15286-45-0

Basic information

• Product Name: 4-nitro-N-[(1E)-3-phenylprop-2-en-1-ylidene]aniline
• CAS NO: 15286-45-0
• Molecular Formula: C₁₅H₁₂N₂O₂
• Molecular Weight: 252.268
• Mol File: 15286-45-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 438.9°C at 760 mmHg
• Flash Point: 219.2°C
• Density: 1.11g/cm³
• Vapor Pressure: 1.72E-07mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: 4-nitro-N-[(1E)-3-phenylprop-2-en-1-ylidene]aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitro-N-[(1E)-3-phenylprop-2-en-1-ylidene]aniline(15286-45-0)
• EPA Substance Registry System: 4-nitro-N-[(1E)-3-phenylprop-2-en-1-ylidene]aniline(15286-45-0)

Safety Data

• Hazardous Substances Data: 15286-45-0(Hazardous Substances Data)

Upstream product

• 100-01-6 4-nitro-aniline 
• 104-55-2 3-phenyl-propenal 
• 14371-10-9 (E)-3-phenylpropenal 

Downstream Products

• 91462-44-1 1-(4-Nitro-phenyl)-4-phenyl-3,4-dihydro-1H-pyridin-2-one 
• 1609261-91-7 1-(4-bromophenyl)-3-(4-nitrophenyl)-6-oxo-2-styryl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylic acid dimethyl ester 
• 131480-03-0 diethyl 1-(4-nitrophenylamino)-3-phenylprop-2-enephosphonate 
• 145825-95-2 1-Biphenyl-4-yl-2-[4-phenyl-4H-[1,3]dithiin-(2E)-ylidene]-ethanone 
• 106724-48-5 4-Cyclohept-1-enyl-1-(4-nitro-phenyl)-5-((E)-styryl)-1H-imidazole 
• 106724-46-3 4-Cyclohex-1-enyl-1-(4-nitro-phenyl)-5-((E)-styryl)-1H-imidazole 
• 106724-45-2 4-Cyclopent-1-enyl-1-(4-nitro-phenyl)-5-((E)-styryl)-1H-imidazole 
• 501680-99-5 4-nitro-N-(3-phenylpropyl)aniline 

Relevant articles and documents

Synthesis of β-Phosphinolactams from Phosphenes and Imines

Various cis-β-phosphinolactams are synthesized stereoselectively for the first time from imines and diazo(aryl)methyl(diaryl)phosphine oxides under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo the Wolf rearrangement to generate phosphenes. Imines nucleophilically attack the phosphenes followed by an intramolecular nucleophilic addition via less steric transition states to give final cis-β-phosphinolactams. C-Styrylimines generally give rise to β-phosphinolactams in higher yields than C-arylimines. The stereoselectivity and proposed mechanism are rationalized by DFT theoretical calculation.

Polymethylhydrosiloxane (PMHS)/trifluoroacetic acid (TFA): a novel system for reductive amination reactions

Polymethylhydrosiloxane (PMHS)/trifluoroacetic acid (TFA) was discovered as a novel metal-free system for reductive amination reactions. A variety of (het)aryl amines as well as a representative carbamate and urea were successfully alkylated by benzaldehyde in the presence of PMHS and TFA in dichloromethane at room temperature in moderate to excellent yields (28-87%). Furthermore, this reaction protocol was successfully applied to the alkylation of p-nitroaniline with a wide range of aldehydes, ketones, and a representative acetal to obtain the alkylated products in yields ranging from 40% to 92%. The current work represents one of the very few examples of PMHS being activated by a Br?nsted acid.