2143-87-5

Basic information

• Product Name: 4-DIMETHYLAMINO-4'-NITROBIPHENYL
• Synonyms: 4-DIMETHYLAMINO-4'-NITROBIPHENYL;Dimethylaminonitrobiphenyl
• CAS NO: 2143-87-5
• Molecular Formula: C14H14N2O2
• Molecular Weight: 242.27
• Product Categories: Biphenyls (for High-Performance Polymer Research);Functional Materials;Organic Nonlinear Optical Materials;Reagent for High-Performance Polymer Research
• Mol File: 2143-87-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 243.0 to 249.0 °C
• Boiling Point: 398.2oC at 760 mmHg
• Flash Point: 194.6oC
• Appearance: /
• Density: 1.184g/cm3
• Vapor Pressure: 1.5E-06mmHg at 25°C
• Refractive Index: 1.618
• PKA: 3.97±0.12(Predicted)
• CAS DataBase Reference: 4-DIMETHYLAMINO-4'-NITROBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-DIMETHYLAMINO-4'-NITROBIPHENYL(2143-87-5)
• EPA Substance Registry System: 4-DIMETHYLAMINO-4'-NITROBIPHENYL(2143-87-5)

Safety Data

• Hazardous Substances Data: 2143-87-5(Hazardous Substances Data)

Usage

General Description

4-Dimethylamino-4'-nitrobiphenyl, also known as Michler's ketone, is an organic compound that is commonly used as a chemical intermediate and dye precursor. It is a yellow crystalline solid with a molecular formula of C14H14N2O2 and a molecular weight of 242.28 g/mol. 4-Dimethylamino-4'-nitrobiphenyl is a versatile compound that is used in the production of dyes, particularly for the coloring of plastics, textiles, and paper. It is also used in the synthesis of UV-curable coatings, photoinitiators, and as a reagent in organic chemistry reactions. However, it is important to handle this compound with caution as it is considered toxic and may cause skin irritation and allergic reactions in some individuals.

InChI:InChI=1/C14H14N2O2/c1-15(2)13-7-3-11(4-8-13)12-5-9-14(10-6-12)16(17)18/h3-10H,1-2H3

Upstream product

• 1211-40-1 4-amino-4'-nitrobiphenyl 
• 77-78-1 dimethyl sulfate 
• 636-98-6 p-nitrobenzene iodide 
• 93296-10-7 (4-(dimethylamino)phenyl)zinc(II) chloride 
• 121-69-7 N,N-dimethyl-aniline 
• 100-16-3 4-nitrophenylhydrazone 
• 586-78-7 para-nitrophenyl bromide 
• 171364-78-6 (4-(N,N-dimethylamino)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 28611-39-4 4-(dimethylamino)benzene-boronic acid 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 171364-83-3 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene 
• 24067-17-2 4-nitrophenylboronic acid 

Downstream Products

• 98878-74-1 bis-(4'-dimethylamino-biphenyl-4-yl)-diazene 

Relevant articles and documents

NOVEL HYDRAZONE DERIVATIVE WITH ARYL OR HETEROARYL GROUP SUBSTITUTED AT TERMINAL AMINE GROUP THEREOF AND USE THEREOF

The present invention relates to novel hydrazone derivatives in which a terminal amine group is substituted with an aryl group or a heteroaryl group, and uses thereof.

New Atglistatin closely related analogues: Synthesis and structure-activity relationship towards adipose triglyceride lipase inhibition

Adipose Triglyceride Lipase (ATGL) performs the first and rate-limiting step in lipolysis by hydrolyzing triacylglycerols stored in lipid droplets to diacylglycerols. By mediating lipolysis in adipose and non-adipose tissues, ATGL is a major regulator of

Highly efficient and magnetically recyclable graphene-supported Pd/Fe3O4 nanoparticle catalysts for Suzuki and Heck cross-coupling reactions

Herein, we report a facile and efficient one-step method for the synthesis of highly active, Pd/Fe3O4 nanoparticles supported on graphene nanosheets (Pd/Fe3O4/G) that exhibit excellent catalytic activity for Suzuki and Heck coupling reactions and that can be magnetically separated from the reaction mixture and recycled multiple times without loss of catalytic activity. The synthesis approach is based on the Microwave (MW)-assisted reduction of palladium and ferric nitrates in the presence of graphene oxide (GO) nanosheets using hydrazine hydrate as the reducing agent. The results provide a fundamental understanding of the system variables by comparing the catalytic activity and recyclability of four different catalysts with different properties. The most active and recyclable catalyst contains 7.6 wt% Pd nanoparticles with 4-6 nm diameters in Pd(0) oxidation state well-dispersed with 30 wt% Fe3O4 nanoparticles with 12-16 nm diameters on highly reduced GO containing a C/O ratio of 8.1. These combined properties produce remarkable catalytic activity for Suzuki cross coupling reactions under MW reaction conditions with an extremely high turnover number (TON) of 9250 and turn over frequency (TOF) of 111,000 h-1 at 80°C. The magnetic properties imparted by the Fe3O4 component of the catalyst enables the catalyst to be easily isolated and recycled, thus greatly simplifying the ability to purify the reaction products and increasing the economic value of the catalyst. The utility of these magnetic catalysts towards Suzuki and Heck cross coupling reactions with a variety of functionalized substrates was also demonstrated.