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.

Upstream product

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Downstream Products

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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.

Cobalt(II)-Catalyzed [5+2] C?H Annulation of o-Arylanilines with Alkynes: An Expedient Route to Dibenzo-[b,d]azepines

The first example of CoCl2-catalyzed formal [5+2] oxidative annulation of o-arylanilines with alkynes was developed, giving access to various important imine-containing dibenzo-[b,d]azepine scaffolds through sequential C?C/C?N bond formation. The reaction employs catalytic amount of manganese and oxygen as cooxidants, and features a broad substrate scope. Preliminary mechanistic studies suggested that C?H activation is involved in the rate-determining step. Moreover, both internal and terminal alkynes are well tolerated in this transformation. Besides, a regioselective migratory insertion was observed when using terminal alkynes as substrates. (Figure presented.).

Palladium-Catalyzed Benzofulvenation of o-Arylanilines through C?H Bond Activation by Using Two Diarylacetylenes as an Implicit Benzofulvene

We report the first example of Pd(II)-catalyzed highly step- and atom-economical benzofulvenation through free amine-directed ortho C?H bond activation of o-arylanilines. This paper presents a novel, simple, and efficient approach for the synthesis of benzofulvene derivatives from o-arylaniline substrates through C?H bond activation with two diarylacetylenes as an implicit benzofulvene unit. The reactivity of synthesized benzofulvenes toward oxidation was investigated, and they were shown to transform into phenanthridines, oxabenzofulvenes, and fluorescent polycyclics. (Figure presented.).