644-16-6

Basic information

• Product Name: N-(P-TOLYL)-2-NAPHTHYLAMINE
• Synonyms: 2-(P-TOLUIDINO)NAPHTHALENE;N-(P-TOLYL)-2-NAPHTHYLAMINE;(4-methylphenyl)-(2-naphthyl)amine;N-(4-methylphenyl)naphthalen-2-amine;N-(p-Tolyl)naphthalen-2-aMine;N-p-Tolyl-beta-naphthylamine;NSC 22889
• CAS NO: 644-16-6
• Molecular Formula: C₁₇H₁₅N
• Molecular Weight: 233.31
• Mol File: 644-16-6.mol
• Article Data: 25

Chemical Properties

• Melting Point: 102-103℃
• Boiling Point: 411.7 °C at 760 mmHg
• Flash Point: 219.6 °C
• Appearance: /
• Density: 1.133 g/cm³
• Vapor Pressure: 5.47E-07mmHg at 25°C
• Refractive Index: 1.685
• Solubility: soluble in Methanol
• PKA: 1.33±0.30(Predicted)
• CAS DataBase Reference: N-(P-TOLYL)-2-NAPHTHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(P-TOLYL)-2-NAPHTHYLAMINE(644-16-6)
• EPA Substance Registry System: N-(P-TOLYL)-2-NAPHTHYLAMINE(644-16-6)

Safety Data

• Hazardous Substances Data: 644-16-6(Hazardous Substances Data)

Usage

General Description

N-(P-TOLYL)-2-NAPHTHYLAMINE, also known as TONAN, is an organic compound with potential applications in the chemical industry. Its molecular formula is C17H15N and its molecular mass is 239.31. This chemical is characterized by the presence of an aromatic amine functional group, which gives it strong reactivity with electrophiles. It is typically used as a building block in the synthesis of more complex organic molecules. N-(P-TOLYL)-2-NAPHTHYLAMINE is a solid at room temperature and exhibits good stability under normal storage conditions, but should be handled with care due to its potential toxicity and irritant properties. Its handling and usage should comply with standard safety guidelines including use of appropriate personal protective equipment and adherence to proper storage and disposal procedures.

InChI:InChI=1/C17H15N/c1-13-6-9-16(10-7-13)18-17-11-8-14-4-2-3-5-15(14)12-17/h2-12,18H,1H3

Upstream product

• 90-11-9 1-Bromonaphthalene 
• 106-49-0 p-toluidine 
• 135-76-2 sodium 2-naphthol-6-sulfonate 
• 135-19-3 β-naphthol 
• 92-70-6 3-Hydroxy-2-naphthoic acid 
• 90-13-1 1-Chloronaphthalene 
• 532-02-5 2-naphthalenesulfonic acid sodium salt 
• 7385-85-5 naphthalen-2-yl tosylate 
• 580-13-2 2-bromonaphthalene 
• 7657-86-5 tri(naphthalen-2-yl) phosphate 
• 21473-01-8 2-naphthalenylmagnesium bromide 
• 32316-92-0 naphthalene-2-boronic acid 
• 624-31-7 4-tolyl iodide 
• 91-59-8 naphthalen-2-ylamine 

Downstream Products

• 106-49-0 p-toluidine 
• 135-19-3 β-naphthol 
• 23854-10-6 N,N'-di-p-tolyl-[1,1']binaphthyl-2,2'-diyldiamine 

Relevant articles and documents

Electrochemical Reductive Arylation of Nitroarenes with Arylboronic Acids

The synthesis of diarylamine is extremely important in organic chemistry. Herein, a novel electrochemical reductive arylation of nitroarenes with arylboronic acids was developed. A variety of diarylamines were synthesized without the need for transition-metal catalysts. The reaction could be scaled up efficiently in a flow cell and several derivatization reactions were carried out smoothly. Cyclic voltammetry experiments and mechanism studies showed that acetonitrile, formic acid, and triethyl phosphite all played a role in promoting this reductive arylation transformation.

Reagent and Catalyst Capsules: A Chemical Delivery System for Reaction Screening and Parallel Synthesis

Commercially available hydroxypropyl methylcellulose capsules are employed as a fast, safe, and user-friendly chemical delivery system containing all reagents (catalyst, ligand, and base) for three important transition-metal-catalyzed reactions: Buchwald-Hartwig, Suzuki-Miyaura, and metallophotoredox C-N cross-coupling reactions. This encapsulation methodology simplifies the screening of reaction conditions and the preparation of compound libraries using parallel synthesis in organic solvents or aqueous media. These reagents-containing HPMC capsules are easy to prepare, come in different sizes, and can be stored on the bench under noninert conditions.

Mono/Dual Amination of Phenols with Amines in Water

We herein describe a practical direct amination of phenols through a palladium-catalyzed hydrogen-transfer-mediated activation method to synthesize the secondary and tertiary amines. In this conversion, environmentally friendly water and inexpensive ammonium formate were used as solvent and reductant, respectively. A range of amines, including aliphatic amines, aniline, secondary amines, and diamines, could be coupled effectively by this method to achieve mono/dual amination and cyclization of phenols. This study not only provides a green and mild strategy for the synthesis of secondary and tertiary naphthylamines but also expands the synthesis of chloroquine in organic chemistry.