5350-47-0

Basic information

• Product Name: (4-Nitro-phenyl)-p-tolyl-methanone
• Synonyms: (4-Nitro-phenyl)-p-tolyl-methanone
• CAS NO: 5350-47-0
• Molecular Formula: C₁₄H₁₁NO₃
• Molecular Weight: 241.24204
• Mol File: 5350-47-0.mol
• Article Data: 45

Chemical Properties

• Melting Point: 124°C
• Boiling Point: 384.01°C (rough estimate)
• Flash Point: 203.1°C
• Appearance: /
• Density: 1.2009 (rough estimate)
• Vapor Pressure: 3.53E-07mmHg at 25°C
• Refractive Index: 1.5780 (estimate)
• CAS DataBase Reference: (4-Nitro-phenyl)-p-tolyl-methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (4-Nitro-phenyl)-p-tolyl-methanone(5350-47-0)
• EPA Substance Registry System: (4-Nitro-phenyl)-p-tolyl-methanone(5350-47-0)

Safety Data

• Hazardous Substances Data: 5350-47-0(Hazardous Substances Data)

Usage

General Description

(4-Nitro-phenyl)-p-tolyl-methanone is a chemical compound with the molecular formula C14H11NO3. It is a pale yellow solid that is often used in organic synthesis as a building block for the production of various pharmaceuticals and agrochemicals. (4-Nitro-phenyl)-p-tolyl-methanone is also known for its use in the development of new materials and as a reagent in chemical reactions. It is important to handle this compound with caution, as it is potentially hazardous to health and the environment.

InChI:InChI=1/C14H11NO3/c1-10-2-4-11(5-3-10)14(16)12-6-8-13(9-7-12)15(17)18/h2-9H,1H3

Upstream product

• 108-88-3 toluene 
• 62-23-7 4-nitro-benzoic acid 
• 116592-27-9 (4-Nitrophenyl)-(furan-2-carbonyl)-diazomethan 
• 201230-82-2 carbon monoxide 
• 5720-05-8 4-methylphenylboronic acid 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 122-04-3 4-nitro-benzoyl chloride 
• 50434-36-1 4-nitrophenylacetyl chloride 
• 5142-75-6 tri(p-tolyl)bismuth 
• 555-16-8 4-nitrobenzaldehdye 
• 636-98-6 p-nitrobenzene iodide 
• 13939-06-5 molybdenum hexacarbonyl 
• 33757-37-8 4-methylphenyl(4-nitrophenyl)methanol 
• 106-38-7 para-bromotoluene 

Downstream Products

• 120712-34-7 4-(4-bromomethylbenzoyl)-nitrobenzene 
• 7377-13-1 4-(4-nitrobenzoyl)benzoic acid 
• 68724-27-6 4-Methyl-4'-nitrobenzophenon-hydrazon 
• 1356007-47-0 3β-{2-[2-(2-{4-[4-(2-azidoacetamido)benzoyl]benzamido}ethoxy)ethoxy]acetoxy}olean-12-en-28-oic acid 
• 1356007-68-5 3β-{2-[2-(2-{4-[4-(2-chloroacetamido)benzoyl]benzamido}ethoxy)ethoxy]acetoxy}olean-12-en-28-oic acid 
• 1356007-66-3 3β-[2-(2-{2-[4-(4-aminobenzoyl)benzamido]ethoxy}ethoxy)acetoxy]olean-12-en-28-oic acid 
• 1356007-64-1 3β-[2-(2-{2-[4-(4-nitrobenzoyl)benzamido]ethoxy}ethoxy)acetoxy]olean-12-en-28-oic acid 
• 1353654-35-9 1-(4-(4-nitrobenzoyl)benzoyl)-3-thiosemicarbazide 
• 32045-09-3 Dimethyl-{2-[(4-nitro-phenyl)-p-tolyl-methoxy]-ethyl}-amine 

Relevant articles and documents

Dirhodium-Catalyzed Enantioselective B?H Bond Insertion of gem-Diaryl Carbenes: Efficient Access to gem-Diarylmethine Boranes

The scarcity of reliable methods for synthesizing chiral gem-diarylmethine borons limits their applications. Herein, we report a method for highly enantioselective dirhodium-catalyzed B?H bond insertion reactions with diaryl diazomethanes as carbene precursors. These reactions afforded chiral gem-diarylmethine borane compounds in high yield (up to 99 % yield), high activity (turnover numbers up to 14 300), high enantioselectivity (up to 99 % ee) and showed unprecedented broad functional group tolerance. The borane compounds synthesized by this method could be efficiently transformed into diaryl methanol, diaryl methyl amine, and triaryl methane derivatives with good stereospecificity. Mechanistic studies suggested that the borane adduct coordinated to the rhodium catalyst and thus interfered with decomposition of the diazomethane, and that insertion of a rhodium carbene (generated from the diaryl diazomethane) into the B?H bond was most likely the rate-determining step.

Synthesis, structure, and characterization of picolyl- and benzyl-linked biphenyl palladium N-heterocyclic carbene complexes and their catalytic activity in acylative cross-coupling reactions

N-heterocyclic carbene ligands with picolyl (L1H2Br2, L3H2Br2) and benzyl (L2H2Br2, L4H2Br2) linked biphenyl backbone were synthesized and characterized. Their palladium(II) complexes [PdL1]Br2 (1), [PdL2Br2] (2), [PdL3]Br2 (3), and [PdL4Br2] (4) were synthesized by direct method using Pd(OAc)2. All complexes (1–4) were characterized by CHN analysis, electrospray ionization-MS, nuclear magnetic resonance, and single-crystal X-ray diffraction. Molecular structures confirm the distorted square planar geometry around the Pd(II) center. All of them showed good catalytic activity in acylative Suzuki cross coupling of phenyl boronic acid with benzoyl chloride to afford benzophenone in good yields.

Highly efficient synthesis of aryl ketones by PEPPSI-palladium catalyzed acylative Suzuki coupling of amides with diarylborinic acids

An improved acylative cross-coupling of various N-methyl-N-tosyl amides with diarylborinic acids for synthesis of aryl ketones is developed. In most cases, aryl ketones could be obtained in excellent yields by using 1 mol% 2,6-diisopropylphenylimidazolylidene and 3-chloropyridine co-supported palladium chloride as catalyst in the presence of 3 equiv. K2CO3 as base in refluxing THF. The readily prepared and cost-effective substrates, N-methyl-N-tosylamides and diarylborinic acids, and the commercially available catalyst system promise a practical and efficient access to aryl ketones.