107023-66-5

Basic information

• Product Name: N-CYANOMETHYL-N-METHYL-4-NITROANILINE
• Synonyms: cyanomethylmethylnitroaniline;N-CYANOMETHYL-N-METHYL-4-NITROANILINE;N-(4-Nitrophenyl)-N-MethylaMinoacetonitrile;2-(Methyl(4-nitrophenyl)aMino)acetonitrile;NPAN;N-Cyanomethyl-N-methyl-4-nitroaniline;[methyl(4-nitrophenyl)amino]acetonitrile
• CAS NO: 107023-66-5
• Molecular Formula: C9H9N3O2
• Molecular Weight: 191.19
• Product Categories: Functional Materials;Organic Nonlinear Optical Materials
• Mol File: 107023-66-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 112.5-113.4℃
• Boiling Point: 379.3 °C at 760 mmHg
• Flash Point: 183.2 °C
• Appearance: /
• Density: 1.281 g/cm³
• Vapor Pressure: 5.91E-06mmHg at 25°C
• Refractive Index: 1.609
• Solubility: soluble in Acetone
• CAS DataBase Reference: N-CYANOMETHYL-N-METHYL-4-NITROANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-CYANOMETHYL-N-METHYL-4-NITROANILINE(107023-66-5)
• EPA Substance Registry System: N-CYANOMETHYL-N-METHYL-4-NITROANILINE(107023-66-5)

Safety Data

• RIDADR: 2811
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 107023-66-5(Hazardous Substances Data)

Usage

General Description

N-Cyanomethyl-N-Methyl-4-Nitroaniline is a chemical compound with a variety of potential applications due to its unique properties. This synthetic compound is categorized as an organic substance, specifically a nitro compound and amine. It is an aromatic amine that contains a cyano group (-CN) and is characterized by a methyl group (CH3) directly attached to the nitrogen atom. Detailed information about its physical characteristics such as color, melting point, boiling point, and solubility are yet to be established. Like most nitroaniline derivatives, this compound may pose associated risks and hazards, requiring careful handling and storage. It's widely used in medicinal chemistry, dye manufacturing industries, and several chemical reactions.

InChI:InChI=1/C9H9N3O2/c1-11(7-6-10)8-2-4-9(5-3-8)12(13)14/h2-5H,7H2,1H3

Upstream product

• 100-23-2 N,N-Dimethyl-4-nitroaniline 
• 7677-24-9 trimethylsilyl cyanide 
• 773837-37-9 sodium cyanide 

Relevant articles and documents

Heterogeneously catalyzed oxidative cyanation of tertiary amines with sodium cyanide/hydrogen peroxide using polymer-supported iron(II) phthalocyanines as catalyst

The first report on heterogeneously catalyzed oxidative cyanation of various tertiary amines to the corresponding a-amino nitriles with high yields and selectivity by using hydrogen peroxide oxidant in presence of sodium cyanide and Fe(II) phthalocyanine supported on a polymer as catalyst is described. The present method has the added benefits of facile recovery of the catalyst from the reaction mixture and its subsequent use without further activation. Consistent catalytic activity with no metal leaching was observed during this course.

Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug molecules

Oxidative cyanation of sp3C–H bonds at the α position of amines was achieved using CoCuFe2O4 as a catalyst and NaCN as an inexpensive cyanide source at room temperature. CoCuFe2O4 was found to be an active catalyst for Csp [3]-Csp coupling, efficiently delivering valuable α-aminonitriles from tertiary/secondary amines in good yields. The corresponding products were obtained with high selectivity toward α position. In addition, functional group tolerance offered the opportunity for application in late-stage functionalization of biologically active molecules. This transformation proceeds convenient on a gram-scale, and the catalyst can be reused for several runs with consistent catalytic activity.

Iron catalyzed oxidative cyanation of tertiary amines

Iron(ii) and iron(iii) salts catalyze the oxidative α-cyanation of tertiary amines by trimethylsilyl cyanide in the presence of tert-butylhydroperoxide under acid-free conditions at room temperature.