10355-12-1

Basic information

• Product Name: 1,1'-Biphenyl, 4-methoxy-4'-(trifluoromethyl)-
• CAS NO: 10355-12-1
• Molecular Formula: C14H11F3O
• Molecular Weight: 252.236
• Mol File: 10355-12-1.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 1,1'-Biphenyl, 4-methoxy-4'-(trifluoromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Biphenyl, 4-methoxy-4'-(trifluoromethyl)-(10355-12-1)
• EPA Substance Registry System: 1,1'-Biphenyl, 4-methoxy-4'-(trifluoromethyl)-(10355-12-1)

Safety Data

• Hazardous Substances Data: 10355-12-1(Hazardous Substances Data)

Usage

Structure

A derivative of biphenyl with a methoxy group and a trifluoromethyl group substituted at the 4th positions of each phenyl ring.

Usage

Commonly used as a building block or intermediate in the synthesis of various pharmaceuticals, agrochemicals, and specialty materials.

Unique properties

Presence of the trifluoromethyl group, which makes it valuable in medicinal chemistry and material science.

Chemical and metabolic stability

The trifluoromethyl group enhances the chemical and metabolic stability of molecules, making it an important component in drug design and development.

Upstream product

• 402-43-7 p-trifluoromethylphenyl bromide 
• 10381-67-6 1-methyl-4-((4-(trifluoromethyl)phenyl)sulfinyl)benzene 
• 5720-07-0 4-methoxyphenylboronic acid 
• 4181-97-9 phenyl 4-methoxybenzoate 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 696-62-8 para-iodoanisole 
• 98-08-8 α,α,α-trifluorotoluene 
• 457-66-9 bis(4-methoxyphenyl)iodonium trifluoroacetate 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 455-13-0 4-Iodobenzotrifluoride 
• 29558-77-8 4-bromo-4'-hydroxybiphenyl 
• 858672-69-2 potassium (4-methoxyphenyl)dimethylsilanololate 
• 228873-97-0 hydroxy(dimethyl)(4-trifluoromethylphenyl)silane 

Downstream Products

• 43029-72-7 [4-hydroxy-4'-(trifluoromethyl)biphenyl]-3-carboxylic acid 
• 53040-92-9 4-(4-tolyl)anisole 
• 10355-13-2 4-hydroxy-4'-trifluoromethylbiphenyl 

Relevant articles and documents

Thieme journal awardees - Where are they now? on cobalt-catalyzed biaryl coupling reactions

An operationally simple biaryl coupling reaction has been developed. The underlying domino process involves in situ Grignard formation from aryl bromides and subsequent homocoupling with catalytic CoCl2 and 1 bar synthetic air as terminal oxidant. Georg Thieme Verlag Stuttgart.

Palladium-catalyzed cross-coupling reactions of substituted aryl(dimethyl)silanols

Cesium carbonate and cesium hydroxide monohydrate are effective activators for the palladium-catalyzed cross-coupling of aryl(dimethyl)silanols with substituted aryl halides. Extensive optimization studies led to the identification of key variables (solvent, catalyst, additive, and hydration level) that influence the rate and selectivity of the process. Manipulation of these factors provides an effective coupling method of wide scope and generality. Electron-rich aryl(dimethyl)silanols undergo cross-coupling with aryl iodides and aryl bromides in high yields and high selectivity for the desired cross-coupling products. Alternatively, high yields of cross-coupling products could be obtained with electron-poor or ortho-substituted aryl(dimethyl)silanols when activated with cesium hydroxide monohydrate.

Transition-Metal-Free Oxidative Cross-Coupling of Tetraarylborates to Biaryls Using Organic Oxidants

Readily prepared tetraarylborates undergo selective (cross)-coupling through oxidation with Bobbitt's salt to give symmetric and unsymmetric biaryls. The organic oxoammonium salt can be used either as a stoichiometric oxidant or as a catalyst in combination with in situ generated NO2 and molecular oxygen as the terminal oxidant. For selected cases, oxidative coupling is also possible with NO2/O2 without any additional nitroxide-based cocatalyst. Transition-metal-free catalytic oxidative ligand cross-coupling of tetraarylborates is unprecedented and the introduced method provides access to various biaryl and heterobiaryl systems.

Nickel-Catalyzed Decarbonylative Coupling of Aryl Esters and Arylboronic Acids

A variety of functionalized biaryls can be accessed by coupling aryl and heteroaryl esters with boronic acids in Suzuki-Miyaura-type decarbonylative cross-coupling catalyzed by an affordable catalyst system composed of Ni(cod)2 and PCy3. The methodology is tolerant of a variety of functional groups and presents an attractive alternative to the use of palladium catalysis currently used in industry to acquire such bis(hetero)aryls, but also reveals challenges associated with nickel catalysis of esters in cross-coupling chemistry.

Platinum-catalyzed C-H arylation of simple arenes

This report describes the Na2PtCl4 catalyzed C-H arylation of arene substrates with diaryliodonium salts. The site selectivity of these reactions is predominantly controlled by steric factors. Remarkably, Na2PtCl4-catalyzed naphthalene arylation proceeds with opposite site selectivity compared to that obtained with Na2PdCl 4 as the catalyst. Preliminary mechanistic studies provide evidence for a PtII/PtIV catalytic cycle involving rate-limiting C-C bond-forming reductive elimination.