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 
• 32597-34-5 1H-pyrrole-2-carbaldehyde oxime 
• 1003-29-8 2-pyrrole aldehyde 

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.

Antibacterial assessment of heteroaryl, Vinyl, Benzyl, and Alkyl tetrazole compounds

Background: In previous reports, the antibacterial properties of certain tetrazole derivatives have been described. We have previously reported the antibacterial properties of aryl 1H-tetrazole compounds. Objective: To study the antibacterial activity of 5-substituted heteroaryl, vinyl, benzyl, and alkyl 1H-tetrazole derivatives. Methods: The antibacterial properties of heteroaryl, vinyl, benzylic, and aliphatic tetrazole derivatives were investigated against Escherichia coli, Staphylococcus aureus, and Pseudomonas aeruginosa. The activity was assessed by determining the minimum inhibitory concentration of these tetrazole derivatives and comparing them to the known antibiotics amoxicillin, trimethoprim and sulfamethoxazole. Results: The tetrazole compounds were prepared utilizing cerium(III) chloride heptahydrate catalysis at 160o C for 1-4 h in a microwave reactor using an aqueous solvent mixture. The most active derivatives exhibited minimum inhibitory concentration values between 125-250 μg/mL against Escherichia coli. More importantly, these compounds were considerably more active when used in combination with trimethoprim and a significant synergistic effect was observed (MIC = 0.98-7.81 μg/mL) against E. coli and S. aureus. Conclusion: The tetrazole derivatives were synthesized in high yield and short reaction times in water. Several of the tetrazole compounds showed a significant synergistic antibacterial effect when used with trimethoprim.