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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:
105745
EC Number:
213-705-5
MDL number:
MFCD00005217
UNSPSC Code:
12352100
PubChem Substance ID:
24898842
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

200

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5301V
WXBF1877V
WXBF0031V
WXBF0784V
WXBD7612V

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Huajian Zhu et al.
Organic letters, 13(10), 2792-2794 (2011-04-23)
A new synthetic protocol for efficient and regiospecifc assembly of indolizines and pyrido[1,2-a]indoles by coupling of substituted methyl bromides and alkynes with corresponding pyrrole-2-carboxaldehyde and 1H-indole-2-carboxaldehyde has been developed. Additionally, a possible mechanism for the reaction is proposed.
Investigation of optical and electrical properties of Pyrrole-2- carboxyldehyde (PCL) in PVA polymer matrix
Rana, Meenakshi and Devlal, et al.
Materials Today: Proceedings, 49, 3279-3282 (2022)
Z H Chohan et al.
Chemical & pharmaceutical bulletin, 40(9), 2555-2556 (1992-09-01)
A new Schiff-base ligand N-(2'-pyrrylmethylidene)2-aminopyrimidine derived from the reaction of 2-amino pyrimidine and pyrrol-2-carboxaldehyde and its nickel(II), copper(II) and zinc(II) complexes have been synthesised and characterised on the basis of elemental analysis, molar conductance, infrared, electronic and proton nuclear magnetic
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
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
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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