30203-87-3

Usage

Uses

Used in Pharmaceutical Industry:
Benzene, 1-chloro-4-[(4-methylphenyl)methyl]is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications, such as antibiotics, anti-inflammatory agents, and central nervous system medications.
Used in Agrochemical Industry:
In the agrochemical sector, Benzene, 1-chloro-4-[(4-methylphenyl)methyl]serves as an essential building block for the production of various agrochemicals, including pesticides and herbicides. Its presence in these compounds contributes to their effectiveness in controlling pests and weeds, thereby enhancing crop yields and protecting agricultural resources.
Used in Dye Industry:
Benzene, 1-chloro-4-[(4-methylphenyl)methyl]is also utilized in the dye industry as a precursor for the synthesis of various dyes and pigments. Its unique structure allows for the creation of dyes with specific color properties, making it valuable in applications such as textiles, plastics, and printing inks.
Used in Organic Synthesis:
As an intermediate in organic synthesis, Benzene, 1-chloro-4-[(4-methylphenyl)methyl]is employed in the preparation of a wide range of organic compounds. Its reactivity and functional groups make it suitable for various chemical reactions, leading to the formation of new compounds with diverse applications in industries such as pharmaceuticals, agrochemicals, and materials science.
Safety Considerations:
Due to its hazardous nature, Benzene, 1-chloro-4-[(4-methylphenyl)methyl]should be handled with caution. It can have harmful effects on human health and the environment, and appropriate safety measures, such as proper storage, handling, and disposal, should be implemented to minimize potential risks.

Upstream product

• 13389-74-7 4-chloro-4'methylbenzhydrol 
• 201230-82-2 carbon monoxide 
• 624-31-7 4-tolyl iodide 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 98-51-1 4-tert-butyltoluene 
• 6966-45-6 4-chlorobenzylsulfonyl chloride 
• 108-88-3 toluene 
• 71-43-2 benzene 
• 106-43-4 para-chlorotoluene 
• 94-36-0 dibenzoyl peroxide 
• 5395-79-9 4'-methyl-4-chlorobenzophenone 
• 104-88-1 4-chlorobenzaldehyde 
• 183156-72-1 N-(4-chlorobenzyl)-N-nitrosoacetamide 
• 6413-52-1 2-(4-chloro-phenyl)-[1,3]dioxane 

Downstream Products

• 1438894-52-0 p-chlorophenyl-p-methylphenylmethanol acetate 
• 1032583-08-6 N-((4-chlorophenyl)(p-tolyl)methyl)-4-methylbenzenesulfonamide 
• 5395-79-9 4'-methyl-4-chlorobenzophenone 

Relevant academic research and scientific papers

Synthesis of isoreticular zinc(II)-phosphonocarboxylate frameworks and their application in the Friedel-Crafts benzylation reaction

Three isoreticular zinc(II)-phosphonocarboxylate frameworks, namely {[Zn3(pbdc)2]·2 H3O}n (ZnPC-2), {[Zn3(pbdc)2]·Hpd·H 3O·4 H2O}n (Hpd@ZnPC-2) and {[Co su

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.

Preparation and application of blended nickel (II) complex with bisoxazoline derived azacyclo-carbene ligand and phosphite ester ligand

The invention discloses a blended nickel (II) complex with a bisoxazoline derived azacyclo-carbene ligand and a phosphite ester ligand and application of the blended nickel (II) complex. The blended nickel (II) complex has a chemical formula of Ni(NHC)[P(OR)3]X2, in the formula, R is one of ethyl or isopropyl; X is one of bromine atoms or helium atoms; and NHC is the bisoxazoline derived azacyclo-carbene ligand. In the presence of magnesium chips, the blended nickel (II) complex with the bisoxazoline derived azacyclo-carbene ligand and the phosphite ester ligand, which is disclosed by the invention, is capable of catalyzing aromatic hydrocarbon or fluoro-aromatic hydrocarbon with low activity to have a reduction cross coupling reaction with a benzyl chloride type compound at a single temperature, then a diarylmethane compound can be generated at one step, and a novel method is provided for synthesizing diarylmethane compounds.

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.

Visible light mediated efficient oxidative benzylic sp3 C-H to ketone derivatives obtained under mild conditions using O2

A photooxygenation of benzylic sp3 C-H reaction has been demonstrated using O2 mediated by visible light. This protocol provides a simple and mild route to obtain ketones from benzylic sp3 C-H bonds. Various benzylic sp3 C-H bonds can be transformed into the desired ketone derivatives in moderate to good yields. The 18O2 labelling experiments demonstrated that the oxygen introduced into ketone originated from dioxygen. A plausible mechanism has been proposed accordingly.

Benzylation of arenes with benzyl halides synergistically promoted by in situ generated superacid boron trifluoride monohydrate and tetrahaloboric acid

To examine the assembly methodology of diarylmethanes, a benzylation of (hetero)arenes with benzyl halides has been developed and various diarylmethanes were furnished with yields of up to 98% and regioselectivities of up to >99%. The complexation of the by-product halogen hydride with BF3·OEt2 generated the Bronsted acid BF3·HX (HBF3X, X=Cl or Br) in situ to synergistically promote the benzylation.

Superacid BF3-H2O promoted benzylation of arenes with benzyl alcohols and acetates initiated by trace water

A convenient procedure employing simple starting materials benzyl alcohols and acetates as the benzyl donors to assemble a series of diarylalkanes through benzylation of arenes using in situ prepared superacid BF3-H 2O as an efficient promoter has been developed. The beneficial role of water in the reaction has been clarified with combination of control experiments and 11B NMR analysis. This reaction is a self-promoted model, which is triggered by the trace of water and continuously promoted by self released by-product water (or carboxylic acid). A wide range of substrates are investigated and the moderate to excellent yields and the good regioselectivities for secondary benzyl alcohols as well as arenes bearing electron-withdrawing groups have been achieved. As a result, moisture in the reaction system has been utilized as an efficient initiator in all benzylation cases.

Benzylation of arenes with benzyl ethers promoted by the in situ prepared superacid BF3-H2O

An efficient and environmentally friendly benzylation of arenes with benzyl ethers as benzyl donors using BF3-Et2O to generate in situ the superacid BF3-H2O as an efficient promotor has been described. A wide variety of functional groups have been investigated and found to be compatible to give the desired diarylmethanes in yields of up to 99%. The crucial role of the moisture content in this transformation has been demonstrated by detailed investigations. This journal is the Partner Organisations 2014.

Palladium-catalyzed desulfitative cross-coupling reaction of sodium sulfinates with benzyl chlorides

A palladium-catalyzed approach for the synthesis of diarylmethanes from sodium sulfinates and benzyl chlorides is described. Various aromatic sodium sulfinates were used as aryl sources via extrusion of SO2 and gave the diarylmethanes in moderate to good yields.

Synthesis of diarylmethanes via a Friedel-Crafts benzylation using arenes and benzyl alcohols in the presence of triphenylphosphine ditriflate

Triphenylphosphine ditriflate (TPPD) was found to be an efficient promoter for the Friedel-Crafts benzylation of arenes with benzyl alcohols in CH 2Cl2 at room temperature. The good yields, the 1:1 molar ratio of arene and benzyl alcohol, the benzylation of chlorobenzene as a nonactivated aromatic compound at room temperature, and no by-product formation are the main advantages of this procedure.