2585-27-5

Basic information

• Product Name: N,N-dibenzyl-4-nitrobenzamide
• Synonyms: benzamide, 4-nitro-N,N-bis(phenylmethyl)-; N,N-Dibenzyl-4-nitrobenzamide
• CAS NO: 2585-27-5
• Molecular Formula: C₂₁H₁₈N₂O₃
• Molecular Weight: 346.3792
• Mol File: 2585-27-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 564.1°C at 760 mmHg
• Flash Point: 295°C
• Density: 1.246g/cm³
• Vapor Pressure: 9.48E-13mmHg at 25°C
• Refractive Index: 1.64
• CAS DataBase Reference: N,N-dibenzyl-4-nitrobenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dibenzyl-4-nitrobenzamide(2585-27-5)
• EPA Substance Registry System: N,N-dibenzyl-4-nitrobenzamide(2585-27-5)

Safety Data

• Hazardous Substances Data: 2585-27-5(Hazardous Substances Data)

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 103-49-1 dibenzylamine 
• 1485-70-7 N-benzylbenzamide 
• 55-21-0 benzamide 
• 620-40-6 tribenzylamine 
• 555-21-5 4-Nitrophenylacetonitrile 
• 555-16-8 4-nitrobenzaldehdye 
• 5464-77-7 N,N-dibenzylformamide 
• 100-00-5 4-chlorobenzonitrile 
• 62-23-7 4-nitro-benzoic acid 
• 100-46-9 benzylamine 
• 1426958-17-9 N,N-dibenzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-amine 
• 98-88-4 benzoyl chloride 

Downstream Products

• 1619935-08-8 N,N-dibenzyl-1-(4-nitrophenyl)methanamine hydrochloride 

Relevant articles and documents

Homoleptic Bis(trimethylsilyl)amides of Yttrium Complexes Catalyzed Hydroboration Reduction of Amides to Amines

Homoleptic lanthanide complex Y[N(TMS)2]3 is an efficient homogeneous catalyst for the hydroboration reduction of secondary amides and tertiary amides to corresponding amines. A series of amides containing different functional groups such as cyano, nitro, and vinyl groups were found to be well-tolerated. This transformation has also been nicely applied to the synthesis of indoles and piribedil. Detailed isotopic labeling experiments, control experiments, and kinetic studies provided cumulative evidence to elucidate the reaction mechanism.

Metal-free amidation of carboxylic acids with tertiary amines

A direct amidation of carboxylic acids with tertiary amines could be carried out in the presence of the Ph3P-I2 activator. With an appropriate reagent addition sequence, a range of carboxylic acids including aliphatic, allylic, and aromatic acids could be converted into their corresponding tertiary amides under mild conditions without requirement of metal catalysis.

Transformation of Contact-Explosives Primary Amines and Iodine(III) into a Successful Chemical Reaction under Solvent-Free Ball Milling Conditions

Any synthetic transformation using contact-explosives primary amines and hypervalent iodine(III) (phenyliodine diacetate) in constrained media (extreme conditions) is practically impossible. Herein, we report a method of controlling the explosion into a successful chemical reaction using the acid-salt NaHSO4. As a proof-of-concept, we considered mechanochemical (ball-milling) cross dehydrogenative coupling (CDC) reaction for the amidation of aldehydes via C-H activation. An isothermal titration calorimetric (ITC) study was helpful to understand the enthalpy changes during the reactions before and after addition of NaHSO4.