1203-41-4

Basic information

• Product Name: 2'-METHYL-BIPHENYL-2-YLAMINE
• Synonyms: AKOS BAR-0095;2'-METHYL[1,1'-BIPHENYL]-2-AMINE;2'-METHYL[1,1'-BIPHENYL]-2-AMINE HYDROCHLORIDE;2'-METHYL-BIPHENYL-2-YLAMINE;2'-METHYL-BIPHENYL-2-YLAMINE HYDROCHLORIDE;2-Amino-2'-methylbiphenyl;2'-Methylbiphenyl-2-amine
• CAS NO: 1203-41-4
• Molecular Formula: C₁₃H₁₃N
• Molecular Weight: 183.25
• Mol File: 1203-41-4.mol
• Article Data: 45

Chemical Properties

• Boiling Point: 302.4 °C at 760 mmHg
• Flash Point: 143.6℃
• Appearance: /
• CAS DataBase Reference: 2'-METHYL-BIPHENYL-2-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-METHYL-BIPHENYL-2-YLAMINE(1203-41-4)
• EPA Substance Registry System: 2'-METHYL-BIPHENYL-2-YLAMINE(1203-41-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 1203-41-4(Hazardous Substances Data)

Usage

General Description

2'-Methyl-biphenyl-2-ylamine, also known as o-toluidine, is a chemical compound with the molecular formula C13H13N. It is an aromatic amine commonly used in the production of dyes, synthetic resins, and rubber additives. O-toluidine is also used as an intermediate in the manufacturing of pharmaceuticals and agricultural chemicals. Additionally, it is often employed as a chemical intermediate for the synthesis of various substances, including antioxidants, lubricant additives, and corrosion inhibitors. However, o-toluidine is considered to be a hazardous substance and is known to be toxic, as exposure to high levels of this chemical has been associated with adverse health effects, including potential carcinogenicity. Therefore, caution should be exercised when handling and using 2'-methyl-biphenyl-2-ylamine.

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Relevant articles and documents

[Ru(TPP)CO]-catalysed intramolecular benzylic C-H bond amination, affording phenanthridine and dihydrophenanthridine derivatives

Shedding light on azides: [Ru(TPP)CO] (TPP=tetraphenyl porphyrin dianion), white light and O2 were found to be a suitable catalyst combination to perform the annulation of several biaryl azides (see scheme). The high chemoselectivity of the process allows the synthesis of phenanthridines and dihydrophenanthridines in good yield and purity. Copyright

Synthesis of Triphenylenes Starting from 2-Iodobiphenyls and Iodobenzenes via Palladium-Catalyzed Dual C-H Activation and Double C-C Bond Formation

A novel and facile approach for the synthesis of triphenylenes has been developed via palladium-catalyzed coupling of 2-iodobiphenyls and iodobenzenes. The reaction involves dual palladium-catalyzed C-H activations and double palladium-catalyzed C-C bond formations. A range of unsymmetrically functionalized triphenylenes can be synthesized with the reaction. The approach features readily available starting materials, high atom- and step-economy, and access to various unsymmetrically functionalized triphenylenes.

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Visible Light-Induced Radical Cyclization of Tertiary Bromides with Isonitriles to Construct Trifluoromethylated Quaternary Carbon Center

The reaction of trifluoromethylated tertiary bromides with isonitriles induced by visible light is reported. Defluorination was avoided in a radical process. This method provides an efficient approach to compounds containing a trifluoromethylated quaternary carbon center, most of which show excellent potential to be agrochemicals. In addition, the bromides were prepared from perfluoroisobutylene, which is a waste from industry, after several steps. This reaction shows a feasible transfer of harmful waste into useful compounds.

Scalable electrochemical synthesis of diaryliodonium salts

Cyclic and acyclic diaryliodonium are synthesised by anodic oxidation of iodobiaryls and iodoarene/arene mixtures, respectively, in a simple undivided electrolysis cell in MeCN-HFIP-TfOH without any added electrolyte salts. This atom efficient process does not require chemical oxidants and generates no chemical waste. More than 30 cyclic and acyclic diaryliodonium salts with different substitution patterns were prepared in very good to excellent yields. The reaction was scaled-up to 10 mmol scale giving more than four grams of dibenzo[b,d]iodol-5-ium trifluoromethanesulfonate (>95%) in less than three hours. The solvent mixture of the large-scale experiment was recovered (>97%) and recycled several times without significant reduction in yield.

Base-Free Suzuki–Miyaura Coupling Reaction Using Palladium(II) Supported Catalyst in Water

Abstract: The carbon–carbon bond formation via Suzuki–Miyaura reaction was performed in water as green solvent. Pd(OAc)2(PPh3)2 supported on magnesium hydroxide and cerium carbonate hydroxide composite was prepared and characterized by various techniques. The cross-coupling reaction of aryl halides carried out in water using mild conditions. The effects of temperature, solvents, the amount of catalyst and leaving groups were studied to find the optimization conditions for cross-coupling reaction. Various aryl halides were smoothly transformed into the biaryls in good yields. In addition, the catalyst also exhibited stability and catalytic performance in the cross-coupling of aryl halides. Graphical Abstract: [Figure not available: see fulltext.] A new approach is developed for carbon–carbon bond formation via Suzuki–Miyaura reaction.2 Pd(OAc)2(PPh3)2?supported on mixed magnesium hydroxide and cerium carbonate hydroxide were prepared and characterized by XRD, XPS, SEM–EDX techniques. The cross-coupling reaction of aryl halides can be carried out in water and under mild conditions (80 °C).

Metal- and additive-free cascade trifluoroethylation/cyclization of organic isoselenocyanates by phenyl(2,2,2-trifluoroethyl)iodonium triflate

A novel and convenient cascade trifluoroethylation/cyclization of organic isoselenocyanates by phenyl(2,2,2-trifluoroethyl)iodonium triflate is reported. A series of 2-isoselenocyanobiaryls and aryl alkyl isoselenocyanates reacted with phenyl(2,2,2-trifluoroethyl)iodonium triflate in CH2Cl2 at 40 °C under metal- and additive-free conditions for 3 h to provide the corresponding trifluoroethylselenolated phenanthridines and 3,4-dihydroisoquinoline derivatives in good to excellent yields. The reaction represents the first general approach to access trifluoroethylselenolated phenanthridines and 3,4-dihydroisoquinolines from organic isoselenocyanates.