647842-34-0

Basic information

• Product Name: [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoromethyl)-, ethyl ester
• Synonyms: [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoromethyl)-, ethyl ester;4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acid ethyl ester;Ethyl 4-(4-trifluoromethylphenyl)benzoate
• CAS NO: 647842-34-0
• Molecular Formula: C16H13F3O2
• Molecular Weight: 294
• Mol File: 647842-34-0.mol
• Article Data: 26

Chemical Properties

• Melting Point: 60℃
• Appearance: /
• CAS DataBase Reference: [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoromethyl)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoromethyl)-, ethyl ester(647842-34-0)
• EPA Substance Registry System: [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoromethyl)-, ethyl ester(647842-34-0)

Safety Data

• Hazardous Substances Data: 647842-34-0(Hazardous Substances Data)

Usage

Description

[1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoromethyl)-, ethyl ester is a fluorinated derivative of biphenyl carboxylic acid, characterized by the presence of a trifluoromethyl group and an ethyl ester functional group. This chemical is a versatile compound with potential applications in pharmaceutical research, organic synthesis, and material science due to its unique structural features and properties.

Uses

Used in Pharmaceutical Research:
[1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoromethyl)-, ethyl ester is used as a building block for the synthesis of various pharmaceutical compounds. The trifluoromethyl group and the ethyl ester functionality provide unique properties that can enhance the biological activity and pharmacokinetic profile of the resulting molecules.
Used in Organic Synthesis:
In the field of organic synthesis, [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoromethyl)-, ethyl ester serves as an intermediate or a starting material for the preparation of more complex organic molecules. Its structural features allow for further functionalization and modification, making it a valuable component in the synthesis of a wide range of compounds.
Used in Material Science:
[1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoromethyl)-, ethyl ester is used as a component in the development of new materials with specific properties. The trifluoromethyl group may impart unique physical and chemical properties to the molecule, making it useful for applications such as coatings, adhesives, or polymers with tailored characteristics.
Used in Chemical Research:
In the realm of chemical research, [1,1'-Biphenyl]-4-carboxylic acid, 4'-(trifluoromethyl)-, ethyl ester is utilized as a model compound to study the effects of fluorination and esterification on the properties and reactivity of biphenyl carboxylic acid derivatives. This research can lead to a better understanding of structure-property relationships and the development of new synthetic strategies and applications.

Upstream product

• 5798-75-4 Ethyl 4-bromobenzoate 
• 228873-97-0 hydroxy(dimethyl)(4-trifluoromethylphenyl)silane 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 902148-89-4 ethyl 4-(methanesulfonyloxy)benzoate 
• 188748-63-2 4-trifluoromethylphenyltriethoxysilane 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 10287-53-3 ethyl p-dimethyaminolbenzoate 
• 113511-05-0 p-EtO₂C-C₆H₄NMe₃(+)*I(-) 
• 125102-17-2 (4-(trifluoromethyl)phenyl)zinc(II) chloride 
• 124915-06-6 ethyl 4-(N,N,N-trimethylammonium)-1-benzoate triflate 
• 131379-15-2 (4-(ethoxycarbonyl)phenyl)zinc(ll) bromide 
• 7153-22-2 ethyl 4-cyanobenzoate 

Downstream Products

• 457889-46-2 (4′-(trifluoromethyl)-[1,1′-biphenyl]-4-yl)methanol 
• 454464-38-1 4-Chloromethyl-4'-trifluoromethyl-biphenyl 
• 934753-43-2 methyl 4-[(4E)-3-(4-cyanobenzyl)-5-(2-{[4'-(trifluoromethyl)biphenyl-4-yl]methoxy}phenyl)pent-4-en-1-yl]benzoate 
• 935253-34-2 Methyl 4-[(4E)-3-[4-(1H-tetrazol-5-yl)benzyl]-5-(2-{[4'-(trifluoromethyl)biphenyl-4-yl]methoxy}-phenyl)pent-4-en-1-yl]benzoate 
• 935253-61-5 4-[(4E)-3-[4-(1H-Tetrazol-5-yl)benzyl]-5-(2-{[4'-(trifluoromethyl)biphenyl-4-yl]-methoxy}phenyl)pent-4-en-1-yl}benzoic acid 

Relevant articles and documents

Catalyst shuttling enabled by a thermoresponsive polymeric ligand: Facilitating efficient cross-couplings with continuously recyclable ppm levels of palladium

A polymeric monophosphine ligand WePhos has been synthesized and complexed with palladium(ii) acetate [Pd(OAc)2] to generate a thermoresponsive pre-catalyst that can shuttle between water and organic phases, with the change being regulated by temperature. The structure of the polymeric ligand was confirmed with matrix-assisted laser desorption/ionization-time-of-flight (MALDI-TOF) mass spectrometry and size-exclusion chromatography (SEC) analysis, as well as nuclear magnetic resonance (NMR) measurements. This polymeric metal complex enables highly efficient Pd-catalyzed cross-couplings and tandem reactions using 50 to 500 ppm palladium, and this can facilitate reactions that are tolerant to a broad spectrum of (hetero)aryl substrates and functional groups, as demonstrated with 73 examples with up to 99% isolated yields. Notably, 97% Pd remained in the aqueous phase after 10 runs of catalyst recycling experiments, as determined via inductively coupled plasma-atomic emission spectrometry (ICP-AES) measurements, indicating highly efficient catalyst transfer. Furthermore, a continuous catalyst recycling approach has been successfully developed based on flow chemistry in combination with the catalyst shuttling behavior, allowing Suzuki-Miyaura couplings to be conducted at gram-scales with as little as 10 ppm Pd loading. Given the significance of transition-metal catalyzed cross-coupling and increasing interest in sustainable chemistry, this work is an important step towards the development of a responsive catalyst, in addition to having high activity, by tuning the structures of the ligands using polymer science.

Electron-Catalyzed Cross-Coupling of Arylboron Compounds with Aryl Iodides

Arylboroxines in combination with zinc chloride and potassium tert-butoxide were found to undergo the electron-catalyzed cross-coupling with aryl iodides to give the corresponding biaryls without the aid of transition-metal catalysis.

Method of manufacturing hydroxybiphenyls

PROBLEM TO BE SOLVED: To provide a convenient production method of biphenyls which become the raw materials of medicines, pesticides and functional materials. SOLUTION: In the presence of a palladium catalyst and an alkali metal carboxylate, a 2,2'-bi(1,3,2-benzodioxaborole) derivative represented by general formula (1) (in formula, R1represents a hydrogen atom or a 1-4C alkyl group) and a benzene derivative A are made to react with each other, next, in the presence of an alkali metal phosphate or an alkali metal carbonate, a benzene derivative B is made to react therewith, and biphenyls represented by general formula (4) (in formula, each of R2and R3represents a hydrogen atom, a halogen atom, or the like, and each of n and m represents an integer of 1 to 4) are produced. COPYRIGHT: (C)2013,JPOandINPIT