737-89-3

Usage

Uses

Used in Chemical Synthesis:
1,1'-DINAPHTHYLAMINE is used as a reagent for the production of dyes, pharmaceuticals, and other organic compounds due to its chemical properties that facilitate various synthesis processes.
Used in Intermediate Production:
1,1'-DINAPHTHYLAMINE is used as an intermediate in the synthesis of various types of chemicals, including antioxidants and inhibitors, where it plays a crucial role in the formation of these compounds.
Used in Research and Development:
1,1'-DINAPHTHYLAMINE may be utilized in research and development settings to explore its potential applications and to understand its chemical behavior in different contexts.

InChI:InChI=1/C20H15N/c1-3-11-17-15(7-1)9-5-13-19(17)21-20-14-6-10-16-8-2-4-12-18(16)20/h1-14,21H

Upstream product

• 90-15-3 α-naphthol 
• 631-61-8 ammonium acetate 
• 74-87-3 methylene chloride 
• 134-32-7 1-amino-naphthalene 
• 7664-41-7 ammonia 
• 4684-12-2 1-amino-4-chloronaphthalene 
• 90-13-1 1-Chloronaphthalene 
• 90-11-9 1-Bromonaphthalene 
• 60-35-5 acetamide 

Downstream Products

• 91-20-3 naphthalene 
• 224-62-4 dibenzophenothiazine 
• 7664-41-7 ammonia 
• 522739-70-4 5-tert-butyl-2-(dinaphthalen-1-ylamino)isophthalic acid dimethyl ester 
• 239-64-5 13H-dibenzocarbazole 
• 937042-69-8 N-(2,6-diisopropylphenyl)-9-N,N-di(naphth-1-yl)aminoperylene-3,4-dicarboximide 
• 889657-98-1 (4-(di(naphthalene-1-yl)amine)phenyl)boronic acid 
• 690658-64-1 N-(4-bromophenyl)-N-(naphthalen-1-yl)naphthalen-1-amine 
• 63019-61-4 9-(4-Dimethylamino-styryl)-3,4;5,6-dibenzacridin 
• 522739-83-9 5-tert-butyl-2-(di-naphthalen-1-yl-amino)-isophthalic acid 

Relevant academic research and scientific papers

Selective Cross-Coupling of (Hetero)aryl Halides with Ammonia to Produce Primary Arylamines using Pd-NHC Complexes

Herein we report the first example of (hetero)arylation of ammonia using a monoligated palladium-NHC complex. The new, rationally designed, precatalyst (DiMeIHeptCl)Pd(allyl)Cl featuring highly branched alkyl chains has been shown to be effective in selective aminations across a range of challenging substrates, including nitrogen-containing heterocycles and those featuring base-sensitive functionality. The less bulky Pd-PEPPSI-IPentCl precatalyst performs well for ortho-substituted aryl halides, giving monoarylated products in high yield with good selectivity.

Exploring the Catalytic Reactivity of Nickel Phosphine-Phosphite Complexes

In this study, we present an investigation into various nickel phosphite and phosphite-phosphine complexes for use in the Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions and the ammonia arylation reaction. In these coupling reactions, it was discovered that the Ni[P(OEt)3]4, (dppf)Ni[P(OPh)3]2, and (binap)Ni[P(OPh)3]2 catalysts were the most effective. In addition, an optimisation process for these catalytic systems as well as functional group compatibility are discussed.

PROCESS FOR THE SYNTHESIS OF ARYLAMINES FROM THE REACTION OF AN AROMATIC COMPOUND WITH AMMONIA OR A METAL AMIDE

A catalytic process for the synthesis of aromatic primary amines, reagent compositions for effecting the process, and transition metal complexes useful in the process, are provided.

The surprisingly facile thermal dehalogenation of chlorinated aromatics by a hydroaromatic donor solvent. Tautomerization of chlorinated phenols and anilines

Up to 600 K, chlorinated benzenes and naphthalenes are inert in a hydrogen atom donating solvent such as 9,10-dihydroanthracene. However, when a hydroxyl or amine group is attached to the 2 or 4 position relative to chlorine, a surprisingly facile and selective hydrodehalogenation occurs at temperatures between 530 and 630 K. These features are the result of the onset of tautomeric equilibria for the chlorophenols or -anilines, creating the corresponding enones or imines, respectively, as reactive intermediates. The mechanism of dehalogenation involves the rate-determining transfer of a hydrogen atom from the solvent to the reactive intermediate according to a reverse radical disproportionation (RRD), followed by elimination of chlorine. The reactivity of mono- and dichlorophenols, chloroanilines, 4-chloro-1-naphthol, and 4-chloro-1-naphthylamine dissolved in 9,10-dihydroanthracene has been investigated. By means of density functional theory (DFT) calculations, the energies for the tautomers and their hydrogen affinities have been established. The experimental selectivities could be adequately reproduced by the computed data.