67490-46-4

Basic information

• Product Name: Benzenemethanimine, 4-nitro-
• CAS NO: 67490-46-4
• Molecular Formula: C7H6N2O2
• Molecular Weight: 150.137
• Mol File: 67490-46-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Benzenemethanimine, 4-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanimine, 4-nitro-(67490-46-4)
• EPA Substance Registry System: Benzenemethanimine, 4-nitro-(67490-46-4)

Safety Data

• Hazardous Substances Data: 67490-46-4(Hazardous Substances Data)

Usage

Chemical compound

Benzenemethanimine, 4-nitro-

Also known as

p-nitrobenzylamine

Physical properties

Pale yellow crystalline substance

Functional group

Nitro group attached to benzene ring

Uses

Organic synthesis, pharmaceutical research, intermediate in production of dyes and pharmaceuticals

Safety

Considered hazardous, should be handled and stored with care, follow proper safety protocols

Upstream product

• 13889-98-0 N-acetylpiperidine 
• 114467-11-7 C₁₄H₁₀F₃N₂O₅S*H⁽¹⁺⁾ 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 110-91-8 morpholine 
• 114467-12-8 C₁₃H₁₀N₃O₇S*H⁽¹⁺⁾ 
• 114467-13-9 C₁₃H₁₀BrN₂O₅S*H⁽¹⁺⁾ 
• 114467-15-1 C₁₃H₁₁N₂O₅S*H⁽¹⁺⁾ 
• 555-16-8 4-nitrobenzaldehdye 
• 7409-30-5 p-nitrobenzylamine 

Downstream Products

• 13707-46-5 N-tosyl-4-nitrobenzaldimine 
• 56841-81-7 4-nitrobenzalchloroimine 
• 1093111-99-9 3-methylene-5-(4-nitro-phenyl)-pyrrolidin-2-one 
• 23980-86-1 3-(4-nitrobenzylideneamino)quinoline 

Relevant articles and documents

A practical oxidative conversion of aldehydes into N-chloroaldimines

A novel method for the preparation of N-chloroaldimines from commonly available aromatic aldehydes has been developed. The reaction proceeded effectively by two steps: aldehydes were initially transformed into imines and then chloro-substitution with NaClO2 gave the N-chloroaldimines. This simple protocol allows for the preparation of a variety of aromatic N-chloroaldimines in moderate to excellent yields without the isolation of the imine intermediate. We also found that 3-nitrobenzaldehyde and 4-cyanobenzaldehyde were converted into the related benzonitrile directly under the standard conditions.

Imine allylation using 2-alkoxycarbonyl allylboronates as an expedient three-component reaction to polysubstituted α-exo-methylene-γ-lactams

α-exo-Methylene-γ-lactams are key structural units in a wide variety of biologically active natural products. A concise route to the formation of polysubstituted α-exo-methylene-γ-lactams is described. In this three-component reaction, an imine is formed

Correlation analysis of reactivity in the oxidation of substituted benzylamines by pyridinium hydrobromide perbromide

The oxidation of benzylamine and twenty-seven ortho-, meta- and para-substituted benzylamines by pyridinium hydrobromide perbromide (PHPB), in dimethylsulphoxide (DMSO), leads to the formation of the corresponding aldimines. The reactions are of first order with respect to both PHPB and the amine. The oxidation of deuterated benzylamine exhibited a substantial kinetic isotope effect (kII/kD = 3.20 at 303 K). An addition of pyridinium bromide does not affect the rate. PHPB itself has been postulated as the reactive oxidizing species. The rates of the oxidation of para- and meta-substituted benzylamines were correlated with Taft's and Swain's field and resonance substituent constants. The oxidation of para-substituted benzylamines showed an excellent correlation with Taft's σI and σRBA values; the meta-compounds correlated best with σI and σR0 values. Rates of the ortho-substituted compounds showed a significant correlation with Charton's triparametric equation. Suitable mechanism has been proposed.