113344-23-3

Basic information

• Product Name: 4-(2-Nitrophenoxy)benzonitrile
• Synonyms: 4-(2-Nitrophenoxy)benzonitrile
• CAS NO: 113344-23-3
• Molecular Formula: C₁₃H₈N₂O₃
• Molecular Weight: 240.21422
• Mol File: 113344-23-3.mol

Chemical Properties

• Boiling Point: 386.2±27.0 °C(Predicted)
• Appearance: /
• Density: 1.34±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(2-Nitrophenoxy)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-Nitrophenoxy)benzonitrile(113344-23-3)
• EPA Substance Registry System: 4-(2-Nitrophenoxy)benzonitrile(113344-23-3)

Safety Data

• Hazardous Substances Data: 113344-23-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(2-Nitrophenoxy)benzonitrile is used as a building block for the synthesis of various pharmaceuticals, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 4-(2-Nitrophenoxy)benzonitrile serves as a key intermediate in the synthesis of agrochemicals, aiding in the creation of effective pesticides and other agricultural products.
Used in Dye and Pigment Manufacturing:
4-(2-Nitrophenoxy)benzonitrile is employed in the manufacturing of dyes and pigments, playing a crucial role in the production of colorants for various applications, including textiles, plastics, and printing inks.
Used in Organic Synthesis:
As a versatile building block in organic synthesis, 4-(2-Nitrophenoxy)benzonitrile is utilized for the preparation of a wide range of organic compounds, expanding the scope of chemical research and development.

Upstream product

• 767-00-0 4-cyanophenol 
• 528-29-0 1,2-Dinitrobenzene 
• 1493-27-2 ortho-nitrofluorobenzene 
• 623-00-7 4-bromobenzenecarbonitrile 
• 88-75-5 2-hydroxynitrobenzene 

Downstream Products

• 30202-92-7 4-(2-aminophenoxy)benzonitrile 

Relevant articles and documents

Discovery of Benzamidine- And 1-Aminoisoquinoline-Based Human MAS-Related G-Protein-Coupled Receptor X1 (MRGPRX1) Agonists

Mas-related G-protein-coupled receptor X1 (MRGPRX1) is a human sensory neuron-specific receptor and has been actively investigated as a therapeutic target for the treatment of pain. By use of two HTS screening hit compounds, 4-(4-(benzyloxy)-3-methoxybenzylamino)benzimidamide (5a) and 4-(2-(butylsulfonamido)-4-methylphenoxy)benzimidamide (11a), as molecular templates, a series of human MRGPRX1 agonists were synthesized and evaluated for their agonist activity using HEK293 cells stably transfected with human MrgprX1. Conversion of the benzamidine moiety into a 1-aminoisoquinoline moiety carried out in the later stage of structural optimization led to the discovery of a highly potent MRGPRX1 agonist, N-(2-(1-aminoisoquinolin-6-yloxy)-4-methylphenyl)-2-methoxybenzenesulfonamide (16), not only devoid of positively charged amidinium group but also with superior selectivity over opioid receptors. In mice, compound 16 displayed favorable distribution to the spinal cord, the presumed site of action for the MRGPRX1-mediated analgesic effects.

Additivity of substituent effects in aromatic stacking interactions

The goal of this study was to experimentally test the additivity of the electrostatic substituent effects (SEs) for the aromatic stacking interaction. The additivity of the SEs was assessed using a small molecule model system that could adopt an offset face-to-face aromatic stacking geometry. The intramolecular interactions of these molecular torsional balances were quantitatively measured via the changes in a folded/unfolded conformational equilibrium. Five different types of substituents were examined (CH3, OCH3, Cl, CN, and NO2) that ranged from electron-donating to electron-withdrawing. The strength of the intramolecular stacking interactions was measured for 21 substituted aromatic stacking balances and 21 control balances in chloroform solution. The observed stability trends were consistent with additive SEs. Specifically, additive SE models could predict SEs with an accuracy from ±0.01 to ±0.02 kcal/mol. The additive SEs were consistent with Wheeler and Houk's direct SE model. However, the indirect or polarization SE model cannot be ruled out as it shows similar levels of additivity for two to three substituent systems, which were the number of substituents in our model system. SE additivity also has practical utility as the SEs can be accurately predicted. This should aid in the rational design and optimization of systems that utilize aromatic stacking interactions.

Room temperature Ullmann type C-O and C-S cross coupling of aryl halides with phenol/thiophenol catalyzed by CuO nanoparticles

C-O/C-S cross coupling of aryl halides with phenol or thiophenol was studied under ligand-free condition at room temperature over CuO nanocatalyst. The scope of the reaction was extended to various aryl halides and substituted phenols under optimized condition. In general, efficient, selective, and reusable heterogeneous nano CuO catalytic system has been developed for room temperature C-O and C-S Ullmann type cross coupling reactions.

FORMATION AND REACTIVITY OF A STRONGLY HYDROGEN BONDED FLUORIDE-4-CYANOPHENOL COMPLEX

Potassium fluoride forms a thermally stable strongly hydrogen bonded complex with 4-cyanophenol.The complex is a very useful substrate for the formation of biaryl ethers via denitration or dechlorination.