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HomeProduct name list1,2,3-1H-Triazole

1,2,3-1H-Triazole

  • CAS NO.:288-36-8
  • Empirical Formula: C2H3N3
  • Molecular Weight: 69.07
  • MDL number: MFCD00014490
  • EINECS: 608-262-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-28 16:48:35
1,2,3-1H-Triazole Structural

What is 1,2,3-1H-Triazole?

Description

Triazoles are a family of five-membered rings that contain three nitrogen atoms and two double bonds. The four triazole isomers (1H-1,2,3-, 2H-1,2,3-, 1H-1,2,4-, and 2H-1,2,4-) differ by the arrangement of the nitrogen atoms and the locations of their three hydrogen atoms. All of the triazoles are planar and aromatic.
1H-1,2,3-Triazole, like all triazoles, is highly soluble in water. In aqueous solution it tautomerizes to its 2H-isomer with a 1H/2H ratio of ≈1:2. Both isomers have essentially the same melting and boiling points, making them very difficult to separate from each other.
In 1910, German chemists Otto Dimroth* and Gustav Fester synthesized 1H-1,2,3-triazole by heating a solution of hydrazoic acid (HN3) and acetylene at 100 oC for 70 h. Sodium azide can be used in place of HN3 if the solution is acidified. Dimroth is best known for his discovery of the eponymous rearrangement of amine-substituted 1,2,3-triazoles, in which the substituent nitrogen atom and its nearest ring nitrogen atom exchange places.
The 1,2,3-triazole moiety is considered to be a pharmacophore in that it can interact with specific biological targets. It is a component of such pharmaceuticals as the cephalosporin antibiotic cefatrizine; tazobactam, which broadens the spectrum of certain antibiotics; and carboxyamidotriazole, a calcium channel blocker that may be useful to combat cancer.

Chemical properties

clear colorless liquid

The Uses of 1,2,3-1H-Triazole

A basic 5-membered aromatic heterocycle used as a building block for more complex pharmaceutical compounds. There have been recent studies that showed antitumor, antiinflammatory, analgesic, antifunga l, antibacterial and antiviral activities in bioactive triazoles.

The Uses of 1,2,3-1H-Triazole

It effectively promotes the proton conduction in polymer electrolyte membranes via an intermolecular proton-transfer mechanism. A useful triazole for proteomics research

What are the applications of Application

1H-1,2,3-Triazole is a useful triazole for proteomics research

Definition

ChEBI: 1H-1,2,3-triazole is a 1,2,3-triazole. It is a tautomer of a 2H-1,2,3-triazole and a 4H-1,2,3-triazole.

Synthesis Reference(s)

The Journal of Organic Chemistry, 62, p. 9177, 1997 DOI: 10.1021/jo971313o

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.

Properties of 1,2,3-1H-Triazole

Melting point: 23-25 °C(lit.)
Boiling point: 203 °C752 mm Hg(lit.)
Density  1.192 g/mL at 25 °C(lit.)
refractive index  n20/D 1.498(lit.)
Flash point: 225 °F
storage temp.  Sealed in dry,Room Temperature
solubility  Acetone, Chloroform, Methanol (Slightly)
appearance colorless to yellow liquid
pka 1.17(at 20℃)
form  Liquid
color  Clear colorless to yellow
Specific Gravity 1.192
Water Solubility  soluble
FreezingPoint  21.0 to 24.0 ℃
BRN  104766
CAS DataBase Reference 288-36-8(CAS DataBase Reference)
NIST Chemistry Reference 1H-1,2,3-Triazole(288-36-8)

Safety information for 1,2,3-1H-Triazole

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 1,2,3-1H-Triazole

InChIKey QWENRTYMTSOGBR-UHFFFAOYSA-N

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