7497-60-1

Basic information

• Product Name: 4-CHLORO-4'-NITROBENZOPHENONE
• Synonyms: 4-CHLORO-4'-NITROBENZOPHENONE;NSC406624
• CAS NO: 7497-60-1
• Molecular Formula: C₁₃H₈ClNO₃
• Molecular Weight: 261.66
• Mol File: 7497-60-1.mol

Chemical Properties

• Boiling Point: 425.9 °C at 760 mmHg
• Flash Point: 211.4 °C
• Appearance: /
• Density: 1.367 g/cm³
• Vapor Pressure: 1.85E-07mmHg at 25°C
• Refractive Index: 1.623
• CAS DataBase Reference: 4-CHLORO-4'-NITROBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-4'-NITROBENZOPHENONE(7497-60-1)
• EPA Substance Registry System: 4-CHLORO-4'-NITROBENZOPHENONE(7497-60-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 7497-60-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-CHLORO-4'-NITROBENZOPHENONE is used as a reagent for its strong electron-withdrawing and electron-donating capabilities, facilitating various organic synthesis reactions.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-CHLORO-4'-NITROBENZOPHENONE is used as a building block in the synthesis of pharmaceuticals, contributing to the development of new drugs.
Used in Agrochemicals:
4-CHLORO-4'-NITROBENZOPHENONE is utilized in the synthesis of agrochemicals, playing a role in the development of new pesticides and other agricultural chemicals.
Used in Biological Research:
4-CHLORO-4'-NITROBENZOPHENONE is studied for its potential biological activities, such as its antiproliferative and anticancer properties, for possible applications in medical and therapeutic research.

InChI:InChI=1/C13H8ClNO3/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(8-4-10)15(17)18/h1-8H

Upstream product

• 30203-94-2 1-chloro-4-(4-nitrobenzyl)benzene 
• 201230-82-2 carbon monoxide 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 14064-15-4 (4-chlorophenyl)trimethylstannane 
• 1802-38-6 4-chlorophenylmercury chloride 
• 122-04-3 4-nitro-benzoyl chloride 
• 108-90-7 chlorobenzene 
• 104-88-1 4-chlorobenzaldehyde 
• 350-46-9 4-Fluoronitrobenzene 
• 99-60-5 2-chloro-4-nitrobenzoic acid 
• 62-23-7 4-nitro-benzoic acid 
• 14062-24-9 4-chloro-benzeneacetic acid, ethyl ester 
• 98-95-3 nitrobenzene 
• 13940-94-8 (4-chlorophenyl)dichloromethane 

Downstream Products

• 33092-31-8 2-[4-(4-Chloro-benzoyl)-phenyl]-2-phenyl-butyronitrile 
• 33146-48-4 2-[4-(4-Chloro-benzoyl)-phenyl]-2-phenyl-pentanenitrile 
• 33092-32-9 2-[4-(4-Chloro-benzoyl)-phenyl]-2-phenyl-propionitrile 
• 118040-65-6 α-(4-nitrophenyl)-4-chlorobenzyl alcohol 
• 4913-77-3 4-amino-4'-chlorobenzophenone 
• 215034-82-5 6-(4-chlorobenzoyl)-4-(3-chlorophenyl)-2(1H)-quinazolinone 
• 215034-86-9 6-(4-chlorobenzoyl)-4-(3-chlorophenyl)-1-methyl-2(1H)-quinazolinone 
• 215034-79-0 [2-amino-5-[2-(4-chlorophenyl)-1,3-dioxolan-2-yl]-phenyl](3-chlorophenyl)methanone 
• 215034-81-4 4-(3-chlorophenyl)-6-[2-(4-chlorophenyl)-1,3-dioxolan-2-yl]-2(1H)-quinazolinone 
• 192187-40-9 (+/-)-[2-amino-5-[(4-chlorophenyl)hydroxy(1-methyl-1H-imidazol-5-yl)methyl]phenyl](3-chlorophenyl)methanone 
• 432552-77-7 5-(3-chlorophenyl)-7-[(4-chlorophenyl)hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-1,5-dihydro-4,1-benzoxazepin-2(3H)-one 
• 432553-32-7 7-[chloro(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-5-(3-chlorophenyl)-1,5-dihydro-1-methyl-4,1-benzothiazepin-2(3H)-one 
• 215034-65-4 6-[chloro-(4-chloro-phenyl)-(3-methyl-3H-imidazol-4-yl)-methyl]-4-(3-chloro-phenyl)-1-methyl-1H-quinazolin-2-one 
• 215034-62-1 4-(3-chloro-phenyl)-6-[(4-chloro-phenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-1-methyl-1H-quinazolin-2-one 

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.

Dimethomorph hapten, and preparation method and application thereof

The invention relates to the technical field of biology, and discloses a dimethomorph hapten, and a preparation method and an application thereof. The dimethomorph hapten reserves the chemical structure of dimethomorph to the greatest extent, a nitrogen-c

Recyclable polyetheretherketone fiber-supported N-heterocyclic carbene catalysts for nucleophilic acylation of fluorobenzenes

We report for the first time a novel support of polyetheretherketone fiber for the synthesis of recyclable N-heterocyclic carbene (NHC) catalysts. The fiber catalysts were verified in nucleophilic acylation of fluorobenzenes with superior catalytic activities, and successfully recycled by a tiny pair of tweezers over 21 cycles with minimal loss of performance.

Pd-Catalyzed Suzuki–Miyaura Cross-Coupling of Arylboronic Acids and α-Iminonitriles through C–CN Bond Activation

A Pd-catalyzed Suzuki–Miyaura cross-coupling reaction between arylboronic acids and α-iminonitriles has been developed. The reaction proceeds through selective activation of the C–CN bond, tolerates a wide range of substituents, and delivers the versatile ketone products in moderate to excellent yields.

Transition-Metal-Free Regiospecific Aroylation of Nitroarenes Using Ethyl Arylacetates at Room Temperature

A novel regiospecific C(sp3)-C(sp2) coupling between ethyl arylacetates and nitroarenes has been developed to deliver biaryl ketones in excellent yields. The protocol is metal-free, mild, and compatible with a number of functional groups on both of the reacting partners.

α-Chlorobenzylation of Nitroarenes via Vicarious Nucleophilic Substitution with Benzylidene Dichloride: Umpolung of the Friedel-Crafts Reaction

Readily available α,α-dichlorotoluenes enter a vicarious nucleophilic substitution (VNS) reaction with electron-deficient arenes to give α-chlorobenzylated nitrobenzenes, as well as six- and five-membered heterocycles. Oxidation of the initially formed α-chlorobenzylic carbanions instead of protonation results in formation of diaryl ketones, providing a means for overall nucleophilic C-H benzoylation of electron-deficient aromatic rings. Alternatively, benzoylated nitroarenes can be obtained via the reaction of isolated α-chlorodiarylmethanes with sodium azide.

Diarylketone preparation method

The invention discloses a diarylketone preparation method. According to the method, substituted nitrobenzene and aromatic acetic ester are dissolved in an organic solvent, alkali is added, the mixture is subjected to a reaction in the air or oxygen atmosphere at the temperature of 10-60 DEG C for 0.5-24 h, and diarylketone is obtained; the mole ratio of substituted nitrobenzene to aromatic acetic ester is (0.5:1)-(5:1), and the mole ratio of alkali to aromatic acetic ester is (1:1)-(5:1). The method overcomes defects caused by the adoption of strong acid or expensive metal reagents or strong oxidizers and the like in the prior art and has the advantages as follows: 1) with air as an oxidizer, use of strong or expensive chemical oxidizers is avoided; 2) no transition metal catalysts are used, so that the condition that heavy metal ions are left in a product is avoided; 3) without inductive groups, surplus steps of introduction of the inductive groups and removal of the inductive groups are avoided; 4) acylation of ortho positions or para positions of nitro-aromatic compounds is directly realized, which cannot be realized with a classic Friedel-Crafts acylation method. The synthesis method plays an important role in preparing diarylketone, particularly industrial production of acylation products of ortho positions or para positions of the nitro-aromatic compounds.

Aerobic oxidative acylation of nitroarenes with arylacetic esters under mild conditions: Facile access to diarylketones

A facile and regioselective base-mediated aerobic oxidative acylation of nitroarenes to access diarylketones under mild conditions has been developed. It features the use of bench-stable and readily available arylacetates as acyl surrogates, and the absence of transition-metals and synthetic oxidants. This protocol involves a cascade CDC/oxidative decarboxylation process.

Transition metal-free Suzuki type cross-coupling reaction for the synthesis of dissymmetric ketones

A simple, efficient and metal-free route for the synthesis of dissymmetric ketones through Suzuki type cross-coupling reaction has been established. This strategy signifies an attractive, cost-effective and operationally convenient tool for the synthesis of a wide range of dissymmetric ketones. Although conventional routes for the synthesis of ketones have been widely used, the potential challenge with these methods is functional group tolerance. The reported metal-free method represents a reaction with moderate functional group tolerance. The procedure is operationally convenient and shows broad substrate scope with good to excellent product yields.

A Zwitterionic Palladium(II) Complex as a Precatalyst for Neat-Water-Mediated Cross-Coupling Reactions of Heteroaryl, Benzyl, and Aryl Acid Chlorides with Organoboron Reagents

The Suzuki–Miyaura cross-coupling (SMC) reactions of several heteroaryl chlorides, benzyl chlorides, and aryl acid chlorides with (hetero)arylboron reagents have been investigated in the presence of [Pd(HL1)(PPh3)Cl2] (I) [HL1 = 3-[(2,6-diisopropylphenyl)-1-imidazolio]-2-quinoxalinide] as catalyst and K2CO3 as base in neat water. The synthesis of the heterocycle-containing biaryls required the addition of 2 mol-% of a phosphine ligand (PPh3 or X-Phos). A combination of more than 115 substrates were screened and it was found that I is a versatile catalyst that can produce heterocycle-containing biaryls, diarylmethanes, and benzophenones in moderate-to-excellent yields.