932-98-9

Basic information

• Product Name: 4-chloronitrosobenzene
• Synonyms: 4-chloronitrosobenzene;1-Chloro-4-nitrosobenzene;1-Nitroso-4-chlorobenzene;4-Chloro-1-nitrosobenzene;Benzene, 1-chloro-4-nitroso-
• CAS NO: 932-98-9
• Molecular Formula: C6H4ClNO
• Molecular Weight: 141.55506
• EINECS: 213-263-3
• Mol File: 932-98-9.mol
• Article Data: 56

Chemical Properties

• Melting Point: 26-31℃
• Boiling Point: 214.6°Cat760mmHg
• Flash Point: 91.3°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 0.226mmHg at 25°C
• Refractive Index: 1.56
• Water Solubility: DECOMPOSES
• CAS DataBase Reference: 4-chloronitrosobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloronitrosobenzene(932-98-9)
• EPA Substance Registry System: 4-chloronitrosobenzene(932-98-9)

Safety Data

• Hazard Codes: T+:Very toxic
• Statements: R25:; R26:; R37/38:; R41:; R42:; R52/53:
• Safety Statements: S22:; S26:; S28A:; S37/39:; S38:; S45:; S61:
• Hazardous Substances Data: 932-98-9(Hazardous Substances Data)

Usage

General Description

4-Chloronitrosobenzene is a chemical compound with the molecular formula C6H4ClNO. It is a yellow, crystalline solid that is insoluble in water. 4-chloronitrosobenzene is mainly used as a raw material in the production of various dyes and pigments. It is also used in the synthesis of pharmaceuticals and organic compounds. The chemical is considered to be toxic and potentially carcinogenic, and exposure should be limited in order to prevent adverse health effects. Additionally, 4-chloronitrosobenzene is a potential environmental hazard and should be handled and disposed of according to proper safety protocols.

InChI:InChI=1/C6H4ClNO/c7-5-1-3-6(8-9)4-2-5/h1-4H

Upstream product

• 106-47-8 4-chloro-aniline 
• 100-00-5 4-chlorobenzonitrile 
• 586-96-9 Nitrosobenzene 
• 823-86-9 N-(4-chlorophenyl)hydroxylamine 
• 116278-63-8 N-(4-chlorophenyl)-O-pivaloylhydroxylamine 
• 88867-70-3 C₁₁H₁₄N₂O₄ 
• 7782-50-5 chlorine 
• 1679-18-1 4-Chlorophenylboronic acid 
• 3296-05-7 1-azido-4-chlorobenzene 
• 142-04-1 aniline hydrochloride 
• 149522-74-7 p-chloronitrosobenzene dimer 

Downstream Products

• 19865-58-8 N-(4-chlorophenyl)-α-phenylnitrone 
• 31054-08-7 (4-chloro-phenyl)-(2-phenyl-indol-3-ylidene)-amine 
• 3296-05-7 1-azido-4-chlorobenzene 
• 56795-80-3 N-(4-chloro-phenyl)-N-(4-nitroso-phenyl)-hydroxylamine 
• 614-26-6 4,4'-bis(chloro)azoxybenzene 
• 1602-00-2 bis-(4-chloro-phenyl)-diazene 
• 29808-86-4 (4-chloro-phenyl)-(4-nitro-phenyl)-diazene 
• 7466-26-4 (4-bromo-phenyl)-(4-chloro-phenyl)-diazene 
• 30121-42-7 [2-(4-chloro-phenyl)-4,4-diphenyl-[1,2]oxazetidin-3-ylidene]-p-tolyl-amine 
• 40045-27-0 9-[2-(4-chloro-phenyl)-[1,2]oxazetidin-3-yl]-acridine 
• 17237-50-2 2-(4-chloro-phenyl)-3-phenyl-3,6-dihydro-2H-[1,2]oxazine-6-carboxylic acid methyl ester 
• 31963-64-1 2-(4-chloro-phenyl)-3,3,4,4-tetramethoxy-[1,2]oxazetidine 
• 7624-14-8 2-(4-chloro-phenyl)-4-methoxy-3,6-dihydro-2H-[1,2]oxazine 
• 7624-12-6 2-(4-chloro-phenyl)-3,6-dihydro-2H-[1,2]oxazine-4-carbonitrile 

Relevant articles and documents

Continuous Flow Synthesis of Azoxybenzenes by Reductive Dimerization of Nitrosobenzenes with Gel-Bound Catalysts

In the search for a new synthetic pathway for azoxybenzenes with different substitution patterns, an approach using a microfluidic reactor with gel-bound proline organocatalysts under continuous flow is presented. Herein the formation of differently substituted azoxybezenes by reductive dimerization of nitrosobenzenes within minutes at mild conditions in good to almost quantitative yields is described. The conversion within the microfluidic reactor is analyzed and used for optimizing and validating different parameters. The effects of the different functionalities on conversion, yield, and reaction times are analyzed in detail by NMR. The applicability of this reductive dimerization is demonstrated for a wide range of differently substituted nitrosobenzenes. The effects of these different functionalities on the structure of the obtained azoxyarenes are analyzed in detail by NMR and single-crystal X-ray diffraction. Based on these results, the turnover number and the turnover frequency were determined.

Pt nanoparticles on Ti3C2T: X -based MXenes as efficient catalysts for the selective hydrogenation of nitroaromatic compounds to amines

The development of Pt nanocatalysts for the selective hydrogenation of nitroaromatic compounds to the corresponding amines is of great significance to solve the drawbacks associated with a low reserve of Pt. Herein, we develop a protocol for the preparation of a Pt/titanium carbide-based MXene heterostructure for the selective reduction of nitroaromatic compounds. In the heterostructure, well-defined and nano-sized metallic Pt crystallites are uniformly decorated on Ti3C2Tx nanosheets using a mild reducing agent of ammonia borane without additional stabilizing agents. The selective hydrogenation of p-chloronitrobenzene (p-CNB) to p-chloroaniline (p-CAN) was employed as a model reaction to investigate the catalytic performance of the as-synthesized heterostructure, denoted as Pt/Ti3C2Tx-D-AB. Notably, this catalyst can catalyze the complete conversion of p-CNB to p-CAN with 99.5% selectivity, superior to that of Pt/Ti3C2Tx-D-SB synthesized with sodium borohydride. The high performance of the present catalytic system can be ascribed to the well-dispersed Pt nanoparticles, the abundant surface electron-efficient Pt(0), and the synergistic catalysis between Pt/Ti3C2Tx-D-AB and water. This catalyst also shows generality toward the selective hydrogenation of a series of nitroaromatic compounds to the corresponding amines with high efficiency. The present study provides a strategy to synthesize efficient catalysts for catalytic applications.

A Photoswitchable Agonist for the Histamine H3 Receptor, a Prototypic Family A G-Protein-Coupled Receptor

Spatiotemporal control over biochemical signaling processes involving G protein-coupled receptors (GPCRs) is highly desired for dissecting their complex intracellular signaling. We developed sixteen photoswitchable ligands for the human histamine H3 receptor (hH3R). Upon illumination, key compound 65 decreases its affinity for the hH3R by 8.5-fold and its potency in hH3R-mediated Gi protein activation by over 20-fold, with the trans and cis isomer both acting as full agonist. In real-time two-electrode voltage clamp experiments in Xenopus oocytes, 65 shows rapid light-induced modulation of hH3R activity. Ligand 65 shows good binding selectivity amongst the histamine receptor subfamily and has good photolytic stability. In all, 65 (VUF15000) is the first photoswitchable GPCR agonist confirmed to be modulated through its affinity and potency upon photoswitching while maintaining its intrinsic activity, rendering it a new chemical biology tool for spatiotemporal control of GPCR activation.