73025-54-4

Basic information

• Product Name: Benzenemethanamine, a-(nitromethylene)-N-phenyl-, (Z)-
• CAS NO: 73025-54-4
• Molecular Formula: C14H12N2O2
• Molecular Weight: 240.261
• Mol File: 73025-54-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, a-(nitromethylene)-N-phenyl-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, a-(nitromethylene)-N-phenyl-, (Z)-(73025-54-4)
• EPA Substance Registry System: Benzenemethanamine, a-(nitromethylene)-N-phenyl-, (Z)-(73025-54-4)

Safety Data

• Hazardous Substances Data: 73025-54-4(Hazardous Substances Data)

Upstream product

• 141377-54-0 2-nitro-1-phenylethan-1-ol 
• 100-52-7 benzaldehyde 
• 62-53-3 aniline 
• 614-21-1 2-nitroacetophenone 
• 536-74-3 phenylacetylene 
• 10151-95-8 2-nitroacetanilide 
• 1795-93-3 1-chloro-1-phenyl-2-nitroethene 
• 29293-52-5 1,2-dinitro-1-phenylethene 
• 1199-21-9 (Ξ)-α-chloro-β-nitro-styrene 

Downstream Products

• 95513-12-5 2-imino-5-nitro-3,4-diphenyl-4-thiazoline 
• 95512-87-1 1-anilino-2-iodo-2-nitro-1-phenylethylene 
• 95512-85-9 1-anilino-2-chloro-2-nitro-1-phenylethylene 
• 95512-86-0 1-anilino-2-bromo-2-nitro-1-phenylethylene 
• 95512-99-5 1-anilino-2-nitro-2-<(o-nitrophenyl)thio>-1-phenylethylene 
• 4921-82-8 1-benzoyl-3-phenylthiourea 
• 153449-80-0 1-phenyl-N-(2-phenyl-1H-indol-3-yl)methanimine 
• 519166-83-7 N-(2-phenyl-1H-indol-3-yl)benzamide 

Relevant articles and documents

Synthesis of 3-nitroindoles by sequential paired electrolysis

3-Nitroindoles are synthetically versatile intermediates but current methods for the preparation hinder their widespread application. Herein, we report that nitroenamines undergo electrochemical cyclisation to 3-nitroindoles in the presence of potassium iodide. Detailed control experiments and cyclic voltammogram studies infer the reaction proceedsviaa sequential paired electrolysis process, beginning with anodic oxidation of iodide (I?) to the iodine radical (I˙), which facilitates cyclisation of the nitroenamine to give a 3-nitroindolinyl radical. Cathodic reduction and protonation generates a 3-nitroindoline that upon oxidation forms the 3-nitroindole.

Copper-Catalyzed N-Arylation of Nitroenamines with Diaryliodonium Salts

A novel synthetic methodology was developed for the N-arylation of nitroenamine derivatives utilizing diaryliodonium triflates and copper(I) chloride as a catalyst. The procedure enables the easy aryl transfer from the hypervalent species under mild catalytic conditions with unusual heteroatom preference and high efficiency.

Highly enantioselective reduction of β-amino nitroolefins with a simple n-sulfinyl urea as bifunctional catalyst

Simple but effective: A structurally simple N-sulfinyl urea was found to be a highly efficient bifunctional catalyst, which allows for the development of a novel pathway for the construction of chiral β-amino nitroalkanes through enantioselective reduction of β-amino nitroolefins by trichlorosilane. High yields and excellent enantioselectivities were obtained for a broad range of β-arylamino nitroolefin substrates (see scheme). Copyright