2-formyl pyrrole
pyrrole-2-carbaldehyde
Identification
| Name | 2-formyl pyrrole |
| IUPAC | 1H-pyrrole-2-carbaldehyde |
| CAS Number | 1003-29-8 |
| EINECS | 213-705-5 |
| FDA UNII | 068TSM6S6P |
| Molecular Formula | C5 H5 N O |
| Molecular Weight | 95.10105000 |
| MDL Number | MFCD00005217 |
| Nikkaji Number | J121.849B |
| Beilstein | 0105745 |
| CoE Number | 11393 |
| XlogP3 | 0.60 (est) |
Regulatory
| DG SANTE Food Flavourings | 14.145 pyrrole-2-carbaldehyde |
Physical Properties
| Appearance | pale yellow crystalline solid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 45.00 to 47.00 °C. @ 760.00 mm Hg |
| Boiling Point | 216.00 to 218.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.121000 mmHg @ 25.00 °C. (est) |
| Flash Point | 224.00 °F. TCC ( 106.67 °C. ) |
| logP (o/w) | 0.640 |
| Soluble in | alcohol |
Organoleptic Properties
| Odor Description | at 1.00 % in propylene glycol. |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavoring agents |
| Recommendation for 2-formyl pyrrole usage levels up to | not for fragrance use. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.12 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 400 (μg/person/day) |
| Threshold of Concern | 540 (μg/person/day) |
| Structure Class | II |
| Dairy products, excluding products of category 02.0 (01.0) | 0.40000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | 0.10000 |
| Edible ices, including sherbet and sorbet (03.0) | 0.40000 |
| Processed fruit (04.1) | 0.40000 |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | - |
| Confectionery (05.0) | 1.00000 |
| Chewing gum (05.3) | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | 0.20000 |
| Bakery wares (07.0) | 2.00000 |
| Meat and meat products, including poultry and game (08.0) | 0.20000 |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | 0.20000 |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | 0.10000 |
| Foodstuffs intended for particular nutritional uses (13.0) | 0.20000 |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | 0.20000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | - |
| Ready-to-eat savouries (15.0) | 1.00000 |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | 0.20000 |
Beijing Lys Chemicals Co, LTD.
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Penta International Corporation
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Synerzine, Inc.
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Potential Uses
Natural Occurrence
Synonyms
2-
formylpyrrole
pyrrole 2-carboxaldehyde
2-
pyrrole carbaldehyde
pyrrole-2-aldehyde
pyrrole-2-carbaldehyde
1H-
pyrrole-2-carbaldehyde
pyrrole-2-carboxaldehyde
1H-
pyrrole-2-carboxaldehyde
pyrrole-2-carboxaldehyde (8CI)
2-
pyrrolecarbaldehyde
2-
pyrrolecarboxaldehyde
2-
pyrrolyl carboxaldehyde
2-
pyrrolylcarboxaldehyde
PubMed:
A new highly fluorescent and symmetric pyrrole-BF2 chromophore: BOPHY.
PubMed:
Volatile profiling of high quality hazelnuts (Corylus avellana L.): chemical indices of roasting.
PubMed:
2-Pyrrolyloximes in high-nuclearity transition-metal cluster chemistry: Fe10 and Fe12.
PubMed:
Nanostructural analysis of self-standing pyrrole/2-formylpyrrole copolymer films.
PubMed:
Macrophage activating activity of pyrrole alkaloids from Morus alba fruits.
PubMed:
Site-specific functionalization of RNA molecules by an unnatural base pair transcription system via click chemistry.
PubMed:
Metal based new triazoles: their synthesis, characterization and antibacterial/antifungal activities.
PubMed:
Straightforward acid-catalyzed synthesis of pyrrolyldipyrromethenes.
PubMed:
Synthesis and antimicrobial activity of some new hydrazone-bridged thiazole-pyrrole derivatives.
PubMed:
Site-specific incorporation of functional components into RNA by an unnatural base pair transcription system.
PubMed:
Synthesis and characterization of neutral luminescent diphosphine pyrrole- and indole-aldimine copper(I) complexes.
PubMed:
"One-pot" multicomponent approach to indolizines and pyrido[1,2-a]indoles.
PubMed:
Synthesis of (±)-desethylrhazinal using a tandem radical addition-cyclization process.
PubMed:
Changes in volatile compounds upon aging and drying in oolong tea production.
PubMed:
Site-specific fluorescent probing of RNA molecules by unnatural base-pair transcription for local structural conformation analysis.
PubMed:
Spectroscopic characterization and biological activity of Zn(II), Cd(II), Sn(II) and Pb(II) complexes with Schiff base derived from pyrrole-2-carboxaldehyde and 2-amino phenol.
PubMed:
Metal based biologically active compounds: design, synthesis, and antibacterial/antifungal/cytotoxic properties of triazole-derived Schiff bases and their oxovanadium(IV) complexes.
PubMed:
Infrared spectra and photochemistry of matrix-isolated pyrrole-2-carbaldehyde.
PubMed:
Site-specific incorporation of functional components into RNA by transcription using unnatural base pair systems.
PubMed:
Monomeric, dimeric and 1D chain polymeric copper(ii) complexes of a pyrrole-containing tridentate Schiff-base ligand and its 4-brominated analogue.
PubMed:
Facile synthesis of unsubstituted beta,beta'-linked diformyldipyrromethanes.
PubMed:
Amino(oligo)thiophene-based environmentally sensitive biomembrane chromophores.
PubMed:
Suppression of blood lipid concentrations by volatile Maillard reaction products.
PubMed:
DNA interaction studies and evaluation of biological activity of homo- and hetero-trihalide mononuclear Cu(II) Schiff base complexes. Quantitative structure-activity relationships.
PubMed:
Removal of phytotoxic compounds from torrefied grass fibres by plant-beneficial microorganisms.
PubMed:
Phosphoserine aminoacylation of tRNA bearing an unnatural base anticodon.
PubMed:
Structure-Activity Relationships for Some Diamine, Triamine and Schiff Base Derivatives and Their Copper(II) Complexes.
PubMed:
Synthesis of amidolanthanides with new chiral biaryl-based NNO ligands and their use as catalysts for enantioselective hydroamination/cyclization.
PubMed:
Bis(ketopyrrolyl) complexes of Co(II) stabilised by trimethylphosphine ligands.
PubMed:
Synthesis, characterization and DNA-binding properties of four Zn(II) complexes with bis(pyrrol-2-yl-methyleneamine) ligands.
PubMed:
The multiple Maillard reactions of ribose and deoxyribose sugars and sugar phosphates.
PubMed:
Fluorescent probing for RNA molecules by an unnatural base-pair system.
PubMed:
[Optimize the extraction process with supercritical CO2 fluid from lotus leaves by the uniform design and analysis on the chemical constituents by GC-MS].
PubMed:
Infrared spectroscopy of pyrrole-2-carboxaldehyde and its dimer: a planar beta-sheet peptide model?
PubMed:
An unnatural base pair system for in vitro replication and transcription.
PubMed:
Non-hydrogen-bonded base pairs for specific transcription.
PubMed:
Concise total synthesis of the marine natural product ageladine A.
PubMed:
Regiocontrolled synthesis of pyrrole-2-carboxaldehydes and 3-pyrrolin-2-ones from pyrrole Weinreb amides.
PubMed:
Generation and contrasting gas-phase reactivity of 2-(2-alkenylpyrrol-1-yl)phenoxyl and thiophenoxyl radicals.
PubMed:
Refined Synthesis of 2,3,4,5-Tetrahydro-1,3,3-trimethyldipyrrin, a Deceptively Simple Precursor to Hydroporphyrins.
PubMed:
A reinvestigation of 4-hydroxyindole-6-carboxylate synthesis from pyrrole-2-carboxaldehyde: a facile synthesis of indoles and indolizines.
PubMed:
Effect of the pyrrole polymerization mechanism on the antioxidative activity of nonenzymatic browning reactions.
PubMed:
An unnatural hydrophobic base pair with shape complementarity between pyrrole-2-carbaldehyde and 9-methylimidazo[(4,5)-b]pyridine.
PubMed:
Antibacterial Co(II), Cu(II), Ni(II) and Zn(II) complexes of thiadiazole derived furanyl, thiophenyl and pyrrolyl Schiff bases.
PubMed:
Antioxidative activity of heterocyclic compounds found in coffee volatiles produced by Maillard reaction.
PubMed:
New 5-alkylpyrrole-2-carboxaldehyde derivatives from the sponge Mycale tenuispiculata.
PubMed:
Chemical investigation of Mycale mytilorum and a study on toxicity and antidiabetic activity of 5-octadecylpyrrole-2-carboxaldehyde.
PubMed:
Rational synthesis of meso-substituted chlorin building blocks.
PubMed:
The synthesis and P388 cytotoxicity of mycalazol 11 and related 5-acyl-2-hydroxymethylpyrroles.
PubMed:
Organotin complexes with pyrrole-2-carboxaldehyde monoacylhydrazones. Synthesis, spectroscopic properties, antimicrobial activity, and genotoxicity.
PubMed:
Biologically active complexes of nickel(II), copper(II) and zinc(II) with Schiff-base ligand derived from the reaction of 2-aminopyridine and pyrrol-2-carboxaldehyde--their synthesis and characterisation.
PubMed:
Mutagen formation in the reaction of Maillard browning products, 2-acetylpyrrole and its analogues, with nitrite.