P73404
Pyrrole-2-carboxaldehyde
98%
Synonym(s):
2-Formylpyrrole
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5 G
€53.40
25 G
€96.00
100 G
€225.00
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5 G
€53.40
25 G
€96.00
100 G
€225.00
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. [1] [2]
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
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Regiocontrolled synthesis of pyrrole-2-carboxaldehydes and 3-pyrrolin-2-ones from pyrrole Weinreb amides
Coffin, Aaron R and Roussell, et al.
The Journal of Organic Chemistry, 71, 6678-6681 (2006)
Barbara Michela Giuliano et al.
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
Takumi Ishizuka et al.
Chemical communications (Cambridge, England), 48(88), 10835-10837 (2012-10-04)
Toward new biotechnology by genetic alphabet expansion, we developed an efficient site-specific labeling method for large RNA molecules. The combination of unnatural base pair transcription and post-transcriptional modification by click chemistry enables simple RNA labeling with a wide variety of
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
Ryuya Fukunaga et al.
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
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