2829-27-8

Basic information

• Product Name: 4-nitrobenzaldehyde phenylhydrazone
• Synonyms: 1-(4-nitrobenzylidene)-2-phenylhydrazine
• CAS NO: 2829-27-8
• Molecular Formula: C₁₃H₁₁N₃O₂
• Molecular Weight: 241.2453
• Mol File: 2829-27-8.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 408°C at 760 mmHg
• Flash Point: 200.6°C
• Density: 1.2g/cm³
• Vapor Pressure: 7.23E-07mmHg at 25°C
• Refractive Index: 1.608
• CAS DataBase Reference: 4-nitrobenzaldehyde phenylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitrobenzaldehyde phenylhydrazone(2829-27-8)
• EPA Substance Registry System: 4-nitrobenzaldehyde phenylhydrazone(2829-27-8)

Safety Data

• Hazardous Substances Data: 2829-27-8(Hazardous Substances Data)

Upstream product

• 1413917-21-1 N-[(1,1-dimethylethyl)diphenylsilyl]-3(4-nitrophenyl)oxaziridine 
• 62-53-3 aniline 
• 119645-09-9 N-[(1,1-dimethylethyl)diphenylsilyl]benzenemethanamine 
• 1413917-19-7 N-[(1,1-dimethylethyl)diphenylsilyl]-4-nitrobenzaldimine 
• 100-63-0 phenylhydrazine 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 555-16-8 4-nitrobenzaldehdye 
• 59-88-1 phenylhydrazine hydrochloride 
• 4599-10-4 4-(4'-nitrobenzylidene)-1-phenyl-3,5-pyrazolidinedione 
• 1129-37-9 4-nitrobenzaldehyde oxime 
• 619-73-8 4-nitrobenzyl chloride 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 5315-87-7 4-nitrobenzaldehyde semicarbazone 

Downstream Products

• 19098-48-7 4-amino-benzaldehyde phenylhydrazone 
• 62084-77-9 2-(4-nitrobenzylidene)-1-benzyl-1-phenylhydrazine 
• 123560-38-3 C₁₄H₁₀ClN₃O₃ 
• 555-16-8 4-nitrobenzaldehdye 
• 1132-39-4 diphenylselenide 
• 62-23-7 4-nitro-benzoic acid 
• 7684-30-2 N,N-dimethyl-N'-phenylcarbamimidic chloride 
• 619-72-7 4-nitrobenzonitrile 
• 81323-14-0 N-Phenyl-N'-(4-nitro-α-hydroxylamino)benzylhydrazine 
• 100983-85-5 N-[4-(4,5-Dihydro-naphtho[1,2-d][1,3]dithiol-2-ylidene)-cyclohexa-2,5-dienylidene]-N'-[1-(4-nitro-phenyl)-meth-(E)-ylidene]-hydrazine; compound with perchloric acid 
• 88246-26-8 [(4-Nitro-phenyl)-(4,5,6,7-tetrahydro-benzo[1,3]dithiol-2-ylidene)-methyl]-phenyl-diazene 
• 128738-05-6 2-(2,4,7-Trinitro-fluoren-9-ylidene)-malononitrile; compound with N-[1-(4-nitro-phenyl)-meth-(E)-ylidene]-N'-phenyl-hydrazine 
• 128737-96-2 2,4,7-Trinitro-fluoren-9-one; compound with N-[1-(4-nitro-phenyl)-meth-(E)-ylidene]-N'-phenyl-hydrazine 
• 135137-36-9 1-(o-Hydroxyphenyl)-3-(p-nitrophenyl)-5-phenylformazan 

Relevant articles and documents

Colorimetric quantification of α-tocopherol (vitamin E) in pure form and different comestible samples by using newly synthesized tetrazolium salts

A quick, susceptible, and viable spectrophotometric procedure for the assay of α-tocopherol by newly synthesized tetrazolium reagents 2-phenyl-3-(2-thiazolyl)-5-(4-methoxyphenyl)tetrazolium bromide (PTMPT) and 2-phenyl-3-(2-thiazolyl)-5-(4-nitrophenyl)tet

Synthesis of 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenylformazans) and 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenyl-5,6-dihydro-1,2,4,5-tetrazin-1-ium) Perchlorates

Abstract: New bis-formazans and bis(5,6-dihydro-1,2,4,5-tetrazin-1-ium) perchlorates were synthesized with high yields under mild conditions. 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenylformazans) were obtained by diazo coupling of para-substituted benzaldehyde phenylhydrazones with [1,1′-biphenyl]-4,4′-bis(diazonium chloride). Treatment of the obtained bis-formazans with formaldehyde in the presence of perchloric acid in dioxane afforded 1,1′-([1,1′-biphenyl]-4,4′-diyl)bis(3-aryl-5-phenyl-5,6-dihydro-1,2,4,5-tetrazin-1-ium) diper-chlorates. The structure of the synthesized compounds was confirmed by elemental analyses and UV, IR, and 1H and 13C NMR spectra.

Transition-Metal-Free Coupling of 1,3-Dipoles and Boronic Acids as a Sustainable Approach to C?C Bond Formation

The need for alternative, complementary approaches to enable C?C bond formation within organic chemistry is an on-going challenge in the area. Of particular relevance are transformations that proceed in the absence of transition-metal reagents. In the current study, we report a comprehensive investigation of the coupling of nitrile imines and aryl boronic acids as an approach towards sustainable C?C bond formation. In situ generation of the highly reactive 1,3-dipole facilitates a Petasis–Mannich-type coupling via a nucleophilic boronate complex. The introduction of hydrazonyl chlorides as a complementary nitrile imine source to the 2,5-tetrazoles previously reported by our laboratory further broadens the scope of the approach. Additionally, we exemplify for the first time the extension of this protocol into another 1,3-dipole, through the synthesis of aryl ketone oximes from aryl boronic acids and nitrile N-oxides.