P73404
Pyrrole-2-carboxaldehyde
98%
Synonym(s):
2-Formylpyrrole
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Assay
98%
form
crystals
bp
217-219 °C (lit.)
mp
43-46 °C (lit.)
storage temp.
2-8°C
SMILES string
[H]C(=O)c1ccc[nH]1
InChI
1S/C5H5NO/c7-4-5-2-1-3-6-5/h1-4,6H
InChI key
ZSKGQVFRTSEPJT-UHFFFAOYSA-N
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General description
Pyrrole-2-carboxaldehydesis a heterocyclic building blocks characterized by a pyrrole ring with a formylgroup attached at the 2-position used in the production of various biologicallyactive compounds. Highly functionalized pyrrole-2-carboxaldehydes have beenutilized as an intermediate in the creation of oligopyrrole macrocycles.
Application
- Pyrimidine-based functional fluorescent organic nanoparticle probe for detection of Pseudomonas aeruginosa.: This study used pyrrole-2-carboxaldehyde to develop a fluorescent nanoparticle probe based on pyrimidine for detecting Pseudomonas aeruginosa, enhancing diagnostic capabilities in microbiology (Kaur G et al., 2015).
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
224.6 °F - closed cup
Flash Point(C)
107 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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The Journal of chemical physics, 126(13), 134313-134313 (2007-04-14)
Intermolecular interactions relevant for antiparallel beta-sheet formation between peptide strands are studied by Fourier transform infrared spectroscopy of the low temperature, vacuum-isolated model compound pyrrole-2-carboxaldehyde and its dimer in the N-H and C=O stretching range. Comparison to quantum chemical predictions
The Journal of organic chemistry, 71(17), 6678-6681 (2006-08-12)
A regiocontrolled synthesis of 3,4-disubstituted pyrrole-2-carboxaldehydes was completed in two steps from acyclic starting materials. A Barton-Zard pyrrole synthesis between N-methoxy-N-methyl-2-isocyanoacetamide and alpha-nitroalkenes or beta-nitroacetates provided N-methoxy-N-methyl pyrrole-2-carboxamides (pyrrole Weinreb amides), which were converted into the corresponding pyrrole-2-carboxaldehydes by treatment
Biochemical and biophysical research communications, 372(3), 480-485 (2008-05-28)
An unnatural base pair between 7-(2-thienyl)-imidazo[4,5-b]pyridine (Ds) and pyrrole-2-carbaldehyde (Pa) could expand the genetic alphabet and allow the incorporation of non-standard amino acids into proteins at defined positions. For this purpose, we synthesized tRNAs bearing Pa at the anticodon and
Regiocontrolled synthesis of pyrrole-2-carboxaldehydes and 3-pyrrolin-2-ones from pyrrole Weinreb amides
The Journal of Organic Chemistry, 71, 6678-6681 (2006)
The journal of physical chemistry. A, 114(7), 2506-2517 (2010-01-30)
Monomeric pyrrole-2-carbaldehyde (P2C) was isolated in low-temperature argon and xenon matrices, and its UV-induced photochemistry was studied. The structures of the reagent as well as the reaction photoproducts were characterized by FTIR spectroscopy. Interpretation of the experimental results was assisted
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