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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:
273-34-7
Molecular Weight:
120.11
MDL number:
MFCD00134183
UNSPSC Code:
12352100
PubChem Substance ID:
24862015
NACRES:
NA.22

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Quality Level

100

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

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General description

1H-1,2,3-Triazolo[4,5-b]pyridine belongs to the class of triazolopyridine.[1] 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.[2] 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.[3]

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[4]
  • in the pesticide synthesis[5]
  • as an entry to mesoionic heteropentalene derivatives[6]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCC6174
MKBL5767V
03220BJ
12823MZ
12701BO

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(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)
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
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)
Helvetica Chimica Acta, 58, 1521-1521 (1975)
Bull. Soc. Chim. Belg., 95, 1107-1107 (1986)
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