73013-48-6

Basic information

• Product Name: (2-CYANOPHENYL)ACETONE
• Synonyms: (2-CYANOPHENYL)ACETONE
• CAS NO: 73013-48-6
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18
• Product Categories: pharmacetical
• Mol File: 73013-48-6.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 271.2°C at 760 mmHg
• Flash Point: 117.8°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 0.00654mmHg at 25°C
• Refractive Index: 1.531
• CAS DataBase Reference: (2-CYANOPHENYL)ACETONE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-CYANOPHENYL)ACETONE(73013-48-6)
• EPA Substance Registry System: (2-CYANOPHENYL)ACETONE(73013-48-6)

Safety Data

• Hazardous Substances Data: 73013-48-6(Hazardous Substances Data)

Usage

Description

(2-Cyanophenyl)acetone, with the molecular formula C10H9NO, is a yellowish liquid characterized by a strong, sweet fruity odor. This chemical compound serves as a versatile intermediate in the synthesis of pharmaceuticals and fine chemicals, capable of undergoing acylation, reduction, and oxidation reactions to produce a diverse array of products.

Uses

Used in Pharmaceutical Industry:
(2-Cyanophenyl)acetone is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to participate in multiple chemical reactions, contributing to the development of a broad spectrum of medicinal products.
Used in Fine Chemicals Industry:
In the fine chemicals sector, (2-Cyanophenyl)acetone is utilized as an intermediate due to its reactivity in acylation, reduction, and oxidation processes, which allows for the creation of a wide range of specialty chemicals.
Safety Precautions:
It is crucial to handle (2-Cyanophenyl)acetone with care, as it is a flammable substance. Additionally, it can cause irritation to the eyes, skin, and respiratory system, necessitating proper safety measures during its use and storage.

InChI:InChI=1/C10H9NO/c1-8(12)6-9-4-2-3-5-10(9)7-11/h2-5H,6H2,1H3

Upstream product

• 873-32-5 2-Chlorobenzonitrile 
• 24262-31-5 acetone enolate ion 
• 2042-37-7 o-cyanobromobenzene 
• 123-54-6 acetylacetone 
• 123-42-2 4-Hydroxy-4-methyl-2-pentanone 
• 67-64-1 acetone 
• 108-22-5 Isopropenyl acetate 
• 1885-29-6 anthranilic acid nitrile 
• 7468-67-9 o-formylbenzonitrile 
• 55165-45-2 2-cyano-benzenediazonium tetrafluoroborate 
• 529-19-1 2-Methylbenzonitrile 
• 78191-00-1 N-Methoxy-N-methylacetamide 
• 75-36-5 acetyl chloride 
• 22115-41-9 2-(bromomethyl)benzonitrile 

Downstream Products

• 1447698-18-1 2-(3-oxobutan-2-yl)benzonitrile 
• 1447698-34-1 2-(2-oxohex-5-en-3-yl)benzonitrile 
• 1447698-31-8 2-(2-oxopentan-3-yl)benzonitrile 
• 1447698-72-7 (2S,3S)-2-(3-hydroxybutan-2-yl)benzonitrile 
• 1447698-95-4 2-(3-oxobutan-2-yl)benzonitrile 
• 1447698-78-3 (2S,3S)-2-(2-hydroxyhex-5-en-3-yl)benzonitrile 
• 1447698-77-2 (2S,3S)-2-(2-hydroxypentan-3-yl)benzonitrile 

Relevant articles and documents

Nickel-Catalyzed Mono-Selective α-Arylation of Acetone with Aryl Chlorides and Phenol Derivatives

The challenging nickel-catalyzed mono-α-arylation of acetone with aryl chlorides, pivalates, and carbamates has been achieved for the first time. A nickel/Josiphos-based catalytic system is shown to feature unique catalytic behavior, allowing the highly selective formation of the desired mono-α-arylated acetone. The developed methodology was applied to a variety of (hetero)aryl chlorides including biologically relevant derivatives. The methodology has been extended to the unprecedented coupling of acetone with phenol derivatives. Mechanistic studies allowed the isolation and characterization of key Ni0 and NiII catalytic intermediates. The Josiphos ligand is shown to play a key role in the stabilization of NiII intermediates to allow a Ni0/NiII catalytic pathway. Mechanistic understanding was then leveraged to improve the protocol using an air-stable NiII pre-catalyst.

Atroposelective Arene Formation by Carbene-Catalyzed Formal [4+2] Cycloaddition

Atroposelective arene formation is an efficient method to build axially chiral molecules with multi-substituted arenes. Reported here is an organocatalyzed atroposelective arene formation reaction by an N-heterocyclic carbene (NHC) catalyzed formal [4+2] cycloaddition of conjugated dienals and α-aryl ketones. This study expands the synthetic potential of NHC organocatalysis and provides a competitive pathway for the synthesis of axially chiral ligands, catalysts, and other functional molecules.

C-H arylation reactions through aniline activation catalysed by a PANI-g-C3N4-TiO2 composite under visible light in aqueous medium

A PANI (polyaniline)-g-C3N4-TiO2 composite was prepared and found to be efficient for radical C-H arylation reactions. The arylation process involved coupling of in situ generated aryl diazonium salts from aniline with heteroarenes, enol acetates or benzoquinones under visible light in aqueous medium or pure water. A broad range of substrates survived the reaction conditions to provide the desired products in moderate to good yields. Scale-up (10 mmol) synthesis was also achieved. This semiconductor photocatalyst showed good photocatalytic performance and stability. Recycle studies showed that this composite could be readily recovered and a slight decrease in the catalytic activity was observed after ten consecutive runs.