127783-73-7

Basic information

• Product Name: [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoroMethyl)-, Methyl ester
• Synonyms: [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoroMethyl)-, Methyl ester
• CAS NO: 127783-73-7
• Molecular Formula: C₁₅H₁₁F₃O₂
• Molecular Weight: 280.2418496
• Mol File: 127783-73-7.mol
• Article Data: 21

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoroMethyl)-, Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoroMethyl)-, Methyl ester(127783-73-7)
• EPA Substance Registry System: [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoroMethyl)-, Methyl ester(127783-73-7)

Safety Data

• Hazardous Substances Data: 127783-73-7(Hazardous Substances Data)

Usage

Description

[1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoroMethyl)-, Methyl ester is a chemical compound characterized by its molecular formula C16H13F3O2. It is a methyl ester derivative of [1,1'-Biphenyl]-4-carboxylic acid, featuring a trifluoromethyl group attached at the 4' position. [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoroMethyl)-, Methyl ester is known for its potential to enhance the biological activity of complex molecules due to the presence of the trifluoromethyl group, making it a valuable building block in organic synthesis and pharmaceutical research.

Uses

Used in Organic Synthesis:
[1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoroMethyl)-, Methyl ester is utilized as a key intermediate in organic synthesis for constructing more complex molecular structures. Its unique properties, including the trifluoromethyl group, contribute to the development of novel compounds with specific functionalities.
Used in Pharmaceutical Research:
In the pharmaceutical industry, [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoroMethyl)-, Methyl ester serves as a building block for the creation of new drug candidates. Its versatile properties allow for the design of molecules with enhanced biological activity, potentially leading to the discovery of innovative treatments for various diseases.
Used in Agrochemical Development:
[1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoroMethyl)-, Methyl ester may also find applications in the agrochemical sector. Its ability to improve the biological activity of molecules can be harnessed in the development of new pesticides or other agrochemical products, contributing to more effective and targeted solutions in agriculture.

Upstream product

• 619-42-1 4-methoxycarbonylphenyl bromide 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 98-56-6 4-chlorobenzotrifluoride 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 186581-53-3 diazomethane 
• 98-08-8 α,α,α-trifluorotoluene 
• 1571-08-0 methyl 4-formylbenzoate 
• 619-44-3 methyl 4-iodobenzoate 
• 188748-63-2 4-trifluoromethylphenyltriethoxysilane 
• 455-13-0 4-Iodobenzotrifluoride 
• 91734-76-8 methyl 4-tri-n-butylstannylbenzoate 
• 338396-06-8 methyl 4-((N, N-dimethylsulfamoyl)oxy)benzoate 
• 125102-17-2 (4-(trifluoromethyl)phenyl)zinc(II) chloride 

Downstream Products

• 457889-46-2 (4′-(trifluoromethyl)-[1,1′-biphenyl]-4-yl)methanol 
• 1417526-67-0 4-ethyl-5-(4'-(trifluoromethyl)biphenyl-4-yl)-4H-1,2,4-triazole-3-thiol 
• 1417526-68-1 4-ethyl-3-(4'-(trifluoromethyl)biphenyl-4-yl)-4H-1,2,4-triazole 
• 1417526-69-2 (4-ethyl-5-(4'-(trifluoromethyl)biphenyl-4-yl)-4H-1,2,4-triazol-3-yl)methanol 
• 1417526-70-5 3-(azido methyl)-4-ethyl-5-(4'-(trifluoromethyl)biphenyl-4-yl)-4H-1,2,4-triazole 
• 1417526-71-6 (4-ethyl-5-(4'-(trifluoromethyl)biphenyl-4-yl)-4H-1,2,4-triazol-3-yl)methanamine 
• 1417526-73-8 1-((4-ethyl-5-(4'-(trifluoromethyl)biphenyl-4-yl)-4H-1,2,4-triazol-3-yl)methyl)-2-thioxo-2,3,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-4(5H)-one 
• 1417527-29-7 1-((4-ethyl-5-(4'-(trifluoromethyl)biphenyl-4-yl)-4H-1,2,4-triazol-3-yl)methyl)-2-(4-fluorobenzylthio)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-4(5H)-one 

Relevant articles and documents

Palladium-catalyzed cross-coupling reactions of arylsiloxanes with aryl halides: Application to solid-supported organic synthesis

The solid-phase version of the Pd-catalyzed Hiyama reaction between a variety of aryltriethoxysilanes and immobilized aryl halides was developed. Smooth cross-coupling was achieved to afford the corresponding biaryl products in moderate to excellent yields. The described protocol would be particularly useful for the construction of 4′-substituted 1,1′-biphenyl derivatives.

'Awaken' aryl sulfonyl fluoride: a new partner in the Suzuki-Miyaura coupling reaction

An example of the activation of the -SO2F group, which is traditionally considered a stable group even in the presence of a transition metal, is described using a novel partner in the Suzuki-Miyaura coupling reaction catalyzed by Pd(OAc)2 and Ruphos as ligands. The products showed good to outstanding yields and broad functional group compatibility under optimal conditions. The sequential synthesis of non-symmetric terphenyls and the gram grade process highlight the approach's synthetic utility. DFT calculations have shown that Pd0 prefers to insert between C-S bonds rather than S-F bonds. This journal is

Palladium-catalyzed decarbonylative Suzuki-Miyaura cross-coupling of amides by carbon-nitrogen bond activation

Palladium-catalyzed Suzuki-Miyaura cross-coupling or aryl halides is widely employed in the synthesis of many important molecules in synthetic chemistry, including pharmaceuticals, polymers and functional materials. Herein, we disclose the first palladium-catalyzed decarbonylative Suzuki-Miyaura cross-coupling of amides for the synthesis of biaryls through the selective activation of the N-C(O) bond of amides. This new method relies on the precise sequence engineering of the catalytic cycle, wherein decarbonylation occurs prior to the transmetallation step. The reaction is compatible with a wide range of boronic acids and amides, providing valuable biaryls in high yields (>60 examples). DFT studies support a mechanism involving oxidative addition, decarbonylation and transmetallation and provide insight into high N-C(O) bond activation selectivity. Most crucially, the reaction establishes the use of palladium catalysis in the biaryl Suzuki-Miyaura cross-coupling of the amide bond and should enable the design of a wide variety of cross-coupling methods in which palladium rivals the traditional biaryl synthesis from aryl halides and pseudohalides.