1942-30-9

Basic information

• Product Name: 1-NITRO-4-PHENYLETHYNYL-BENZENE
• Synonyms: 1-NITRO-4-PHENYLETHYNYL-BENZENE;(4-Nitrophenylethynyl)benzene;1-(Phenylethynyl)-4-nitrobenzene;4-(Phenylethynyl)-1-nitrobenzene;4-Nitro(ethynylenebisbenzene);Benzene, 1-nitro-4-(2-phenylethynyl)-;1-(2-(4-Nitrophenyl)ethynyl)benzene
• CAS NO: 1942-30-9
• Molecular Formula: C₁₄H₉NO₂
• Molecular Weight: 223.22676
• Mol File: 1942-30-9.mol
• Article Data: 360

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-NITRO-4-PHENYLETHYNYL-BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-NITRO-4-PHENYLETHYNYL-BENZENE(1942-30-9)
• EPA Substance Registry System: 1-NITRO-4-PHENYLETHYNYL-BENZENE(1942-30-9)

Safety Data

• Hazardous Substances Data: 1942-30-9(Hazardous Substances Data)

Usage

General Description

1-Nitro-4-phenylethynyl-benzene is a chemical compound that belongs to the class of nitro compounds. It consists of a benzene ring with a nitro group and a phenylethynyl group attached to it. It is used in organic synthesis as a building block for the production of various other chemicals. It is also utilized in the preparation of pharmaceuticals, dyes, and pigments. 1-NITRO-4-PHENYLETHYNYL-BENZENE has potential applications in the field of medicinal chemistry and material science due to its unique chemical structure and reactivity. It is important to handle and store this compound with care, as it may pose health and environmental hazards if not properly managed.

Upstream product

• 26624-20-4 p-nitrostilbene dibromide 
• 1459-13-8 α'-chloro-4-nitro-stilbene 
• 60221-43-4 (Z)-1-(2-chloro-2-phenylvinyl)-4-nitrobenzene 
• 13146-23-1 copper(I) phenylacetylenide 
• 636-98-6 p-nitrobenzene iodide 
• 498-66-8 norborn-2-ene 
• 108-86-1 bromobenzene 
• 937-31-5 (4-Nitrophenyl)acetylene 
• 201230-82-2 carbon monoxide 
• 1199-95-7 1-(trimethylstannyl)-2-phenylethyne 
• 33377-47-8 (4-nitrophenyl)Pd(P(C₆H₅)3)2I 
• 112545-93-4 1,1,2,2-Tetrafluoro-2-(1,1,2,2-tetrafluoro-ethoxy)-ethanesulfonic acid 4-nitro-phenyl ester 
• 13984-49-1 (phenylethynyl)zinc chloride 
• 96129-31-6 4-(4-Nitro-phenyl)-3-phenyl-isoxazol-5-ylamine 

Downstream Products

• 1849-25-8 4-phenylethynylphenylamine 
• 14310-29-3 1-nitro-4-phenethylbenzene 
• 108011-31-0 (Z)-1-(2-bromo-2-phenylvinyl)-4-nitrobenzene 
• 72433-45-5 1-(4-aminophenyl)-2-phenylethan-1-one 
• 22711-24-6 4-nitrobenzil 
• 131202-87-4 1-Methyl-2-(4-nitro-phenyl)-3-phenyl-1H-1-aza-phenalene 
• 131202-78-3 1-Methyl-3-(4-nitro-phenyl)-2-phenyl-1H-1-aza-phenalene 
• 13024-49-2 4-aminodibenzyl 
• 166264-70-6 (2-(4-nitrophenyl)ethene-1,1,2-triyl)tribenzene 
• 13329-40-3 4-Iodoacetophenone 
• 452093-85-5 C₆H₅CHCSn(C₄H₉)3C₆H₄(p-NO₂) 
• 93-58-3 benzoic acid methyl ester 

Relevant articles and documents

COUPLING REACTIONS OF CUPROUS PHENYLACETYLENIDE WITH ORGANIC HALIDES CATALYZED BY PALLADIUM COMPLEXES

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Highly active thiol-functionalized SBA-15 supported palladium catalyst for Sonogashira and Suzuki-Miyaura cross-coupling reactions

Highly ordered mesoporous silica SBA-15 with pendent 3-mercaptopropyl groups has been prepared by condensation of surface silanols and (3-mercaptopropyl)trimethoxysilane. Treatment of the mercaptopropylated SBA-15 with (CH3CN)2PdCl2 gave a heterogeneous Pd-catalyst. The immobilized Pd-catalyst served as an efficient heterogeneous catalyst for Sonogashira and Suzuki-Miyaura cross coupling reactions of aryl halides. Furthermore, the SBA-15 supported Pd-catalyst was recovered by a simple filtration from the reaction mixture and reused five times without significant loss of its catalytic activity. This journal is

Synthesis and characterization of mesoporous Pd(II) organometal nanoplatelet catalyst for copper-free Sonogashira reaction in water

Periodic mesoporous organopalladium(II)-bridged silica with platelet morphology (Pd(II)-PMO-P) was synthesized by the co-condensation of TEOS and Pd[PPh2(CH2)2Si(OC2H5)3]2Cl

Pd embedded in chitosan microspheres as tunable soft-materials for Sonogashira cross-coupling in water-ethanol mixture

Easy shaping of chitosan (CS) as porous self-standing nanofibrillar microspheres allows their use as a palladium carrier. Amino-groups on CS enable the modulation of Pd coordination, giving rise to three different support-catalyst interactions: weakly-coo

Preparation and catalytic properties of the triphenylarsine and triphenylstibine-stabilized tri-heteroleptic NHC–Pd?allyl complexes

A series of triphenylarsine and triphenylstibine-stabilized tri-heteroleptic NHC–Pd?allyl complexes were synthesized and characterized. The solid-state structures of the complexes shown mononuclear carbene palladium complexes, in which, each palladium cen

A tyrosine-rich peptide induced flower-like palladium nanostructure and its catalytic activity

A specifically designed peptide, Tyr-Tyr-Ala-His-Ala-Tyr-Tyr (YYAHAYY), induced the formation of a flower-like palladium (Pd) nanostructure by controlling the size and shape of nanoparticles (NPs). The flower-shaped Pd NPs showed excellent catalytic activ

Hybrid hydrogels loaded with palladium nanoparticles – Catalysts for environmentally-friendly Sonogashira and Heck cross-coupling reactions

Palladium nanoparticles (PdNPs) were encapsulated within hybrid hydrogels made from an acylhydrazide-functionalised 1,3:2,4-dibenzylidene sorbitol (DBS-CONHNH2) low-molecular-weight gelator (LMWG) combined with agarose polymer gelator via in situ reduction of Pd(II). These heterogeneous gel-phase catalysts were successfully applied for copper-, amine- and phosphine-free Sonogashira cross-coupling reactions under environmentally-friendly conditions without the need for inert atmosphere reaction conditions. The PdNP-loaded gel was reused in Sonogashira couplings up to at least five times with no adverse effect on yield. The performance of solvated PdNP-loaded gel catalysts was compared with the dried xerogels. The xerogels can be used at higher temperatures, enhancing reaction kinetics albeit lowering reaction selectivity, but unlike the solvated gels, were unable to be easily recycled and reused. The PdNP-loaded gels also had good activity in Heck reactions, and although longer reaction times or higher temperatures were required than for the Sonogashira reaction, the reaction conditions were mild for a Heck coupling. In summary, we demonstrate a ‘waste-to-wealth’ methodology in which Pd(II) ‘waste’ is converted into a valuable gel-phase catalyst that can be used for green Sonogashira and Heck cross-coupling reactions.

Pd nanoparticles catalyst supported on TMU-16-NH2 metal-organic framework for Sonogashira cross-coupling reaction

The current article presented the synthesis and characterization of a novel, unique, and effective heterogeneous catalytic system, based on a metal-organic framework named Pd@TMU-16-NH2 with high catalytic performance. Also, the application of

Co3O4 nanoparticles embedded in triple-shelled graphitic carbon nitride (Co3O4/TSCN): a new sustainable and high-performance hierarchical catalyst for the Pd/Cu-free Sonogashira–Hagihara cross-coupling reaction

Inspired by the synthesis of triple-shelled periodic mesoporous organosilica hollow spheres, a straightforward and controllable approach for the preparation of Co3O4 NPs embedded in triple-shelled graphitic carbon nitride has been es

Copper(0) nanoparticle catalyzed Z-Selective Transfer Semihydrogenation of Internal Alkynes

The use of copper(0) nanoparticles in the transfer semihydrogenation of alkynes has been investigated as a lead-free alternative to Lindlar catalysts. A stereo-selective methodology for the hydrogenation of internal alkynes to the corresponding (Z)-alkenes in high isolated yields (86% average) has been developed. This green and sustainable transfer hydrogenation protocol relies on non-noble copper nanoparticles for reduction of both electron-rich and electron-deficient, aliphatic-substituted and aromatic- substituted internal alkynes. Polyols, such as ethylene glycol and glycerol, have been proven to act as hydrogen sources, and excellent stereo- and chemoselectivity have been observed. Enabling technologies, such as microwave and ultrasound irradiation are shown to enhance heat and mass transfer, whether used alone or in combination, resulting in a decrease in reaction time from hours to minutes. (Figure presented.).