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

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

• 1144-74-7 4-nitrobenzophenone 
• 622-37-7 Phenyl azide 
• 619-72-7 4-nitrobenzonitrile 
• 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.

Transition-metal-free multinitrogenation of amides by C-C bond cleavage: A new approach to tetrazoles

A metal-free brand-new one-pot multinitrogenation of amides for the chemo- A nd regioselective synthesis of 1,5-disubstituted tetrazoles has been developed. By means of electrophilic amide activation, and further C-C bond cleavage and rearrangement, a diverse set of functionalized 1,5-DST derivatives were selectively constructed under mild conditions. As showcased in the mechanisms, the chemoselectivity is easily switched by the selection of the starting materials in the reaction.

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.

Improved Schmidt synthesis of 1,5-disubstituted 1H-tetrazoles from ketones

On treatment with an excess of sodium azide in the presence of titanium(IV) chloride in boiling acetonitrile, both aliphatic and aromatic ketones are smoothly converted to 1,5-disubstituted 1H-tetrazoles in high yields.

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.