compound is naturally present in cooked egg where it arises from thermal and biochemical transformations of amino acids and nitrogenous precursors. Purity-grade samples of 1-acetyl pyrrole are typically synthesized chemically for analytical and reference use rather than wide commercial application. For detailed chemical information, the compound is indexed in authoritative databases such as PubChem. Its sensory profile aligns with some other pyrrole derivatives encountered in cooked or fermented foods. The compound’s distinctively fermented note makes it of interest in flavor science although it is not commonly utilized in commercial fragrance or flavor formulations.

Occurrence, Applicability & Potential Uses

1-acetyl pyrrole is detected biologically in cooked egg, where it forms as a Maillard reaction product or through thermal decomposition of protein constituents. This compound’s presence contributes to complex aroma profiles in thermal food processing but it does not find application as a commercial fragrance or flavor additive, as supported by regulatory bodies and industry usage data. It is listed for informational purposes but lacks approved usage levels in flavor or fragrance use categories according to typical chemical regulations such as FEMA (US). Outside of food aroma research, the compound may serve as a reference standard in analytical chemistry involving pyrrole derivatives or thermal reaction products.

Physico-Chemical Properties Summary

1-acetyl pyrrole presents as a low molecular weight compound with moderate polarity due to the ketone group conjugated to the pyrrole ring. Its molecular weight is approximately 109.13 g/mol and the estimated logP value around 0.5 indicates slight lipophilicity balanced by some hydrophilic character. The compound demonstrates appreciable solubility in water at ambient temperature (about 36,450 mg/L at 25 °C), which facilitates its presence in aqueous and food matrix environments. These properties influence its behavior during thermal processing and extraction methods. The structural features contribute to its volatility and odor profile, although it exhibits no classified hazardous properties under OSHA (US) criteria. Its stability and solubility parameters make it suitable primarily for analytical study rather than formulation in consumer products.

FAQ

What is 1-acetyl pyrrole and where does it occur naturally?
1-acetyl pyrrole is a heterocyclic organic compound characterized by a pyrrole ring substituted with an acetyl group at the nitrogen position, forming 1-pyrrol-1-ylethanone. It occurs naturally in cooked egg as part of the complex aroma derived from heat-induced chemical reactions involving amino acids and proteins. The presence of 1-acetyl pyrrole contributes a fermented sensory note to the cooked egg’s flavor profile. Due to its specialized formation during food processing, it is primarily of interest in flavor and aroma research.
How is 1-acetyl pyrrole typically used and what are its applications?
1-acetyl pyrrole is used mainly for informational and research purposes rather than as an ingredient in commercial fragrance or flavor products. Its documented applications include serving as a reference compound in analytical chemistry and flavor science investigations that study thermal reaction products in foods. The compound’s distinctive fermented aroma is noted, but official guidelines and chemical use databases indicate it is not approved or recommended for formulation in consumer fragrances or flavors. This status reflects regulatory caution and limited evidence for broader application.
What regulations influence the use and sourcing of 1-acetyl pyrrole?
Regulatory frameworks such as FEMA (US) oversee the evaluation and approval of flavoring substances including acylated heterocycles like 1-acetyl pyrrole. Currently, it is classified as an information-only substance without established usage limits or approval for use in flavor or fragrance products. Safety assessments under standards like OSHA (US) reveal no classified hazards, but formal recommendations restrict its use to non-fragrance and non-flavor applications. Suppliers typically provide this chemical for research or analytical reference, with sourcing often linked to synthetic chemical manufacturing rather than natural extraction due to limited commercial demand.

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Literature & References

1-pyrrol-1-ylethanone
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):521947
Pubchem (sid):178560032
Pherobase:View
Publications by US Patents
3,952,024 - Furfurylthioacetone
Certain 2,5-dimethyl-3-thiopyrazines

General Material Information

Preferred name 1-acetyl pyrrole
Trivial Name 1-pyrrol-1-ylethanone
Formula C6 H7 N O
CAS Number 609-41-6
FDA UNII Search
Nikkaji Number J95.023H
xLogP3-AA 0.50 (est)
NMR Predictor External link
Synonyms
  • N- acetyl pyrrole
  • 1-acetylpyrrole
  • N- acetylpyrrole
  • 1-(1H- pyrrol-1-yl)ethanone
  • 1-pyrrol-1-ylethanone
  • pyrrole, 1-acetyl

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 109.12799072266
Solubility
water, 3.645e+004 mg/L @ 25 °C (est) Yes

Organoleptic Properties

Flavor Type: Fermented
fermented

Occurrences

Safety Information

Safety information

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:
information only not used for fragrances or flavors
Recommendation for 1-acetyl pyrrole usage levels up to:
not for fragrance use.
Recommendation for 1-acetyl pyrrole flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :521947
National Institute of Allergy and Infectious Diseases:Data
1-pyrrol-1-ylethanone