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09340

2-Aminopyridine

Name: 2-Aminopyridine
Brand: SIAL

purum, ≥98.0% (NT)

Synonym(s):

2-AP, 2-Pyridinamine, 2-Pyridylamine

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About This Item

Empirical Formula (Hill Notation):

C₅H₆N₂

CAS Number:

504-29-0

Molecular Weight:

94.11

Beilstein:

105785

EC Number:

207-988-4

MDL number:

MFCD00006312

UNSPSC Code:

12352100

PubChem Substance ID:

329748760

NACRES:

NA.22

grade

purum

Quality Level

100

Assay

≥98.0% (NT)

bp

204-210 °C (lit.)

mp

54-58 °C (lit.)
54-59 °C

SMILES string

Nc1ccccn1

InChI

1S/C5H6N2/c6-5-3-1-2-4-7-5/h1-4H,(H2,6,7)

InChI key

ICSNLGPSRYBMBD-UHFFFAOYSA-N

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Related Categories

Heterocyclic Building Blocks

Application

Used to label neutral and acidic glycans for fluorescent and UV detection in HPLC. 2-AP has also been used to derivatize sialyloligosaccharides for detection in FAB-MS.

Pictograms

GHS05,GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 - H314 - H412

Precautionary Statements

P260 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1A

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

197.6 °F - closed cup

Flash Point(C)

92 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A comparative study on structural elucidation of sialyl oligosaccharides by mass spectrometry with fast atom bombardment, electrospray ionization, and matrix assisted laser desorption/ionization.

M Okamoto

Bioscience, biotechnology, and biochemistry, 65(11), 2519-2527 (2002-01-17)

To establish a new protocol for sensitive detection and structural characterization of sialyl oligosaccharides, their sensitivities and structural information from mass spectrometry and tandem mass spectrometry with FAB-, ESI-, and MALDI were evaluated in detail. Among these ionization methods, FAB-MS

Derivatization of carbohydrates for chromatographic, electrophoretic and mass spectrometric structure analysis.

Fotini N Lamari et al.

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 793(1), 15-36 (2003-07-26)

Carbohydrates, either alone or as constituents of glycoproteins, proteoglycans and glycolipids, are mediators of several cellular events and (patho)physiological processes. Progress in the "glycome" project is closely related to the analytical tools used to define carbohydrate structure and correlate structure

A direct intramolecular C-H amination reaction cocatalyzed by copper(II) and iron(III) as part of an efficient route for the synthesis of pyrido[1,2-a]benzimidazoles from N-aryl-2-aminopyridines.

Honggen Wang et al.

Journal of the American Chemical Society, 132(38), 13217-13219 (2010-09-09)

A novel and efficient synthesis of pyrido[1,2-a]benzimidazoles through direct intramolecular aromatic C-H amination of N-aryl-2-aminopyridines has been developed. The reaction, cocatalyzed by Cu(OAc)(2) and Fe(NO(3))(3)·9H(2)O, is carried out in DMF under a dioxygen atmosphere. Diversified pyrido[1,2-a]benzimidazoles containing various substitution patterns

Triple-helical recognition of RNA using 2-aminopyridine-modified PNA at physiologically relevant conditions.

Thomas Zengeya et al.

Angewandte Chemie (International ed. in English), 51(50), 12593-12596 (2012-11-06)

Peptide nucleic acids containing thymidine and 2-aminopyridine (M) nucleobases form stable and sequence-selective triple helices with double-stranded RNA at physiologically relevant conditions. The M-modified PNA showed unique RNA selectivity by having two orders of magnitude higher affinity for the double-stranded

Vibrational quenching of excitonic splittings in H-bonded molecular dimers: the electronic Davydov splittings cannot match experiment.

Philipp Ottiger et al.

The Journal of chemical physics, 136(17), 174308-174308 (2012-05-16)

The S(1)/S(2) state exciton splittings of symmetric doubly hydrogen-bonded gas-phase dimers provide spectroscopic benchmarks for the excited-state electronic couplings between UV chromophores. These have important implications for electronic energy transfer in multichromophoric systems ranging from photosynthetic light-harvesting antennae to photosynthetic

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Mass Spectrometry of Glycans

The development of modern mass spectrometry (MS) equipment with high resolution and mass accuracy has led to its use in analyzing glycans for both profiling and structural studies.

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