13170-62-2

Basic information

• Product Name: ALPHA,ALPHA'-DIANILINO-P-XYLENE
• Synonyms: ALPHA,ALPHA'-DIANILINO-P-XYLENE;alph,alph-Dianilino-p-xylene;Dianilinoxylene;N,N'-(1,4-Phenylenedimethylene)dianiline;N,N'-(1,4-Xylylene)bisaniline;N,N'-Diphenylbenzene-1,4-bis(methaneamine);α,α'-Dianilino-p-xylene;'-Dianilino-p-xylene
• CAS NO: 13170-62-2
• Molecular Formula: C₂₀H₂₀N₂
• Molecular Weight: 288.39
• Product Categories: Fluorenes, etc. (reagent for high-performance polymer research);Functional Materials;Reagent for High-Performance Polymer Research
• Mol File: 13170-62-2.mol
• Article Data: 13

Chemical Properties

• Melting Point: 127°C
• Boiling Point: 468.0±25.0 °C(Predicted)
• Appearance: /
• Density: 1.154±0.06 g/cm3(Predicted)
• PKA: 4.09±0.10(Predicted)
• CAS DataBase Reference: ALPHA,ALPHA'-DIANILINO-P-XYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: ALPHA,ALPHA'-DIANILINO-P-XYLENE(13170-62-2)
• EPA Substance Registry System: ALPHA,ALPHA'-DIANILINO-P-XYLENE(13170-62-2)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 13170-62-2(Hazardous Substances Data)

Usage

General Description

ALPHA,ALPHA'-DIANILINO-P-XYLENE is a chemical compound primarily used as a primary intermediate in the production of dyes and pigments. It is a derivative of xylene, a widely used solvent and raw material in the chemical industry. ALPHA,ALPHA'-DIANILINO-P-XYLENE is known for its high thermal stability and compatibility with a variety of organic solvents, making it valuable in the production of specialized dyes and pigments. Additionally, it is also used in the synthesis of certain pharmaceuticals and as a chemical intermediate in the manufacture of plasticizers, antioxidants, and other additives for rubber and plastics. However, it is important to handle this compound with caution as it may pose health and environmental risks if not properly managed.

Upstream product

• 623-27-8 terephthalaldehyde, 
• 98-95-3 nitrobenzene 
• 623-26-7 terephthalonitrile 
• 62-53-3 aniline 
• 589-29-7 p-xylylene glycol 
• 61990-57-6 (1E,1'E)-1,1'-(1,4-phenylene)-bis(N-phenylmethanimine) 
• 29540-84-9 4-chlorophenyl trifluoromethanesulfonate 
• 103-01-5 N-Phenylglycine 
• 66107-30-0 4-bromophenyl trifluoromethanesulfonate 
• 14326-69-3 N,N'-terephthalylidenebisaniline 
• 623-25-6 p-Xylylene dichloride 

Relevant articles and documents

Diethylsilane as a Powerful Reagent in Au Nanoparticle-Catalyzed Reductive Transformations

Diethylsilane (Et2SiH2), a simple and readily available dihydrosilane, that exhibits superior reactivity, as compared to monohydrosilanes, in a series of reductive transformations catalyzed by recyclable and reusable Au nanoparticles (1 mol-%) supported on TiO2. It reduces aldehydes or ketones almost instantaneously at ambient conditions. It can be used in a one pot rapid reductive amination procedure, in which premixing of aldehyde and amine is required prior to the addition of the reducing agent and the catalyst, even in a protic solvent. An unprecedented method for the synthesis of N-arylisoindolines is also shown in the reductive amination between o-phthalaldehyde and anilines. In this transformation, it is proposed that the intermediate N,2-diphenylisoindolin-1-imines are reduced stepwise to the isoindolines. Finally, Et2SiH2 readily reduces amides into amines in excellent yields and shorter reaction times relative to previously known analogous nano Au(0)-catalyzed protocols.

High-Throughput Screening of Reductive Amination Reactions Using Desorption Electrospray Ionization Mass Spectrometry

This study describes the latest generation of a high-throughput screening system that is capable of screening thousands of organic reactions in a single day. This system combines a liquid handling robot with desorption electrospray ionization (DESI) mass spectrometry (MS) for a rapid reaction mixture preparation, accelerated synthesis, and automated MS analysis. A total of 3840 unique reductive amination reactions were screened to demonstrate the throughputs that are capable with the system. Products, byproducts, and intermediates were all monitored in full-scan mass spectra, generating a complete view of the reaction progress. Tandem mass spectrometry experiments were conducted to verify the identity of the products formed. The amine and electrophile reactivity trends represented in the data match what is expected from theory, indicating that the system accurately models the reaction performance. The DESI results correlated well with those generated using more traditional mass spectrometry techniques like liquid chromatography-mass spectrometry, validating the data generated by the system.

Catalyst-Free and Solvent-Free Facile Hydroboration of Imines

A facile process for the catalyst-free and solvent-free hydroboration of aromatic as well as heteroaromatic imines is reported. This atom-economic methodology is scalable, compatible with sterically and electronically diverse imines, displaying excellent tolerance towards various functional groups, and works efficiently at ambient temperature in most of the cases, affording secondary amines in good to excellent yield after hydrolysis.