31602-66-1

Basic information

• Product Name: 5-(1H-pyrrol-2-yl)-1H-tetrazole
• Synonyms: 5-(1H-pyrrol-2-yl)-1H-tetrazole;5-(1H-pyrrol-2-yl)-2H-Tetrazole
• CAS NO: 31602-66-1
• Molecular Formula: C₅H₅N₅
• Molecular Weight: 135.13
• Mol File: 31602-66-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 224-226 °C(Solv: ethyl acetate (141-78-6); ethyl ether (60-29-7))
• Boiling Point: 430.957 °C at 760 mmHg
• Flash Point: 225.636 °C
• Appearance: /
• Density: 1.484 g/cm³
• Refractive Index: 1.669
• PKA: 4.94±0.10(Predicted)
• CAS DataBase Reference: 5-(1H-pyrrol-2-yl)-1H-tetrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(1H-pyrrol-2-yl)-1H-tetrazole(31602-66-1)
• EPA Substance Registry System: 5-(1H-pyrrol-2-yl)-1H-tetrazole(31602-66-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 31602-66-1(Hazardous Substances Data)

Usage

General Description

5-(1H-pyrrol-2-yl)-1H-tetrazole is a chemical compound that contains both a pyrrole and a tetrazole ring. The pyrrole ring is a five-membered aromatic heterocycle, while the tetrazole ring is a heterocyclic compound composed of four nitrogen atoms and one carbon atom. 5-(1H-pyrrol-2-yl)-1H-tetrazole is typically known for its application in material science, as well as its use in various chemical reactions due to its unique structural features. It's often used as a starting material in the synthesis of other complex chemical compounds.

InChI:InChI=1/C5H5N5/c1-2-4(6-3-1)5-7-9-10-8-5/h1-3,6H,(H,7,8,9,10)

Upstream product

• 4513-94-4 1H-pyrrole-2-carbonitrile 
• 1003-29-8 2-pyrrole aldehyde 
• 32597-34-5 1H-pyrrole-2-carbaldehyde oxime 

Relevant articles and documents

Just add tetrazole: 5-(2-Pyrrolo)tetrazoles are simple, highly potent anion recognition elements

We report a novel pyrrolo-tetrazole motif that encodes anion binding orders of magnitude stronger than closely related systems and suggests the general utility of amide-tetrazole exchanges for creating simple, high-affinity anion binders. The Royal Society of Chemistry 2011.

Synthesis of 5-Substituted 1 H-Tetrazoles from Nitriles by Continuous Flow: Application to the Synthesis of Valsartan

An efficient continuous flow process for the synthesis of 5-substituted 1H-tetrazoles is described. The process involves the reaction between a polymer-supported triorganotin azide and organic nitriles. The polymer-supported organotin azide, which is in situ generated with a polystyrene-supported triorganotin alkoxide and trimethylsilylazide, is immobilized in a packed bed reactor. This approach is simple, fast (it takes from 7.5 to 15 min), and guarantees a low concentration of tin residues in the products (5 ppm). The process was developed to aryl-, heteroaryl-, and also alkylnitriles and was applied for the synthesis of valsartan, an angiotensin II receptor antagonist.

A Practical Synthesis of 5-Substituted 1 H -Tetrazoles from Aldoximes Employing the Azide Anion from Diphenyl Phosphorazidate

5-Substituted 1 H -tetrazoles were effectively synthesized from aldoximes and diphenyl phosphorazidate (DPPA) under reflux conditions in xylenes. Various aldoximes underwent the cycloaddition reaction to afford the corresponding 5-substituted 1 H -tetrazoles in short reaction times and in good yields. Chiral aldoximes derived from amino acids also gave aminotetrazoles with almost no racemization.