130490-16-3

Basic information

• Product Name: [18O]-4-cyanophenol
• Synonyms: [18O]-4-cyanophenol
• CAS NO: 130490-16-3
• Molecular Weight: 121.123
• Mol File: 130490-16-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: [18O]-4-cyanophenol(CAS DataBase Reference)
• NIST Chemistry Reference: [18O]-4-cyanophenol(130490-16-3)
• EPA Substance Registry System: [18O]-4-cyanophenol(130490-16-3)

Safety Data

• Hazardous Substances Data: 130490-16-3(Hazardous Substances Data)

Upstream product

• 126747-14-6 4-cyanophenylboronic acid 
• 623-00-7 4-bromobenzenecarbonitrile 
• 79664-67-8 4-(3,3-diethyltriaz-1-en-1-yl)benzonitrile 

Relevant articles and documents

Discovery and characterization of a novel perylenephotoreductant for the activation of aryl halides

To develop a photocatalyst with catalytical activity for substrates with low reactivities is always highly desired. Herein, based on the principle of structure–property relationships, we rationally designed the natural product cercosporin, the naturally occurring perylenequinonoid pigment, to develop a novel organic perylenephotoreductant, hexacetyl reduced cercosporin (HARCP), through structural manipulation. Compared with cercosporin, HARCP shows prominent electrochemical and photophysical characteristics with greatly improved photoreductive activity, fluorescence lifetime and fluorescence quantum yield. These properties allowed HARCP as a powerful photoreductant to efficiently realize a series of benchmark reactions, including photoreduction, alkoxylation and hydroxylation to construct C–H and C–O bonds using aryl halides as substrates under mild conditions, all of which have never been achieved by the same photocatalyst. Thus, this study well supports the notion that the principle between structural manipulation and photocatalytic activity is of great significance to design customized photocatalysts for photoredox chemistry.

Vinylene-Bridged Two-Dimensional Covalent Organic Frameworks via Knoevenagel Condensation of Tricyanomesitylene

Vinylene-bridged covalent organic frameworks (COFs) have shown great potential for advanced applications because of their high chemical stability and intriguing semiconducting properties. Exploring new functional monomers available for the reticulation of vinylene-bridged COFs and establishing effective reaction conditions are extremely desired for enlarging the realm of this kind of material. In this work, a series of vinylene-bridged two-dimensional (2D) COFs are synthesized by Knoevenagel condensation of tricyanomesitylene with ditopic or tritopic aromatic aldehydes. With use of appropriate secondary amines as catalysts, high-crystalline vinylene-bridged COFs were achieved, exhibiting long-range ordered structures, well-defined nanochannels, high surface areas (up to 1231 m2 g-1), and excellent photophysical properties. Under a low loading amount and short reaction time, they enable aerobic photocatalytic transformation of arylboronic acids to phenols with high efficiency and excellent recyclability. This work demonstrates a new functional monomer, tricyanomesitylene, feasible for the general synthesis of vinylene-bridged COFs with potential application in photocatalytic organic transformation, which instigates further research on such kind of material.

EFFICIENT CONVERSION OF 1-ARYL-3,3-DIALKYLTRIAZENES TO PHENOLS AND OXYGEN-18 LABELED PHENOLS

Phenols have been synthesized in excellent yields using a cation exchange resin (H+ form) assisted decomposition of 1-aryl-3,3-dialkyltriazenes in the presence of water.This method is also amenable to a high yield and high enrichment synthesis of oxygen-17 and 18 labeled phenols.