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P73404

Sigma-Aldrich

Pyrrole-2-carboxaldehyde

98%

Synonym(s):

2-Formylpyrrole

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About This Item

Empirical Formula (Hill Notation):
C5H5NO
CAS Number:
1003-29-8
Molecular Weight:
95.10
Beilstein/REAXYS Number:
105745
EC Number:
213-705-5
MDL number:
MFCD00005217
UNSPSC Code:
12352100
PubChem Substance ID:
24898842
NACRES:
NA.22

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

224.6 °F - closed cup

flash_point_c

107 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Yasushi Hikida et al.
Nature protocols, 5(7), 1312-1323 (2010-07-03)
Methods for fluorescent probing at a defined position of RNA provide powerful tools for analyzing the local structural conformation of functional RNA molecules by tracking fluorescence changes. In this article, we describe the site-specific fluorescent probing of RNA by transcription
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
Tsuneo Mitsui et al.
Journal of the American Chemical Society, 125(18), 5298-5307 (2003-05-02)
An unnatural hydrophobic base, pyrrole-2-carbaldehyde (denoted as Pa), was developed as a specific pairing partner of 9-methylimidazo[(4,5)-b]pyridine (Q). The Q base is known to pair with 2,4-difluorotoluene (F) as an isostere of the A-T pair, and F also pairs with
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
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
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Protocols

GC Analysis of Volatiles in Roasted Coffee Beans on Omegawax® after SPME using a 50/30 µm DVB/Carboxen/PDMS Fiber

-Cymene; 2,5-Dimethylpyrrole; Acetoin, ≥96%, FCC, FG; 2,5-Dimethylpyrazine; 2,6-Dimethylpyrazine; 2-Ethylpyrazine, ≥98%, FG; 2,3-Dimethylpyrazine; 4-Heptanone; 3-Ethylpyridine; 2,3,5-Trimethylpyrazine; Furfural; Pyrrole; Furfuryl acetate; Linalool; Linalyl acetate; 5-Methylfurfural; γ-Butyrolactone; 2-Acetyl-1-methylpyrrole; Furfuryl alcohol; 2-Acetylpyrrole; Pyrrole-2-carboxaldehyde

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