21895-17-0

Basic information

• Product Name: BENZENE,1-METHYL-2-[(4-METHYL)
• Synonyms: BENZENE,1-METHYL-2-[(4-METHYL)
• CAS NO: 21895-17-0
• Molecular Formula: C₁₅H₁₆
• Molecular Weight: 196.28754
• Mol File: 21895-17-0.mol
• Article Data: 32

Chemical Properties

• Melting Point: 0.95°C (estimate)
• Boiling Point: 288.19°C (estimate)
• Appearance: /
• Density: 0.9811 (estimate)
• Refractive Index: 1.5464 (estimate)
• CAS DataBase Reference: BENZENE,1-METHYL-2-[(4-METHYL)(CAS DataBase Reference)
• NIST Chemistry Reference: BENZENE,1-METHYL-2-[(4-METHYL)(21895-17-0)
• EPA Substance Registry System: BENZENE,1-METHYL-2-[(4-METHYL)(21895-17-0)

Safety Data

• Hazardous Substances Data: 21895-17-0(Hazardous Substances Data)

Usage

Description

BENZENE,1-METHYL-2-[(4-METHYL), also known as 1-Methyl-2-(4-methylbenzyl)benzene, is an organic compound with a molecular structure consisting of a benzene ring with a methyl group at the 1st position and a 4-methylbenzyl group attached to the 2nd position. BENZENE,1-METHYL-2-[(4-METHYL) is characterized by its aromatic properties and is known for its role in chemical reactions and synthesis processes.

Uses

Used in Chemical Synthesis:
BENZENE,1-METHYL-2-[(4-METHYL) is used as a key intermediate in the preparation of N-heterocyclic carbene-palladium complexes. These complexes are essential catalysts for the Suzuki-Miyaura coupling reaction, a widely used method in organic chemistry for the formation of carbon-carbon bonds.
Suzuki-Miyaura Coupling Reaction:
In the field of organic chemistry, BENZENE,1-METHYL-2-[(4-METHYL) is used as a reactant in the Suzuki-Miyaura coupling reaction. This reaction involves the coupling of benzyl chlorides with arylboronic acids to produce diarylmethanes, which are important building blocks in the synthesis of various pharmaceuticals, agrochemicals, and advanced materials.
Advantages in Chemical Synthesis:
The use of BENZENE,1-METHYL-2-[(4-METHYL) in the Suzuki-Miyaura coupling reaction offers several advantages, such as mild reaction conditions, high functional group tolerance, and the formation of a wide range of diarylmethane products. This makes it a valuable compound for the development of new chemical entities and the improvement of existing synthetic routes.

Upstream product

• 95-47-6 o-xylene 
• 106-49-0 p-toluidine 
• 591-49-1 1-methylcyclohex-1-ene 
• 874-60-2 4-methyl-benzoyl chloride 
• 106679-28-1 2,4'-dimethyl-5-tert-butyldiphenylmethane 
• 106-42-3 para-xylene 
• 95-53-4 o-toluidine 
• 131-58-8 2-Methylbenzophenone 
• 74-88-4 methyl iodide 
• 5663-40-1 2-(4-methylphenyl)-1,3-dioxane 
• 108-88-3 toluene 
• 625-45-6 2-methoxyacetic acid 
• 104-87-0 4-methyl-benzaldehyde 
• 16419-60-6 2-Methylphenylboronic acid 

Downstream Products

• 1140-16-5 (2-methylphenyl)(4-methylphenyl)methanone 

Relevant articles and documents

Mixed Alkyl/Aryl Diphos Ligands for Iron-Catalyzed Negishi and Kumada Cross Coupling Towards the Synthesis of Diarylmethane

Mixed alkyl/aryl diphos ligands have been prepared and their application in iron-catalyzed cross coupling of benzylic chlorides with diaryl zinc (Negishi) or aryl Grignard reagents (Kumada) towards the synthesis of diarylmethane has been evaluated. The iron?diphos catalytic system exhibited the enhanced activity and selectivity in the two coupling reactions. The electron-rich mixed PPh2/PCy2 ligands outperformed their symmetrical PPh2 congeners, and led to decreased homocoupling byproduct formation. It indicates that the electronic effect of the ligands plays an important role in the catalytic performance. The Fe catalyst supported by L8 bearing an electron-rich PCy2 substituent and a sterically demanding tert-butyl on ethene backbone exhibited the best catalytic performance and good functional group tolerance in the two cross coupling reactions.

N-heterocyclic carbene–palladium complexes for Suzuki–Miyaura coupling reaction with benzyl chloride and aromatic boronic acid leading to diarylmethanes

A family of N-heterocyclic carbene–palladium(II)–N,N-dimethylbenzylamine complexes ((NHC)LPdCl2; L?=?N,N-dimethylbenzylamine) were synthesized as well as characterized using single-crystal X-ray diffraction and spectroscopic data. These complexes exhibited higher catalytic activities for the Suzuki reaction of benzyl chlorides to afford diarylmethanes under milder conditions than other efficient (NHC)LPdCl2 complexes. Using the optimum conditions, the expected coupling products were obtained in moderate to high yields. All reactions were carried out in air and all starting materials were used as supplied without purification.

Synthetic method of diarylmethanes

The invention discloses a synthetic method of diarylmethanes. The method is characterized in that benzyl pseudohalide and aromatic boric acid are reacted in an organic solvent under alkaline condition. The method employs easily available raw materials, conversion is realized under effect of no transition metal catalysis, water-free and oxygen-free are not required, Lewis acid catalysis is not required, the method has wide substrate universality, and various substituted diarylmethanes can be synthesized by the method.