14064-61-0

Basic information

• Product Name: 5-(4-CHLORO-BENZYL)-2H-TETRAZOLE
• Synonyms: 5-(4-CHLOROBENZYL)-2H-1,2,3,4-TETRAAZOLE;5-(4-CHLORO-BENZYL)-2H-TETRAZOLE;AKOS B020753;BUTTPARK 84\02-04;ART-CHEM-BB B020753;5-(4-Chlorobenzyl)tetrazole;5-(4-chlorobenzyl)-1H-tetrazole(SALTDATA: FREE);5-(4-chlorobenzyl)-2H-tetraazole
• CAS NO: 14064-61-0
• Molecular Formula: C₈H₇ClN₄
• Molecular Weight: 194.62
• Mol File: 14064-61-0.mol
• Article Data: 23

Chemical Properties

• Melting Point: 164 °C
• Boiling Point: 387°Cat760mmHg
• Flash Point: 219.9°C
• Appearance: /
• Density: 1.402g/cm³
• Vapor Pressure: 3.4E-06mmHg at 25°C
• Refractive Index: 1.626
• PKA: 4.69±0.10(Predicted)
• CAS DataBase Reference: 5-(4-CHLORO-BENZYL)-2H-TETRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-CHLORO-BENZYL)-2H-TETRAZOLE(14064-61-0)
• EPA Substance Registry System: 5-(4-CHLORO-BENZYL)-2H-TETRAZOLE(14064-61-0)

Safety Data

• Hazardous Substances Data: 14064-61-0(Hazardous Substances Data)

Usage

Description

5-(4-Chloro-benzyl)-2H-tetrazole is a chemical compound that belongs to the group of tetrazoles. Tetrazoles are polycyclic chemical compounds that typically have high nitrogen content. This specific tetrazole has a benzyl group, which is a functional group derived from benzene, attached at the 5-position and a chlorine atom attached to the benzyl group. 5-(4-CHLORO-BENZYL)-2H-TETRAZOLE's structure suggests potential photoelectric properties, commonly seen in materials used in telescopes and other optical devices.

Uses

Used in Organic Chemistry:
5-(4-Chloro-benzyl)-2H-tetrazole is used as a building block for synthesizing more complex molecules. Its unique structure allows for various chemical reactions, making it a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds.
Used in Photoelectric Applications:
5-(4-Chloro-benzyl)-2H-tetrazole is used as a component in materials with photoelectric properties. Its potential use in telescopes and other optical devices highlights its importance in the development of advanced technologies that rely on light-sensitive materials.
Used in Research and Development:
5-(4-Chloro-benzyl)-2H-tetrazole is used as a research compound for studying the properties and reactions of tetrazoles. Its unique structure provides insights into the behavior of nitrogen-rich compounds and their potential applications in various fields, including materials science and pharmaceuticals.

InChI:InChI=1/C8H7ClN4/c9-7-3-1-6(2-4-7)5-8-10-12-13-11-8/h1-4H,5H2,(H,10,11,12,13)

Upstream product

• 1878-66-6 4-chlorophenylacetic Acid 
• 20101-92-2 2-(4-chlorophenyl)acetamide 
• 140-53-4 p-chlorobenzyl cyanide 

Downstream Products

• 1230658-90-8 5-(4-chlorobenzyl)-2-(4-nitrophenyl)tetrazole 
• 1230658-84-0 5-(4-chlorobenzyl)-1-(4-nitrophenyl)tetrazole 
• 950272-35-2 2-(4-chlorobenzyl)-5-phenyl-1,3,4-oxadiazole 

Relevant articles and documents

Aluminum(III) hydrogensulfate: An efficient solid acid catalyst for the preparation of 5-substituted 1H-tetrazoles

An efficient method for preparation of 5-substituted 1H-tetrazoles via [2+3] cycloaddition of nitriles and sodium azide is reported using aluminum(III) hydrogensulfate as an effective solid acid. This method has the advantages of good yields, simple methodology, and easy workup. Copyright

The microwave-assisted synthesis of 5-substituted 1: H -tetrazoles via [3+2] cycloaddition over a heterogeneous Cu-based catalyst: Application to the preparation of 13N-labelled tetrazoles

The [3+2] cycloaddition between various nitriles and sodium azide proceeds smoothly in the presence of a new CuII catalyst in N-methyl-2-pyrrolidone (NMP) to give the corresponding 5-substituted 1H-tetrazoles. The desired tetrazoles were obtain

Amberlyst-15 catalyzed synthesis of 5-substituted 1-H-tetrazole via [3+2] cycloaddition of nitriles and sodium azide

A mild and efficient method for the preparation of 5-substituted 1-H-tetrazole derivatives is reported using solid acidic resin Amberlyst-15 as an effective heterogeneous catalyst. This method is advantageous because of non-toxicity and stability of catalyst, high product yield, simple methodology, and easy work up. The catalyst was recovered by simple filtration and reused several times delivering moderate to good product yield.

An experimental and computational assessment of acid-catalyzed azide-nitrile cycloadditions

The mechanism of the azidea-nitrile cycloaddition mediated by different Bronsted and Lewis acids has been addressed through DFT calculations. In all cases activation of the nitrile substrate by the Bronsted or Lewis acid catalyst was found to be responsib

Synthesis, molecular docking and xanthine oxidase inhibitory activity of 5-aryl-1H-tetrazoles

5-Aryl-1H-tetrazoles (1–24) were synthesized and screened for their xanthine oxidase (XO) inhibitory activity using allopurinol as standard inhibitor (IC50 = 2.0 ± 0.01 μM). Six compounds 3, 4, 5, 9, 21, and 24 exhibited significant to weak act

Choline chloride–ZnCl2: Recyclable and efficient deep eutectic solvent for the [2+3] cycloaddition reaction of organic nitriles with sodium azide

Herein we report first time choline chloride–zinc chloride based deep eutectic solvent is a green and efficient reaction medium for the [2+3] cycloaddition reaction of organic nitriles with sodium azide to afford the corresponding 5-substituted 1H-tetrazo