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2'-METHYL-BIPHENYL-2-YLAMINE, also known as o-toluidine, is an aromatic amine with the molecular formula C13H13N. It is a chemical compound commonly used in various industrial applications due to its versatile properties.

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  • 1203-41-4 Structure
  • Basic information

    1. Product Name: 2'-METHYL-BIPHENYL-2-YLAMINE
    2. 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
    3. CAS NO:1203-41-4
    4. Molecular Formula: C13H13N
    5. Molecular Weight: 183.25
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 1203-41-4.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 302.4 °C at 760 mmHg
    3. Flash Point: 143.6℃
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 2'-METHYL-BIPHENYL-2-YLAMINE(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2'-METHYL-BIPHENYL-2-YLAMINE(1203-41-4)
    11. EPA Substance Registry System: 2'-METHYL-BIPHENYL-2-YLAMINE(1203-41-4)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1203-41-4(Hazardous Substances Data)

1203-41-4 Usage

Uses

Used in Dye Production:
2'-METHYL-BIPHENYL-2-YLAMINE is used as a chemical intermediate for the production of dyes, as it plays a crucial role in the synthesis of various dye compounds.
Used in Synthetic Resin Manufacturing:
2'-METHYL-BIPHENYL-2-YLAMINE is used as a component in the manufacturing of synthetic resins, contributing to their properties and performance.
Used in Rubber Additive Industry:
2'-METHYL-BIPHENYL-2-YLAMINE is used as a rubber additive to enhance the characteristics of rubber products, such as durability and resistance to wear.
Used in Pharmaceutical Manufacturing:
2'-METHYL-BIPHENYL-2-YLAMINE is used as an intermediate in the production of pharmaceuticals, aiding in the synthesis of various medicinal compounds.
Used in Agricultural Chemical Production:
2'-METHYL-BIPHENYL-2-YLAMINE is used in the manufacturing of agricultural chemicals, serving as a key component in the synthesis of certain agrochemicals.
Used in Synthesis of Antioxidants:
2'-METHYL-BIPHENYL-2-YLAMINE is used as a chemical intermediate for the synthesis of antioxidants, which are essential in various industrial applications to prevent oxidation and degradation of materials.
Used in Lubricant Additive Industry:
2'-METHYL-BIPHENYL-2-YLAMINE is used as a lubricant additive to improve the performance and longevity of lubricants in various mechanical systems.
Used in Corrosion Inhibitor Production:
2'-METHYL-BIPHENYL-2-YLAMINE is used in the production of corrosion inhibitors, which are vital in protecting metal surfaces from corrosion and extending their service life.
However, it is important to note that 2'-METHYL-BIPHENYL-2-YLAMINE is considered a hazardous substance and is known to be toxic. Exposure to high levels of this chemical has been associated with adverse health effects, including potential carcinogenicity. Therefore, proper safety measures and precautions should be taken when handling and using 2'-METHYL-BIPHENYL-2-YLAMINE in any application.

Check Digit Verification of cas no

The CAS Registry Mumber 1203-41-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,2,0 and 3 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1203-41:
(6*1)+(5*2)+(4*0)+(3*3)+(2*4)+(1*1)=34
34 % 10 = 4
So 1203-41-4 is a valid CAS Registry Number.

1203-41-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2'-METHYL-BIPHENYL-2-YLAMINE

1.2 Other means of identification

Product number -
Other names 2'-Methylbiphenyl-2-amine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1203-41-4 SDS

1203-41-4Relevant articles and documents

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

Intrieri, Daniela,Mariani, Matteo,Caselli, Alessandro,Ragaini, Fabio,Gallo, Emma

, p. 10487 - 10490,4 (2012)

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

Broad activity of diphenyleneiodonium analogues against Mycobacterium tuberculosis, malaria parasites and bacterial pathogens

Nguyen, Nghi,Wilson, Danny W.,Nagalingam, Gayathri,Triccas, James A.,Schneider, Elena K.,Li, Jian,Velkov, Tony,Baell, Jonathan

, p. 507 - 518 (2018)

In this study, a structure-activity relationship (SAR) compound series based on the NDH-2 inhibitor diphenyleneiodonium (DPI) was synthesised. Compounds were evaluated primarily for in vitro efficacy against Gram-positive and Gram-negative bacteria, commonly responsible for nosocomial and community acquired infections. In addition, we also assessed the activity of these compounds against Mycobacterium tuberculosis (Tuberculosis) and Plasmodium spp. (Malaria). This led to the discovery of highly potent compounds active against bacterial pathogens and malaria parasites in the low nanomolar range, several of which were significantly less toxic to mammalian cells.

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

Zhang, Yanghui,Pan, Shulei,Jiang, Hang,Zhang, Yu,Chen, Dushen

, p. 5192 - 5195 (2016)

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.

Silver ion promoted, PdII-catalyzed arylation of arenes with a free amine as directing group in aqueous medium

Liang, Zunjun,Yao, Jinzhong,Wang, Kai,Li, Haoran,Zhang, Yuhong

, p. 16825 - 16831 (2013)

Palladium(II)-catalyzed arylation of arenes with aryl boronic acids and a free amine as directing group in aqueous medium has been developed. High reactivity and chemoselectivity for the formation of carbon-carbon bonds were achieved by the use of soluble

An extremely active and general catalyst for Suzuki coupling reaction of unreactive aryl chlorides

Lee, Dong-Hwan,Jin, Myung-Jong

, p. 252 - 255 (2011)

β-Diketiminatophosphane Pd complex 2a acted as a powerful catalyst which allows easy access to the Suzuki coupling reaction of less reactive aryl chlorides under mild conditions. A wide range of sterically hindered and deactivated aryl chlorides could be efficiently coupled at a low catalyst loading of 0.1 mol %. Furthermore, this catalytic system also proved to be highly effective in one-pot multiple couplings.

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

Wang, Wengui,Guo, Yong,Sun, Ke,Wang, Shoufeng,Zhang, Shuxiang,Liu, Chao,Chen, Qing-Yun

, p. 14588 - 14599 (2018)

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.

Palladium-catalyzed interannular meta-C-H arylation

Ling, Peng-Xiang,Chen, Kai,Shi, Bing-Feng

, p. 2166 - 2169 (2017)

The interannular meta-selective C-H arylation of biaryl-2-trifluoroacetamides using Pd(ii)/norbornene catalysis is reported. The installation of a trifluoroacetyl protecting group to tune their electronic properties and binding ability is essential for in

Scalable electrochemical synthesis of diaryliodonium salts

Elsherbini, Mohamed,Moran, Wesley J.

supporting information, p. 4706 - 4711 (2021/06/11)

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.

Self-Assembled Multilayer Iron(0) Nanoparticle Catalyst for Ligand-Free Carbon-Carbon/Carbon-Nitrogen Bond-Forming Reactions

Akiyama, Toshiki,Arisawa, Mitsuhiro,Haneoka, Hitoshi,Harada, Kazuo,Hasegawa, Jun-Ya,Honma, Tetsuo,Mashima, Kazushi,Sato, Yoshihiro,Shimoda, Shuhei,Shio, Yasunori,Suzuki, Takeyuki,Tamenori, Yusuke,Tsurugi, Hayato,Tsuruta, Kazuki,Wada, Yuki,Yamada, Makito

supporting information, p. 7244 - 7249 (2020/10/12)

Self-assembled multilayer iron(0) nanoparticles (NPs, 6-10 nm), namely, sulfur-modified Au-supported Fe(0) [SAFe(0)], were developed for ligand-free one-pot carbon-carbon/carbon-nitrogen bond-forming reactions. SAFe(0) was successfully prepared using a well-established metal-nanoparticle catalyst preparative protocol by simultaneous in situ metal NP and nanospace organization (PSSO) with 1,4-bis(trimethylsilyl)-1,4-dihydropyrazine (Si-DHP) as a strong reducing agent. SAFe(0) was easy to handle in air and could be recycled with a low iron-leaching rate in reaction cycles.

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

Tomar, Ravi,Singh, Nidhi,Kumar, Neeraj,Tomar, Vartika,Chandra, Ramesh

, (2019/03/21)

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).

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