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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

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

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

361011-VAR:
361011-25G:
361011-5G:
361011-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCC6174
MKBL5767V
03220BJ
19912JA
16211KG

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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)
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)
(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)
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