14213-27-5

Basic information

• Product Name: 5-(4-nitrophenyl)-1-phenyl-1H-tetrazole
• CAS NO: 14213-27-5
• Molecular Formula: C₁₃H₉N₅O₂
• Molecular Weight: 267.2429
• Mol File: 14213-27-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 487.8°C at 760 mmHg
• Flash Point: 248.8°C
• Density: 1.43g/cm³
• Vapor Pressure: 1.15E-09mmHg at 25°C
• Refractive Index: 1.718
• CAS DataBase Reference: 5-(4-nitrophenyl)-1-phenyl-1H-tetrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-nitrophenyl)-1-phenyl-1H-tetrazole(14213-27-5)
• EPA Substance Registry System: 5-(4-nitrophenyl)-1-phenyl-1H-tetrazole(14213-27-5)

Safety Data

• Hazardous Substances Data: 14213-27-5(Hazardous Substances Data)

Upstream product

• 619-72-7 4-nitrobenzonitrile 
• 1144-74-7 4-nitrobenzophenone 
• 622-37-7 Phenyl azide 
• 122-04-3 4-nitro-benzoyl chloride 
• 3460-11-5 4-nitrobenzanilide 
• 95-14-7 1,2,3-Benzotriazole 
• 63068-97-3 dichloro-(4-nitro-phenyl)-phenyl-methane 
• 5466-94-4 4-Nitro-N-phenyl-benzimidoyl chloride 

Downstream Products

• 53288-66-7 N-(4-nitrophenyl)-N'-phenylcarbodiimide 
• 1932-32-7 N-(4-nitrophenyl)-N'-phenylurea 
• 729-13-5 2-(4-nitrophenyl)benzimidazole 
• 587-90-6 bis-N,N'-(4-nitrophenyl)urea 

Relevant articles and documents

Iron (III)-porphyrin Complex FeTSPP as an efficient catalyst for synthesis of tetrazole derivatives via [2?+?3]cycloaddition reaction in aqueous medium

The metal complex (5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin-iron (III) chloride (FeTSPP) was new employed in an environmentally benign protocol as an efficient catalyst for a “click” chemistry approach for the synthesis of tetrazole and guanindinyltetrazole derivatives via [2?+?3] cycloaddition reaction of nitriles and azide derivatives in aqueous medium. The synthesized compounds were obtained in excellent yield, short reaction times and a recoverable catalyst.

Efficient synthesis of 1,5-disubstituted tetrazoles

A general method for the synthesis of 1,5-disubstituted tetrazoles from imidoylbenzotriazoles that involves mild reaction conditions and short reaction times. Georg Thieme Verlag Stuttgart.

Intramolecular Reaction Between Nitro and Carbodi-imide Groups; A New Synthesis of 2-Arylbenzotriazoles

1-(2-Nitrophenyl)-5-phenyltetrazole (5b) decomposes when heated to give nitrogen, carbon dioxide, and 2-phenylbenzotriazole (6) in high yield.This new molecular rearrangement proceeds via 2-nitrophenyl(phenyl)carbodi-imide (8).Other precursors of this carbodi-imide, i.e. oxadiazolone (10), oxadiazolethione (11), oxathiadiazole 2-oxide (12), and the aminimide (16), and carbodi-imide itself, all give 2-phenylbenzotriazole (6) on thermolysis, the last three in high yield.This reaction is general for diarylcarbodi-imides with an ortho nitro group, and their precursors, and it provides a useful new route to 2-arylbenzotriazoles.A sequence of electrocyclic ring closing and opening reactions (Scheme 5) is proposed as the mechanism of this process.The key intermediate, 2-phenyl-1,2,4-benzotriazin-3-one 1-oxide (19) has been isolated from a careful thermolysis of (12) in toluene; in solution it is in reversible equlibrium with the ring-opened form (20).This new nitro-carbodi-imide group interaction has been extended to the more stable nitrobiphenyl(phenyl)carbodi-imide (25) and nitronaphthyl(phenyl)carbodi-imide (24) which, on flash vacuum pyrolysis, give benzimidazophenanthridine (29) and benzindazole 1-oxide (32) respectively, in new rearrangements.