24017-95-6

Usage

Physical appearance

White crystalline solid

Solubility

Insoluble in water, soluble in organic solvents

Uses

Production of pharmaceuticals, dyes, and other organic compounds

Importance

Key intermediate in the synthesis of various derivatives with applications in chemistry and materials science

Applications

Manufacture of optical brighteners and UV stabilizers

Safety precautions

May cause irritation to the respiratory system and skin upon exposure; handle with caution

Upstream product

• 766-51-8 2-Chloroanisole 
• 106-38-7 para-bromotoluene 
• 16727-00-7 potassium 2-acetylbenzoate 
• 100-42-5 styrene 
• 2142-70-3 2-iodoacetophenone 
• 292638-85-8 acrylic acid methyl ester 
• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 7251-51-6 trans-9,10-Dihydroxy-9,10-dimethyl-9,10-dihydro-phenanthren 

Downstream Products

• 7251-51-6 trans-9,10-Dihydroxy-9,10-dimethyl-9,10-dihydro-phenanthren 
• 1237541-41-1 C₁₆H₁₆O₂ 
• 217-22-1 (+)-dibenzocyclooctene 
• 217-22-1 Dibenzocyclooctatetraene 
• 7251-51-6 9,10-dimethyl-9,10-dihydrophenanthrene-9,10-diol 
• 81650-56-8 7-methyl-5H-dibenzocyclohepten-5-one 
• 106569-11-3 2-(7-methyl-5H-dibenzocyclohepten-5-yl)-1,3-dioxolane 
• 106568-94-9 1-<2'-<(2-methyl-1,3-dioxolan)-2-yl><1,1'-biphenyl>-2-yl>ethanone 
• 106568-97-2 1-<2'-(2-methyl-1,3-dioxolan-2-yl)<1,1'-biphenyl>-2-yl>ethanone oxime 
• 18442-29-0 2,2′-bis(ethynyl)-1,1′-biphenyl 

Relevant academic research and scientific papers

Immobilized palladium nanoparticles on potassium zirconium phosphate as an efficient recoverable heterogeneous catalyst for a clean Heck reaction in flow

Palladium nanoparticles on layered potassium α-zirconium phosphate (PdNP/α-ZrPK) with high palladium loading (10.6 wt%) have been prepared and used as catalyst in low amount (0.1 mol% of Pd) in the Heck reaction of methyl acrylate and styrene with a series of aryl iodides in CH3CN/H2O azeotrope as a green medium. The procedure has been optimized under flow conditions obtaining an extremely low waste production (E-factor) and allowing to isolate the final product with very low residual palladium content without any purification step.

An efficient one-pot approach to phenanthrene derivatives using a catalyzed tandem Ullmann-pinacol coupling reaction

In the presence of catalyst (Ph3P)2NiCl2 and reductant Zn, the Ullmann reactions of ortho-halo aryl aldehydes generate biaryl-dialdehydes and zinc halides. Subsequently, ZnX2 can catalyze the intramolecular pinacol coupling reaction of biaryl-dialdehydes to form 9,10-dihydrophenanthrene-9,10-diols. One-pot synthesis of 9-phenanthrols can be achieved using this strategy.

A novel nickel(0)-catalyzed cascade Ullmann-pinacol coupling: From o-bromobenzaldehyde to trans-9,10-dihydroxy-9,10-dihydrophenanthrene

Using 5 mol% of (Ph3P)2NiCl2 as a catalyst, Zn powder as a reductant, ortho-carbonyl-substituted aryl halides could be coupled to form trans-9,10-dihydroxy-9,10-dihydrophenanthrenes in a one-pot cascade reaction. Georg Thieme Verlag Stuttgart.

THE COUPLING OF ORGANIC GROUPS BY THE ELECTROCHEMICAL REDUCTION OF ORGANIC HALIDES: CATALYSIS BY 2,2'-BIPYRIDINENICKEL COMPLEXES

The electrochemical reduction of a dilute solution of NiX2bipy (bipy = 2,2'-bipyridine) in N-methylpyrrolidone gives the corresponding Ni0 complex, which undergoes oxidative addition with an excess of an organic halide RX to form RNiX.Decomposition of RNiX gives the dimer R2 in good yield and nickel(II).The nickel(0) species is regenerated to give an electrocatalytic process.The possible mechanism of these reactions is discussed briefly.

Synthesis and Reactions of Bis(p-methoxyphenyl)tellurone

Bis(p-methoxyphenyl)tellurone, the first definitely characterized tellurone, has been prepared by periodate oxidation of the corresponding telluroxide and its oxidizing properties have been studied.