146537-85-1

Basic information

• Product Name: Benzonitrile, 2-(4-chlorophenoxy)-
• CAS NO: 146537-85-1
• Molecular Formula: C13H8ClNO
• Molecular Weight: 229.666
• Mol File: 146537-85-1.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Benzonitrile, 2-(4-chlorophenoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 2-(4-chlorophenoxy)-(146537-85-1)
• EPA Substance Registry System: Benzonitrile, 2-(4-chlorophenoxy)-(146537-85-1)

Safety Data

• Hazardous Substances Data: 146537-85-1(Hazardous Substances Data)

Upstream product

• 6317-27-7 p-chlorophenyl mesylate 
• 394-47-8 2-fluorobenzonitrile 
• 106-48-9 4-chloro-phenol 
• 612-24-8 o-nitrobenzonitrile 
• 1679-18-1 4-Chlorophenylboronic acid 

Downstream Products

• 792158-57-7 2-(4-chlorophenoxy)benzenemethanamine 
• 1221277-38-8 N-(4-chlorophenyl)-2-hydroxy-N-methylbenzamide 
• 2944-58-3 4-chlorophenyl 2-hydroxybenzoate 
• 6410-65-7 2-(4-chloro-phenoxy)-benzoic acid 

Relevant articles and documents

One-pot microwave-assisted tandem deprotection of arylmethanesulfonates / SNAr reaction for K2CO3-mediated C(aryl)-O bond formation

One-pot microwave-assisted tandem deprotection of arylmethanesulfonates / nucleophilic aromatic substitution reaction (SNAr) with activated aryl halides to synthesize asymmetrical diaryl ethers is described.

Electrochemical Reductive Smiles Rearrangement for C-N Bond Formation

A conceptually new and synthetically valuable radical Smiles rearrangement reaction is reported under undivided electrolytic conditions. This protocol employs an entirely new strategy for the electrochemical radical Smiles rearrangement. Remarkably, an amidyl radical generated from the cleavage of the N-O bond under reductive electrolytic conditions plays a crucial role in this transformation. Various hydroxylamine derivatives bearing different substituents are suitable in this electrochemical transformation, furnishing the corresponding amides in up to 86% yield.

Efficient Aryl Migration from an Aryl Ether to a Carboxylic Acid Group To Form an Ester by Visible-Light Photoredox Catalysis

We have developed a highly efficient aryl migration from an aryl ether to a carboxylic acid group through retro-Smiles rearrangement by visible-light photoredox catalysis at ambient temperature. Transition metals and a stoichiometric oxidant and base are avoided in the transformation. Inspired by the high efficiency of this transformation and the fundamental importance of C?O bond cleavage, we developed a novel approach to the C?O cleavage of a biaryl ether to form two phenolic compounds, as demonstrated by a one-pot, two-step gram-scale reaction under mild conditions. The aryl migration exhibits broad scope and can be applied to the synthesis of pharmaceutical compounds, such as guacetisal. Primary mechanistic studies indicate that the catalytic cycle occurs by a reductive quenching pathway.