6940-30-3

Basic information

• Product Name: N,N-diphenyl-2-NaphthalenaMine
• Synonyms: N,N-diphenyl-2-NaphthalenaMine;N-2-NDPA;N,N-Diphenyl-2-naphthylamine;N,N-Diphenyl-2-naphthylamine
• CAS NO: 6940-30-3
• Molecular Formula: C₂₂H₁₇N
• Molecular Weight: 295.37708
• Mol File: 6940-30-3.mol
• Article Data: 17

Chemical Properties

• Melting Point: 123.0 to 127.0 °C
• Boiling Point: 453.4°Cat760mmHg
• Flash Point: 200.8°C
• Appearance: /
• Density: 1.159g/cm³
• Vapor Pressure: 2.08E-08mmHg at 25°C
• Refractive Index: 1.695
• Solubility: soluble in Toluene
• CAS DataBase Reference: N,N-diphenyl-2-NaphthalenaMine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-diphenyl-2-NaphthalenaMine(6940-30-3)
• EPA Substance Registry System: N,N-diphenyl-2-NaphthalenaMine(6940-30-3)

Safety Data

• Hazardous Substances Data: 6940-30-3(Hazardous Substances Data)

Usage

Uses

N,N-Diphenylnaphthalen-2-amine is used as a reactant in the synthesis of biaryl diamines.

InChI:InChI=1/C22H17N/c1-3-11-20(12-4-1)23(21-13-5-2-6-14-21)22-16-15-18-9-7-8-10-19(18)17-22/h1-17H

Upstream product

• 135-88-6 N-Phenyl-2-naphthylamine 
• 637-88-7 1,4-Cyclohexanedione 
• 612-55-5 2-iodonaphthalene 
• 122-39-4 diphenylamine 
• 1145-08-0 naphthalen-2-yl N,N-dimethylsulfamic acid 
• 5856-90-6 sodium diphenylamine 
• 91-58-7 2-chloronaphthalene 
• 580-13-2 2-bromonaphthalene 
• 17425-91-1 N-(trimethylsilyl)-diphenylamine 
• 108-90-7 chlorobenzene 
• 7385-85-5 naphthalen-2-yl tosylate 
• 90-11-9 1-Bromonaphthalene 
• 108-86-1 bromobenzene 
• 591-50-4 iodobenzene 

Downstream Products

• 1048378-07-9 N,N,N′,N′-tetraphenyl-1,1′-binaphthalene-2,2′-diamine 
• 1293999-27-5 7-phenyl-benzo[a]acridinium perchlorate 

Relevant articles and documents

SOLVENT-FREE CROSS-COUPLING REACTION, AND PRODUCTION METHOD USING SAID REACTION

Disclosed is a cross-coupling reaction method which forms a chemical bond selected from C—N, C—B, C—C, C—O and C—S bonds, the method comprising: preparing an aromatic compound (1) having a leaving group;preparing a compound (2) capable of undergoing a cross-coupling reaction selected from an aromatic amino compound (2-1), a diboronic acid ester or the like (2-2), an aromatic boronic acid or the like (2-3), an aromatic compound (2-4) having a hydroxyl group and an aromatic compound (2-5) having a thiol group; andperforming a cross-coupling reaction of the compound (1) with the compound (2) in the presence of a palladium catalyst, a base and a compound (4) having a carbon-carbon double bond or a carbon-carbon triple bond, in the absence of a solvent.

Production of the triarylamine

PROBLEM TO BE SOLVED: To provide a method for producing a triarylamine compound by coupling an N, N-dialkyl sulfamate compound and a diaryl amide compound in the presence of a nickel catalyst.SOLUTION: A triarylamine is produced by allowing an N, N-dialkyl sulfamate represented by formula (1) (in the formula, Arrepresents a phenyl group or the like, and Rand Reach independently represents a 1-4C alkyl group that may be substituted with a fluorine atom) to react with a diarylamide in the presence of a nickel catalyst.

Catalytic carbon-nitrogen bond-forming cross-coupling using N-trimethylsilylamines

Carbon-nitrogen bond-forming cross-coupling reaction of haloarenes with N-trimethylsilyl (TMS)-substituted secondary and primary arylamines proceeded with the aid of a palladium catalyst and a fluoride activator. Various TMS-N(aryl)2, TMS-NH(aryl), and TMS-N(alkyl)2 reacted to give the corresponding coupled products in high yields. Multi-TMS-amine nucleophiles such as N,N-(TMS)2-aniline and N,N′-Ph2-N,N′-(TMS)2-p-phenylenediamine also participated in this C-N coupling to give multiply C-N coupled products in high yields. The novel C-N cross-coupling reaction was successfully applied to C-N bond-forming polymerization. Relative rates of the cross-coupling of p-bromotoluene with N-TMS-substituted primary and secondary amines showed that N-TMS-diphenylamine reacted faster than N-TMS-N-methylaniline or N-TMS-aniline, and N-TMS-morpholine was the least reactive, indicating that the low basicity of the nitrogen nucleophile is the key for the smooth coupling.