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333662

Sigma-Aldrich

1H-1,2,3-Triazole

97%

Synonym(s):

2,3-Diazapyrrole, 2H-1,2,3-Triazole, Osotriazole, Pyrrodiazole, Triazacyclopentadiene

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About This Item

Empirical Formula (Hill Notation):
C2H3N3
CAS Number:
Molecular Weight:
69.07
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.498 (lit.)

bp

203 °C/752 mmHg (lit.)

mp

23-25 °C (lit.)

density

1.192 g/mL at 25 °C (lit.)

SMILES string

c1c[nH]nn1

InChI

1S/C2H3N3/c1-2-4-5-3-1/h1-2H,(H,3,4,5)

InChI key

QWENRTYMTSOGBR-UHFFFAOYSA-N

General description

2H-1,2,3-triazole is tautomeric form of 1H-1,2,3-triazole. 1H-1,2,3-triazole effectively promotes the proton conduction in polymer electrolyte membranes via an intermolecular proton-transfer mechanism.

Application

  • Crystalline framework materials: Research on triazole carboxylic acid ligand has demonstrated its application in smart crystalline framework materials, notably for fluorescence sensing and catalytic reduction of p-nitrophenol, illustrating its utility in chemical sensing and environmental applications (Lv et al., 2023).
  • PXR receptor modulation: 1H-1,2,3-Triazole-4-carboxamides have been optimized as potent and selective inverse agonists and antagonists of the PXR receptor, providing insights into the design of receptor-specific drugs (Li et al., 2022).
  • Large-scale synthesis: The large-scale synthesis of a Notum inhibitor employing a modified Sakai reaction illustrates the importance of 1H-1,2,3-triazole in the production of biochemical reagents, which can be essential in medical research and drug development (Atkinson et al., 2022).

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

10 - Combustible liquids

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Journal of the American Chemical Society, 127(31), 10824-10825 (2005-08-04)
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