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361011

Sigma-Aldrich

1H-1,2,3-Triazolo[4,5-b]pyridine

98%

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About This Item

Empirical Formula (Hill Notation):
C5H4N4
CAS Number:
Molecular Weight:
120.11
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

208 °C (dec.) (lit.)

SMILES string

c1cnc2nn[nH]c2c1

InChI

1S/C5H4N4/c1-2-4-5(6-3-1)8-9-7-4/h1-3H,(H,6,7,8,9)

InChI key

VQNDBXJTIJKJPV-UHFFFAOYSA-N

General description

1H-1,2,3-Triazolo[4,5-b]pyridine belongs to the class of triazolopyridine. It reacts with europium under solvothermal conditions in pyridine to yield the homoleptic framework containing EuII centers that are icosahedrally coordinated by the 12 nitrogen atoms of six chelating ligands. The surface-enhanced Raman (SER) spectra of 1H-1,2,3-triazolo[4,5-b]pyridine adsorbed on silver hydrosols is studied in the region 3500-100cm-1.

Application

1H-1,2,3-Triazolo[4,5-b]pyridine (1,2,3-Triazolo(5,4-b)pyridine) may be used:
  • as starting reagent in the synthesis of 2,4,8,10-tetranitro-5H-pyrido[3″,2″:4′,5′] [1,2,3] triazolo [1′,2′:1,2] [1,2,3]- triazolo [5,4-b]-pyridin-6-ium inner salt
  • in the pesticide synthesis
  • as an entry to mesoionic heteropentalene derivatives

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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The Chemistry of the [1, 2, 3] Triazolo [1, 5-a] pyridines: An Update.
Jones G and Abarca B.
Advances in Heterocyclic Chemistry, 100, 195-252 (2010)
Yifang Zhang et al.
Talanta, 219, 121356-121356 (2020-09-06)
Chemical derivatization of glycans is a common strategy to increase the analytical performance of MALDI-MS-based glycan profiling techniques. Hydrazide, one of the most popular tags, offers important advantages including allowing purification-free procedures. Several hydrazides have thus been used for glycomics
(Infinity)3[Eu(Tzpy)2]: a homoleptic framework containing [Eu(II)N12] icosahedra.
Klaus Müller-Buschbaum et al.
Angewandte Chemie (International ed. in English), 46(23), 4385-4387 (2007-05-05)
A review of energetic materials synthesis.
Pagoria PF, et al.
Thermochimica Acta, 384(1), 187-204 (2002)
Surface-enhanced Raman spectroscopy of 1H-1, 2, 3-triazolo [4, 5-b] pyridine on silver sols.
Pergolese B and Bigotto A.
Journal of Raman Spectroscopy, 32(2), 109-114 (2001)

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