13480-38-1

Basic information

• Product Name: 4-Nitro-2-phenyltoluene
• Synonyms: 4-Nitro-2-phenyltoluene;2-methyl-5-nitro-1,1'-biphenyl
• CAS NO: 13480-38-1
• Molecular Formula: C₁₃H₁₁NO₂
• Molecular Weight: 213.23194
• Mol File: 13480-38-1.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Nitro-2-phenyltoluene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Nitro-2-phenyltoluene(13480-38-1)
• EPA Substance Registry System: 4-Nitro-2-phenyltoluene(13480-38-1)

Safety Data

• Hazardous Substances Data: 13480-38-1(Hazardous Substances Data)

Upstream product

• 99-55-8 2-methyl-5-nitroaniline 
• 71-43-2 benzene 
• 7745-93-9 2-bromo-4-nitrotoluene 
• 98-80-6 phenylboronic acid 
• 2996-92-1 phenyl trimethylsiloxane 
• 7745-92-8 2-iodo-1-methyl-4-nitrobenzene 
• 4688-74-8 phenylboric acid 
• 99-99-0 1-methyl-4-nitrobenzene 
• 369-57-3 benzenediazonium tetrafluoroborate 

Downstream Products

• 58084-75-6 9-hydroxy-3-nitrofluorene 
• 42135-22-8 3-nitro-9H-fluoren-9-one 
• 905590-27-4 6-(morpholinomethyl)-[1,1'-biphenyl]-3-amine 
• 905590-25-2 4-((5-nitro-[1,1'-biphenyl]-2-yl)methyl)morpholine 
• 101626-78-2 N-<6-Methyl-biphenylyl-(3)-carbamoylmethyl>-N-benzyl-aminoessigsaeure 
• 180977-04-2 (S)-2-{[5-((R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propionylamino)-biphenyl-2-carbonyl]-amino}-4-methylsulfanyl-butyric acid methyl ester 
• 180977-20-2 N-[4-[N-[2(R)-(tert-butoxycarbonyl)amino-3-(triphenylmethyl)thio]propyl]amino-2-phenylbenzoyl]-methionine methyl ester 
• 655234-96-1 2-({5-[(3-biphenyl-4-ylmethyl-3H-imidazol-4-ylmethyl)-amino]-biphenyl-2-carbonyl}-amino)-4-methylsulfanyl-butyric acid methyl ester 
• 655235-64-6 4-[N-(1-(4-phenyl)benzyl-1H-imidazol-4-yl)methylamino]-2-phenylbenzoylmethionine methyl ester 
• 880106-49-0 4-[N-(1-(1-naphthyl)methyl-1H-imidazol-4-yl)methylamino]-2-phenylbenzoylmethionine methyl ester 
• 655235-66-8 4-[N-(1-cyclohexylmethyl-1H-imidazol-4-yl)methylamino]-2-phenylbenzoylmethionine methyl ester 

Relevant articles and documents

[IL]2[PdCl4] complexes (IL = imidazolium cation) as efficient catalysts for Suzuki-Miyaura cross-coupling of aryl bromides and aryl chlorides

Palladium complexes of the type [IL]2[PdCl4] (IL = imidazolium cation) were found to be very active catalysts for the Suzuki-Miyaura reaction of 2-bromotoluene with phenylboronic acid carried out in 2-propanol or 2-propanol/water at 40°C using normal heating or microwaves as a heating source. In 2-propanol, the highest yields (89% and 85%) were obtained for [dmiop]2[PdCl4] and [dmdim][PdCl4] (dmiop = 1,2-dimethyl-3-propoxymethyl imidazolium cation, dmdim = 3,3′-[1,7-(2,6-dioxaheptane)]bis(1,2-dimethylimidazolium) cation) containing cations substituted at the C2 carbon with a methyl group. In the presence of water, all [IL]2[PdCl4] complexes produced ca. 90% of 2-methylbiphenyl. Very good results were also obtained in the Suzuki-Miyaura reaction of different aryl bromides and chlorides. For example, the conversion of 2-chlorotoluene was 71% at 70°C. During the catalytic reaction, the formation of Pd(0) nanoparticles was evidenced by TEM. Mechanistic studies, including Hg(0) tests, showed that Pd(0) nanoparticles acted as a source of catalytically active soluble palladium species.

New Palladium – ZrO2 Nano-Architectures from Thermal Transformation of UiO-66-NH2 for Carbonylative Suzuki and Hydrogenation Reactions

The new nanocomposites, Pd/C/ZrO2, PdO/ZrO2, and Pd/PdO/ZrO2, were prepared by thermal conversion of Pd@UiO-66-Zr?NH2 (MOF) in nitrogen or air atmosphere. The presence of Pd nanoparticles, uniformly distributed on the ZrO2 or C/ZrO2 matrix, was evidenced by transmission electron microscopy, scanning electron microscopy (SEM), Raman and X-ray Photoelectron Spectroscopy (XPS) methods. All pyrolysed composites retained the shape of the MOF template. They catalyze carbonylative Suzuki coupling under 1 atm CO with an efficiency significantly higher than the original Pd@UiO-66-Zr?NH2. The most active PdO/ZrO2 composite, formed benzophenone with TOF up to 1600 h?1, while by using Pd@UiO-66-Zr?NH2, much lower TOF values, 51–95 h?1, were achieved. After the reaction, PdO/ZrO2 was recovered with the same composition and catalytic activity. Very good results were also obtained in the transfer hydrogenation of benzophenones to alcohols with Pd/C/ZrO2 and PdO/ZrO2 catalysts under microwave irradiation.

Palladium Stabilized by Amino-Vinyl Silica Functionalized Magnetic Carbon Nanotube: Application in Suzuki–Miyaura and Heck–Mizoroki Coupling Reactions

Abstract: This study describes an investigation on Suzuki and Heck cross-couplings of aryl electrophiles in the presence of heterogeneous Pd nanoparticles supported on amino-vinyl silica functionalized magnetic carbon nanotube. The core–shell contains CNT@Fe3O4@SiO2-Pd in which the functionalized SiO2 helps the stabilization of Pd nanoparticles and also responsible for the reduction of Pd(II) to Pd(0) without the need for adding external reducing agents. All of the reactions were done under phosphine-free condition. Graphical Abstract: [Figure not available: see fulltext.]