70917-02-1

Basic information

• Product Name: 4'-FORMYL-BIPHENYL-4-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 4'-FORMYL-BIPHENYL-4-CARBOXYLIC ACID ETHYL ESTER
• CAS NO: 70917-02-1
• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28
• Mol File: 70917-02-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4'-FORMYL-BIPHENYL-4-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-FORMYL-BIPHENYL-4-CARBOXYLIC ACID ETHYL ESTER(70917-02-1)
• EPA Substance Registry System: 4'-FORMYL-BIPHENYL-4-CARBOXYLIC ACID ETHYL ESTER(70917-02-1)

Safety Data

• Hazardous Substances Data: 70917-02-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4'-FORMYL-BIPHENYL-4-CARBOXYLIC ACID ETHYL ESTER is used as an intermediate for the production of pharmaceuticals, contributing to the development of new drugs and medicines due to its chemical properties that facilitate synthesis and modification processes.
Used in Dye and Pigment Industry:
In the dye and pigment industry, 4'-FORMYL-BIPHENYL-4-CARBOXYLIC ACID ETHYL ESTER is utilized as a key intermediate, playing a crucial role in the creation of colorants for various applications, including textiles, plastics, and printing inks, due to its ability to impart specific color characteristics.
Used in Organic Synthesis and Research:
As a reagent in organic synthesis, 4'-FORMYL-BIPHENYL-4-CARBOXYLIC ACID ETHYL ESTER is employed for its unique reactivity, enabling the development of new chemical compounds and facilitating research in organic chemistry.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 4'-FORMYL-BIPHENYL-4-CARBOXYLIC ACID ETHYL ESTER is used as a versatile compound for the synthesis of potential therapeutic agents, leveraging its chemical structure to explore new avenues in drug discovery.
Used in Materials Science:
4'-FORMYL-BIPHENYL-4-CARBOXYLIC ACID ETHYL ESTER also finds applications in materials science, where it is used to develop new materials with specific properties, such as improved stability or enhanced performance in various applications.

Upstream product

• 5798-75-4 Ethyl 4-bromobenzoate 
• 87199-17-5 4-formylphenylboronic acid, 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 64-17-5 ethanol 
• 571903-64-5 4-(ethoxycarbonyl)phenylmagnesium chloride 
• 294210-67-6 ethyl 4-(tributylstannyl)benzoate 
• 1122-91-4 4-bromo-benzaldehyde 
• 872088-08-9 (3-methoxyphenyl)magnesium bromide 
• 5877-52-1 1-(4-iodophenyl)-N-phenylmethanimine 
• 94-09-7 p-aminoethylbenzoate 

Downstream Products

• 70916-98-2 4′-formyl-(1,1′-biphenyl)-4-carboxylic Acid 
• 1092786-21-4 C₈₈H₇₂O₁₆ 
• 89372-90-7 5,10,15,20-tetrakis-(3,5-di-tert-butylphenyl)porphyrin 

Relevant articles and documents

Influence of the Base on Pd@MIL-101-NH2(Cr) as Catalyst for the Suzuki-Miyaura Cross-Coupling Reaction

The chemical stability of metal-organic frameworks (MOFs) is a major factor preventing their use in industrial processes. Herein, it is shown that judicious choice of the base for the Suzuki-Miyaura cross-coupling reaction can avoid decomposition of the MOF catalyst Pd@MIL-101-NH2(Cr). Four bases were compared for the reaction: K2CO3, KF, Cs2CO3 and CsF. The carbonates were the most active and achieved excellent yields in shorter reaction times than the fluorides. However, powder XRD and N2 sorption measurements showed that the MOF catalyst was degraded when carbonates were used but remained crystalline and porous with the fluorides. XANES measurements revealed that the trimeric chromium cluster of Pd@MIL-101-NH2(Cr) is still present in the degraded MOF. In addition, the different countercations of the base significantly affected the catalytic activity of the material. TEM revealed that after several catalytic runs many of the Pd nanoparticles (NPs) had migrated to the external surface of the MOF particles and formed larger aggregates. The Pd NPs were larger after catalysis with caesium bases compared to potassium bases.

New heterometallic zirconium metalloporphyrin frameworks and their heteroatom-activated high-surface-area carbon derivatives

Four cubic zirconium-porphyrin frameworks, CPM-99(H2, Zn, Co, Fe), were synthesized by a molecular-configuration-guided strategy. Augmentation of meso-substituted side arms (with double-torsional biphenyl rings) of tetratopic porphyrin linkers

Tetrabiphenylporphyrin-based receptors for protein surfaces show sub-nanomolar affinity and enhance unfolding

A family of tetrabiphenylporphyrin-based receptors has been synthesized. Receptor 7 showed sub-nanomolar affinity (Kd=0.67 nM) in binding to the surface of cytochrome c. In addition, a stoichiometric amount of the receptor 7 caused a lowering in the Tm of cytochrome c from 85 to 35°C.

Stannylation of Aryl Halides, Stille Cross-Coupling, and One-Pot, Two-Step Stannylation/Stille Cross-Coupling Reactions under Solvent-Free Conditions

Solvent-free protocols for palladium-catalyzed stannylation of aryl halides, Stille cross-coupling, and one-pot, two-step stannylation/Stille cross-coupling (SSC) are reported for the first time. (Het)aryl halides bearing acceptor, donor, as well as sterically demanding substituents are stannylated and/or coupled in high yields. The reactions are catalyzed by conventional palladium(II) acetate/PCy3 [Pd(OAc)2/PCy3] under air, using available base CsF, and without the use of high purity reagents. The developed synthetic procedures are versatile, robust, and easily scalable. The absence of solvent, and the elimination of isolation procedures of aryl stannanes makes the SSC protocol simple, step economical, and highly efficient for the synthesis of biaryls in a one-pot two-step procedure.

Preparation of Polyfunctional Organozinc Halides by an InX3- and LiCl-Catalyzed Zinc Insertion to Aryl and Heteroaryl Iodides and Bromides

A catalytic system consisting of InCl3(3 mol %) and LiCl (30 mol %) allows a convenient preparation of polyfunctional arylzinc halides via the insertion of zinc powder to various aryl iodides in THF at 50 °C in up to 95 % yield. The use of a THF/DMPU (1:1) mixture shortens the reaction rates and allows the preparation of keto-substituted arylzinc reagents. In the presence of In(acac)3(3 mol %) and LiCl (150 mol %), the zinc insertion to various aryl and heteroaryl bromides proceeds smoothly (50 °C, 2–18 h). Alkyl bromides are also converted to the corresponding zinc reagents in the presence of In(acac)3(10 mol %) and LiCl (150 mol %) in 70–80 % yield.

Unified Protocol for Cobalt-Catalyzed Oxidative Assembly of Two Aryl Metal Reagents Using Oxygen as an Oxidant

The first cobalt-catalyzed oxidative cross-coupling reaction of two aryl metal reagents is described. An equivalent amount of two aryl Grignard or lithium reagents, after mediation by an equivalent amount of simple ClTi(OEt)3, was facilely assembled under the catalysis of 1 mol % of CoCl2/10 mol % of DMPU using oxygen. The cross-couplings between various aryl metal reagents, especially between two structurally similar aryl Grignard reagents, proceeded smoothly and selectively and, thus, provided a highly general and efficient method for the construction of biaryl compounds.

Iron-catalyzed oxidative biaryl cross-couplings via mixed diaryl titanates: Significant influence of the order of combining aryl Grignard reagents with titanate

The mixed diaryl titanates were used for the first time to modify the reactivity of two aryl Grignard reagents. Two titanate intermediates, Ar[Ar′Ti(OR)3]MgX and Ar′[ArTi(OR)3]MgX, formed via alternating the sequence of combining Grignard reagents with ClTi(OR)3 showed a significant reactivity difference. Taking advantage of such different reactivity, two highly structurally similar aryl groups could be facilely assembled through iron-catalyzed oxidative cross-couplings using oxygen as the oxidant. This journal is

2,6-DISUBSTITUTED PYRIDINES AS SOLUBLE GUANYLATE CYCLASE ACTIVATORS

Disclosed are compounds of formula (I) wherein R1 and R2 are independently selected from hydrogen, halo, CF3, C1-4alkyl and allyl; Y represents (II), (III), (IV) or (V) wherein R3 represents CF3 or C1-4alkyl; and R3a represents CF3 or C1-4alkyl.

Use of functionalized onium salts as a soluble support for organic synthesis

The invention relates to the use of a onium salt functionalized by at least one organic function, as a soluble support, in the presence of at least one organic solvent, for organic synthesis of a molecule, in a homogenous phase, by at least one transformation of said organic function. The onium salt enables the synthesized molecule to be released. The onium salt is present in liquid or solid form at room temperature and corresponds to formula A1+, X1?, wherein A1+ represents a cation and X1? represents an anion.

Chromatography-free suzuki reactions using a Polymer-Assisted Solution-Phase (PASP) approach

An efficient Suzuki coupling protocol that affords reaction products in high purity without the need for chromatography or aqueous work-up is reported. The reaction, which utilises a combination of polymer-supported reagents, can be performed under thermal or microwave heating conditions and is particularly suited to parallel synthesis. Georg Thieme Verlag Stuttgart.