4578-79-4

Basic information

• Product Name: (4-methoxyphenyl)(phenyl)acetonitrile
• CAS NO: 4578-79-4
• Molecular Formula: C₁₅H₁₃NO
• Molecular Weight: 223.2698
• Mol File: 4578-79-4.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 357.8°C at 760 mmHg
• Flash Point: 150.9°C
• Density: 1.097g/cm³
• Vapor Pressure: 2.67E-05mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: (4-methoxyphenyl)(phenyl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (4-methoxyphenyl)(phenyl)acetonitrile(4578-79-4)
• EPA Substance Registry System: (4-methoxyphenyl)(phenyl)acetonitrile(4578-79-4)

Safety Data

• Hazardous Substances Data: 4578-79-4(Hazardous Substances Data)

Usage

General Description

(4-methoxyphenyl)(phenyl)acetonitrile is a chemical compound with the chemical formula C15H13NO. It is a white solid that is sparingly soluble in water and is commonly used as an intermediate in the synthesis of various pharmaceutical and agrochemical compounds. (4-methoxyphenyl)(phenyl)acetonitrile is often used as a building block in organic synthesis due to its ability to undergo a variety of chemical reactions, such as substitution and addition reactions. Additionally, it has been used as a precursor in the production of dyes, pigments, and other specialty chemicals. However, it is important to handle this compound with care, as it may be harmful if ingested or inhaled, and can cause irritation to the skin and eyes.

Upstream product

• 5798-79-8 bromo-phenyl-acetonitrile 
• 100-66-3 methoxybenzene 
• 7677-24-9 trimethylsilyl cyanide 
• 834-14-0 p-benzylanizole 
• 6731-11-9 4-methoxybenzhydryl chloride 
• 143-33-9 sodium cyanide 
• 151-50-8 potassium cyanide 
• 720-44-5 1-(4-methoxyphenyl)-1-phenylmethanol 
• 611-94-9 4-Methoxybenzophenone 
• 140-29-4 phenylacetonitrile 
• 7364-21-8 1-methoxy-4-(methoxy(phenyl)methyl)benzene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 98-80-6 phenylboronic acid 
• 102-96-5 (2-nitroethenyl)benzene 

Downstream Products

• 21749-83-7 α-(4-methoxyphenyl)phenylacetic acid 
• 51431-54-0 2-(p-methoxyphenyl)-2-phenylethylamine 
• 14819-41-1 2-(4-methoxy-phenyl)-2-phenyl-thioacetamide 
• 104357-17-7 (2S,4S)-4-Dimethylamino-2-(p-methoxyphenyl)-2-phenylpentanenitrile 
• 104357-17-7 (2R,4S)-4-Dimethylamino-2-(p-methoxyphenyl)-3-methyl-2-phenylbutanenitrile 
• 611-94-9 4-Methoxybenzophenone 
• 104357-17-7 4-Dimethylamino-2-(p-methoxyphenyl)-2-phenylpentanenitrile 
• 137032-20-3 4-Dimethylamino-2-(p-methoxyphenyl)-3-methyl-2-phenylbutanenitrile 
• 88875-72-3 2-[2-(4-Methoxy-phenyl)-2-phenyl-acetoxy]-benzoic acid 
• 88875-64-3 2-[2-(4-Methoxy-phenyl)-2-phenyl-acetoxy]-benzoic acid 2,2,2-trichloro-ethyl ester 
• 67246-60-0 p-Methoxymethadone 
• 41238-35-1 p-Hydroxymethadone 
• 41238-35-1 (4R,6S)-p-Hydroxymethadone 
• 67246-60-0 (4R,6S)-p-Methoxymethadone 

Relevant articles and documents

Hypervalent Iodonium Alkynyl Triflate Generated Phenylcyanocarbene and Its Reactivity with Aromatic Systems

Phenylcyanocarbene was generated by the reaction of azide with a hypervalent iodonium alkynyl triflate and reacted in situ with 21 different carbocyclic and heterocyclic aromatic compounds. These reactions led to more complex products that frequently underwent subsequent rearrangements. The reactivity was further explored in a mechanistic study to ascertain the chemoselectivity and stereospecificity.

Palladium-Catalyzed Direct α-Arylation of Arylacetonitriles with Aryl Tosylates and Mesylates

The first general palladium-catalyzed α-arylation of arylacetonitriles with aryl and heteroaryl sulfonates are reported. Pd(OAc)2 associated with XPhos serves as the effective catalyst to facilitate this reaction. A broad range of electron-rich, -neutral, -deficient, and sterically hindered aryl/heteroaryl tosylates and mesylates are coupled with arylacetonitriles bearing different substituents to give the corresponding products in good to excellent yields. Catalyst loading down to 0.1 mol-% Pd was achieved, and 22 unprecedented compounds were synthesized from 43 demonstrated examples using this method. Its applicability with the modification of biological phenolic compounds was successfully demonstrated. The Pd/XPhos system catalyzed the α-arylation and followed by alkylation in one-pot sequential conditions, resulting in the direct synthesis of compounds containing quaternary center- and deuterium-containing compounds in good to excellent yields.

Synthesis of Chiral Triarylmethanes Bearing All-Carbon Quaternary Stereocenters: Catalytic Asymmetric Oxidative Cross-Coupling of 2,2-Diarylacetonitriles and (Hetero)arenes

A direct and enantioselective oxidative cross-coupling of racemic 2,2-diarylacetonitriles with electron-rich (hetero)arenes has been described, which allows for efficient construction of triarylmethanes bearing all-carbon quaternary stereocenters with excellent chemo- and enantioselectivity. The reaction has an excellent functional group tolerance, and exhibits a broad scope with respect to both 2,2-diarylacetonitrile and (hetero)arene components. The rich chemistry of the cyano group allows for facile synthesis of other valuable chiral triarylmethanes bearing all-carbon quaternary centers that are otherwise difficult to access.