13440-07-8

Basic information

• Product Name: di(naphthalen-1-yl)phosphine oxide
• Synonyms: di(naphthalen-1-yl)phosphine oxide;di-1-naphthalenyl-Phosphine oxide
• CAS NO: 13440-07-8
• Molecular Formula: C₂₀H₁₅OP
• Molecular Weight: 302.306261
• Mol File: 13440-07-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 164.9-165.6 °C
• Boiling Point: 513.9±33.0 °C(Predicted)
• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: di(naphthalen-1-yl)phosphine oxide(CAS DataBase Reference)
• NIST Chemistry Reference: di(naphthalen-1-yl)phosphine oxide(13440-07-8)
• EPA Substance Registry System: di(naphthalen-1-yl)phosphine oxide(13440-07-8)

Safety Data

• Hazardous Substances Data: 13440-07-8(Hazardous Substances Data)

Usage

General Description

Di(naphthalen-1-yl)phosphine oxide is a chemical compound with the formula C20H13OP. It is commonly referred to as a photoinitiator and is used in the photopolymerization process. When exposed to light, di(naphthalen-1-yl)phosphine oxide initiates a reaction that leads to the hardening or curing of various materials such as inks, adhesives, and coatings. It is a highly efficient photoinitiator and is often used in combination with other photoinitiators to achieve the desired curing properties. Furthermore, di(naphthalen-1-yl)phosphine oxide is also used as a flame retardant additive, particularly in plastics and other polymer materials, due to its ability to inhibit the spread of flames and reduce smoke emission. This chemical has a variety of industrial applications, particularly in the manufacturing of products in the printing, electronics, and construction industries.

Upstream product

• 762-04-9 Diethyl phosphonate 
• 90-11-9 1-Bromonaphthalene 
• 762-04-9 phosphonic acid diethyl ester 
• 1069-08-5 diethylphosphoramidous dichloride 
• 703-55-9 1-naphthylmagnesiumbromide 
• 2303-76-6 sodium diethyl phosphite 

Downstream Products

• 1262588-14-6 (R)-3-(di(naphthalen-1-yl)phosphoryl)-1,3-diphenylpropan-1-one 
• 95953-70-1 di(naphthalen-1-yl)(phenyl)phosphine oxide 
• 1228338-57-5 (R)-methyl 2-((dinaphthalen-1-ylphosphoryl)(phenyl)methyl)acrylate 
• 1197132-23-2 (S)-N-((dinaphthalen-1-ylphosphoryl)(furan-2-yl)methyl)-4-methylbenzenesulfonamide 
• 1197132-21-0 (S)-N-((dinaphthalen-1-ylphosphoryl)(4-fluorophenyl)methyl)-4-methylbenzenesulfonamide 
• 1197132-24-3 (S)-N-(cyclohexyl(dinaphthalen-1-ylphosphoryl)methyl)-4-methylbenzenesulfonamide 

Relevant articles and documents

An Alternative Metal-Free Aerobic Oxidative Cross-Dehydrogenative Coupling of Sulfonyl Hydrazides with Secondary Phosphine Oxides

An alternative metal-free, efficient and practical approach for the preparation of phosphinothioates is established via the aerobic oxidative cross-dehydrogenative coupling (CDC) of sulfonyl hydrazides with secondary phosphine oxides catalyzed by tetrabutylammonium iodide (TBAI) in the presence of atmospheric oxygen. The strategy provides an array of diverse phosphinothioates in good to excellent yields. Furthermore, two representative bioactive molecules are synthesized on up to gram scale by utilizing this method.

Tailored Cobalt-Catalysts for Reductive Alkylation of Anilines with Carboxylic Acids under Mild Conditions

The first cobalt-catalyzed hydrogenative N-methylation and alkylation of amines with readily available carboxylic acid feedstocks as alkylating agents and H2 as ideal reductant is described. Combination of tailor-made triphos ligands with cobalt(II) tetrafluoroborate significantly improved the efficiency, thus promoting the reaction under milder conditions. This novel protocol allows for a broad substrate scope with good functional group tolerance, even in the presence of reducible alkenes, esters, and amides.

Reaction of 1-bromonaphthalene with PH3 in the t-BuOK/DMSO system: PCl3-free synthesis of di(1-naphthyl)phosphine and its oxide

The phosphine, generated together with hydrogen from red phosphorus and aqueous KOH, reacts with 1-bromonaphthalene in the t-BuOK/DMSO system under mild conditions (70 °C, atmospheric pressure) to give di(1-naphthyl)phosphine, which is easily oxidized in the presence of air to afford di(1-naphthyl)phosphine oxide in 45% preparative yield. Tri(1-naphthyl)phosphine and naphthalene are also formed in the reaction in 23 and 27% yield, respectively. According to ESR and UV data, the studied phosphination of 1-bromonaphthalene involves a single electron transfer process.