P73404
Pyrrole-2-carboxaldehyde
98%
Synonym(s):
2-Formylpyrrole
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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C5H5NO
CAS Number:
Molecular Weight:
95.10
Beilstein:
105745
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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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Corey A Rice et al.
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
Takumi Ishizuka et al.
Chemical communications (Cambridge, England), 48(88), 10835-10837 (2012-10-04)
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Aaron R Coffin et al.
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
Yasushi Hikida et al.
Nature protocols, 5(7), 1312-1323 (2010-07-03)
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Michiko Kimoto et al.
Nucleic acids research, 35(16), 5360-5369 (2007-08-19)
Fluorescent labeling of nucleic acids is widely used in basic research and medical applications. We describe the efficient site-specific incorporation of a fluorescent base analog, 2-amino-6-(2-thienyl)purine (s), into RNA by transcription mediated by an unnatural base pair between s and
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