Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

P73404

Sigma-Aldrich

Pyrrole-2-carboxaldehyde

98%

Synonym(s):

2-Formylpyrrole

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C5H5NO
CAS Number:
1003-29-8
Molecular Weight:
95.10
Beilstein:
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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBD6586V
WXBD3490V
WXBD1841V
WXBD0407V
WXBC9754V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
View All Related Papers

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service