2-formyl pyrrole

pyrrole-2-carbaldehyde

CAS: 1003-29-8 C5 H5 N O MW: 95.10105000 musty

Identification

Name2-formyl pyrrole
IUPAC1H-pyrrole-2-carbaldehyde
CAS Number1003-29-8
EINECS213-705-5
FDA UNII068TSM6S6P
Molecular FormulaC5 H5 N O
Molecular Weight95.10105000
MDL NumberMFCD00005217
Nikkaji NumberJ121.849B
Beilstein0105745
CoE Number11393
XlogP30.60 (est)

Regulatory

DG SANTE Food Flavourings14.145 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 SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
Recommendation for 2-formyl pyrrole usage levels up tonot 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 Concern540 (μg/person/day)
Structure ClassII
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

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Potential Uses

None Found

Natural Occurrence

almond - 8 mg/kg asparagus - 0.06 mg/kg barley roasted barley beef cooked beef PMC cocoa coffee - up to 12.7 mg/kg PMC filbert roasted filbert malt - 0.58 mg/kg PMC mushroom PMC onion roasted onion peanut roasted peanut popcorn PMC pork liver PMC rice wild rice PMC soybean tea - up to 0.3 mg/kg tea black tea tea green tea wine white wine wort

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.