28355-47-7

Basic information

• Product Name: Pyridine, 2-(3,5-dimethylphenoxy)-
• CAS NO: 28355-47-7
• Molecular Formula: C13H13NO
• Molecular Weight: 199.252
• Mol File: 28355-47-7.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Pyridine, 2-(3,5-dimethylphenoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 2-(3,5-dimethylphenoxy)-(28355-47-7)
• EPA Substance Registry System: Pyridine, 2-(3,5-dimethylphenoxy)-(28355-47-7)

Safety Data

• Hazardous Substances Data: 28355-47-7(Hazardous Substances Data)

Upstream product

• 109-04-6 2-bromo-pyridine 
• 108-68-9 3,5-Dimethylphenol 
• 109-09-1 2-chloropyridine 
• 133604-82-7 3,5-dimethylphenyl 2-pyridinecarboxylate 

Downstream Products

• 5345-09-5 3,5-dimethyl-2-nitrophenol 
• 1590346-17-0 pentyl 2,4-dimethyl-6-(pyridin-2-yloxy)benzoate 

Relevant articles and documents

Copper(I)-USY as a Ligand-Free and Recyclable Catalyst for Ullmann-Type O-, N-, S-, and C-Arylation Reactions: Scope and Application to Total Synthesis

The copper(I)-doped zeolite CuI-USY proved to be a versatile, efficient, and recyclable catalyst for various Ullmann-type coupling reactions. Easy to prepare and cheap, this catalytic material enables the arylation and heteroarylation of diverse O-, N-, S-, and C-nucleophiles under ligand-free conditions while exhibiting large functional group compatibility. The facility of this catalyst to promote C-O bond formation was further demonstrated with the total synthesis of 3-methylobovatol, a naturally occurring diaryl ether of biological relevance. From a mechanistic viewpoint, two competitive pathways depending on the nature of the nucleophile and consistent with the obtained results have been proposed.

Decarbonylative Diaryl Ether Synthesis by Pd and Ni Catalysis

Because diaryl ethers are present as an important motif in pharmaceuticals and natural products, extensive studies for the development of novel methods have been conducted. A conventional method for the construction of the diaryl ether moiety is the intermolecular cross-coupling reaction of aryl halides and phenols with a copper or palladium catalyst. We developed a catalytic decarbonylative etherification of aromatic esters using a palladium or nickel catalyst with our enabling diphosphine ligand to give the corresponding diaryl ethers. The present reaction can be conducted on gram scale in excellent yield. This reaction not only functions in an intramolecular setting but also allows for a cross-etherification using other phenols.

PRODUCTION METHOD FOR BI(HETERO)ARYL(THIO)ETHER COMPOUND

PROBLEM TO BE SOLVED: To provide a method for synthesizing a bi(hetero)aryl(thio)ether compound at low cost without discharging halogen-derived waste. SOLUTION: The production method includes, for example as shown in the following formula, reacting a (thio)ester compound represented by formula (1) in the presence of a nickel catalyst (or a palladium catalyst) as well as a ligand compound to produce bi(hetero)aryl(thio)ether compound represented by formula (2). [Ar and Ar' are each independently a substituted/unsubstituted aryl group or heteroaryl group; Y is O or S.]. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT