875664-25-8

Basic information

• Product Name: 4-Bromo-2-phenoxybenzonitrile
• Synonyms: 4-Bromo-2-phenoxybenzonitrile
• CAS NO: 875664-25-8
• Molecular Formula: C₁₃H₈BrNO
• Molecular Weight: 274.116
• Mol File: 875664-25-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 351.652°C at 760 mmHg
• Flash Point: 166.473°C
• Appearance: /
• Density: 1.527g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.65
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-Bromo-2-phenoxybenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2-phenoxybenzonitrile(875664-25-8)
• EPA Substance Registry System: 4-Bromo-2-phenoxybenzonitrile(875664-25-8)

Safety Data

• Hazardous Substances Data: 875664-25-8(Hazardous Substances Data)

Usage

General Description

4-Bromo-2-phenoxybenzonitrile is a chemical compound with the molecular formula C13H8BrNO. It is a white to pale yellow solid that is primarily used as an intermediate in the synthesis of pharmaceutical compounds and agrochemicals. 4-Bromo-2-phenoxybenzonitrile is commonly utilized as a building block in the production of various biologically active substances due to its versatile reactivity and structural properties. It is also known for its potential as a herbicide and has been studied for its ability to inhibit plant growth. Overall, 4-Bromo-2-phenoxybenzonitrile plays a crucial role in the development of pharmaceutical and agricultural products and is valued for its synthetic and biological versatility.

InChI:InChI=1/C13H8BrNO/c14-11-7-6-10(9-15)13(8-11)16-12-4-2-1-3-5-12/h1-8H

Upstream product

• 2243-42-7 2-phenoxybenzoic acid 
• 118-55-8 phenyl Salicylate 
• 105942-08-3 4-bromo-6-fluorobenzonitrile 
• 108-95-2 phenol 

Downstream Products

• 861605-94-9 2-phenoxy-4-bromobenzoic acid 
• 500286-36-2 3-bromo-9H-xanthene-9-one 
• 412340-22-8 3-phenoxy-biphenyl-4-carboxylic acid 

Relevant articles and documents

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.

Anthraquinone organic electroluminescent material and application thereof

The invention discloses an anthraquinone organic electroluminescent material and application thereof. A general formula compound is shown in a formula (1) in the specification, and in the formula (1),Z is selected from O or S; X1-X8 are independently selected from CR1 or N, wherein R1 is selected from a structure shown in a formula (2) in the specification, or selected from hydrogen, alkyl, arylor heterocyclic aryl, adjacent R1 groups can form a ring, and at least one of R1 groups is selected from the structure (2) shown in the formula (2); in the formula (2), Y1-Y8 are independently selected from CR2 or N, and at least one of the Y1-Y8 is selected from N; R2 is selected from hydrogen, alkyl, aryl or heterocyclic aryl, and adjacent R2 groups can form a ring; L is selected from single bonds, arylidene or heterocyclic arylidene; and when two or more R1 groups are selected from the formula (2), the selected L groups in the formula (2) are not single bonds at the same time. The compoundshows excellent device performance and stability when serving as the light-emitting material in an organic light-emitting device (OLED), and meanwhile the OLED adopting the general formula compound iswithin the scope of right protection.

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.