58949-75-0

Basic information

• Product Name: 4-CYANOPHENYLACETONE
• Synonyms: 4-CYANOPHENYLACETONE;4-(2-Oxopropyl)benzonitrile;Benzonitrile, 4-(2-oxopropyl)-
• CAS NO: 58949-75-0
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18
• Product Categories: Aromatic Ketones (substituted);pharmacetical
• Mol File: 58949-75-0.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 288.1°C at 760 mmHg
• Flash Point: 128°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 0.00239mmHg at 25°C
• Refractive Index: 1.531
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 4-CYANOPHENYLACETONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CYANOPHENYLACETONE(58949-75-0)
• EPA Substance Registry System: 4-CYANOPHENYLACETONE(58949-75-0)

Safety Data

• Hazardous Substances Data: 58949-75-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 2451, 1983 DOI: 10.1016/S0040-4039(00)81952-8

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

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 24262-31-5 acetone enolate ion 
• 62044-16-0 4-Cyanophenyldiazomethylketon 
• 623-00-7 4-bromobenzenecarbonitrile 
• 67-64-1 acetone 
• 3058-39-7 4-iodobenzonitrile 
• 108-22-5 Isopropenyl acetate 
• 2252-32-6 4-cyanophenyldiazonium tetrafluoroborate 
• 873-74-5 4-Aminobenzonitrile 
• 180143-65-1 4-cyanophenyl pivalate 
• 135983-08-3 4-cyanophenyl N,N-diethyl-O-carbamate 
• 52287-54-4 4-(2-nitroprop-1-en-1-yl)benzonitrile 
• 116-11-0 2-Methoxypropene 
• 820-71-3 methallyl acetate 

Downstream Products

• 79341-85-8 benzonitrile, 4-(1-methyl-2-oxopropyl) 
• 122957-54-4 4-(4-methyloxazol-5-yl)benzonitrile 
• 122957-56-6 4-(2,4-dimethylthiazol-5-yl)benzonitrile 
• 122957-63-5 5-(4-cyanophenyl)-4-methylimidazo<1,2-a>pyridine 
• 122957-55-5 5-(4-cyanophenyl)-6-methylimidazo<2,1-b>thiazole 
• 122957-25-9 3-[4-(4-Methyl-oxazol-5-yl)-phenyl]-3-oxo-propionic acid ethyl ester 
• 122957-22-6 3-[4-(2,4-Dimethyl-thiazol-5-yl)-phenyl]-3-oxo-propionic acid ethyl ester 
• 122973-20-0 3-[4-(2-Methyl-imidazo[1,2-a]pyridin-3-yl)-phenyl]-3-oxo-propionic acid ethyl ester 
• 122957-23-7 3-[4-(6-Methyl-imidazo[2,1-b]thiazol-5-yl)-phenyl]-3-oxo-propionic acid ethyl ester 
• 122956-95-0 4-(2-Chlorophenyl)-1,4-dihydro-3-ethoxycarbonyl-6-methyl-2-[4-(4-methyloxazol-5-yl)phenyl]-5-[N-(pyridin-2-yl)carbamoyl]pyridine 
• 122956-96-1 4-(2-Chloro-phenyl)-2-[4-(2,4-dimethyl-thiazol-5-yl)-phenyl]-6-methyl-5-(pyridin-2-ylcarbamoyl)-1,4-dihydro-pyridine-3-carboxylic acid ethyl ester 
• 122973-18-6 4-(2-chlorophenyl)-1,4-dihydro-3-ethoxycarbonyl-6-methyl-2-[4-(2-methylimidazo[1,2-a]pyrid-3-yl)phenyl]-5-[N-(2-pyridyl)carbamoyl]pyridine 
• 122956-97-2 4-(2-Chloro-phenyl)-6-methyl-2-[4-(6-methyl-imidazo[2,1-b]thiazol-5-yl)-phenyl]-5-(pyridin-2-ylcarbamoyl)-1,4-dihydro-pyridine-3-carboxylic acid ethyl ester 
• 15482-54-9 p-(2-oxopropyl)-benzoic acid 

Relevant articles and documents

HFIP-Promoted Substitution in the Ferrocene Series: Smooth Approach towards Original Catalysts**

Pseudo-benzylic substitution is an important reaction in the ferrocene series, especially to obtain ligands for catalysis. Herein, we described new reactions conditions, using fluorinated alcohols as both solvent and promoter, able to deliver iodoferrocen

Asymmetric Catalytic Epoxidation of Terminal Enones for the Synthesis of Triazole Antifungal Agents

An enantioselective epoxidation of α-substituted vinyl ketones was realized to construct the key epoxide intermediates for the synthesis of various triazole antifungal agents. The reaction proceeded efficiently in high yields with good enantioselectivities by employing a chiral N,N′-dioxide/ScIII complex as the chiral catalyst and 35% aq. H2O2 as the oxidant. It enabled the facile transformation for optically active isavuconazole, efinaconazole, and other potential antifungal agents.

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.