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6-(4-fluorophenyl)pyridine-2-carbaldehyde is a chemical compound characterized by a pyridine ring with a 4-fluorophenyl group at the 6th position and a carbaldehyde group at the 2nd position. It has a molecular formula of C12H8FNO and a molecular weight of 203.2 g/mol. 6-(4-fluorophenyl)pyridine-2-carbaldehyde is known for its aromatic and aldehydic properties, which make it a versatile intermediate in organic synthesis.

157402-44-3

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157402-44-3 Usage

Uses

Used in Pharmaceutical Industry:
6-(4-fluorophenyl)pyridine-2-carbaldehyde is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure and functional groups allow for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 6-(4-fluorophenyl)pyridine-2-carbaldehyde serves as an essential building block for the production of agrochemicals. Its chemical properties enable the creation of compounds with pesticidal or herbicidal properties, contributing to crop protection and yield enhancement.
Used in Organic Synthesis:
6-(4-fluorophenyl)pyridine-2-carbaldehyde is utilized as a versatile intermediate in organic synthesis for the preparation of more complex molecules. Its aromatic and aldehydic properties facilitate various chemical reactions, leading to the formation of diverse chemical entities with potential applications in different industries.
Safety Precautions:
It is crucial to handle and store 6-(4-fluorophenyl)pyridine-2-carbaldehyde with care due to its potential harmful effects if ingested or inhaled. Additionally, it can cause irritation to the eyes and skin, necessitating proper safety measures during its use and disposal.

Check Digit Verification of cas no

The CAS Registry Mumber 157402-44-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,7,4,0 and 2 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 157402-44:
(8*1)+(7*5)+(6*7)+(5*4)+(4*0)+(3*2)+(2*4)+(1*4)=123
123 % 10 = 3
So 157402-44-3 is a valid CAS Registry Number.
InChI:InChI=1/C12H9NO/c14-9-11-7-4-8-12(13-11)10-5-2-1-3-6-10/h1-9H

157402-44-3 Well-known Company Product Price

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  • Aldrich

  • (654477)  6-(4-Fluorophenyl)-2-pyridinecarboxaldehyde  97%

  • 157402-44-3

  • 654477-1G

  • 776.88CNY

  • Detail
  • Aldrich

  • (654477)  6-(4-Fluorophenyl)-2-pyridinecarboxaldehyde  97%

  • 157402-44-3

  • 654477-5G

  • 2,698.02CNY

  • Detail

157402-44-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-phenylpyridine-2-carbaldehyde

1.2 Other means of identification

Product number -
Other names 6-phenyl-2-pyridine carboxaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:157402-44-3 SDS

157402-44-3Relevant academic research and scientific papers

Pyridine–hydrazone ligands in enantioselective palladium-catalyzed Suzuki–Miyaura cross-couplings

álvarez-Casao, Yolanda,Estepa, Beatriz,Monge, David,Ros, Abel,Iglesias-Sigüenza, Javier,álvarez, Eleuterio,Fernández, Rosario,Lassaletta, José M.

, p. 5184 - 5190 (2016)

The geometries and coordination properties of modular pyridine–hydrazone N,N-ligands containing C2-symmetric trans-2,5-diphenylpyrrolidine and trans-2,5-diphenylpiperidine as the terminal dialkylamino units have been analyzed by X-ray diffracti

Ni, Pd, and Pt complexes of a tetradentate dianionic thiosemicarbazone-based O^N^N^S ligand

Haseloer, Alexander,Denkler, Luca Mareen,Jordan, Rose,Reimer, Max,Olthof, Selina,Schmidt, Ines,Meerholz, Klaus,H?rner, Gerald,Klein, Axel

, p. 4311 - 4322 (2021/04/06)

New tetradentate phenolate O^N^N^S thiosemicarbazone (TSC) ligands and their Ni(ii), Pd(ii) and Pt(ii) complexes were studied. The diamagnetic and square planar configured orange or red complexes show reversible reductive electrochemistry and in part reversible oxidative electrochemistry at very moderate potentials. DFT calculations show essentially pyridyl-imine centred lowest unoccupied molecular orbitals (LUMO) while the highest occupied molecular orbitals (HOMO) receive contributions from the phenolate moiety, the metal d orbitals and the TSC thiolate atom in keeping with UV-vis spectroelectrochemistry. DFT calculations in conjunction with IR spectra showed details of the molecular structures, the UV-vis absorptions were modelled through TD-DFT calculation with very high accuracy. UPS is fully consistent with UV-vis absorption and TD-DFT calculated data and shows decreasing HOMO-LUMO gaps along the series Pd > Pt > Ni.

Organic electroluminescent element

-

Paragraph 0073-0074, (2021/06/22)

Provided are an organic EL element having high efficiency and high operation stability and a material suited thereto. An organic EL element-use material according to the present invention is an oligopyridine compound represented by general formula (1). Th

Pyridine amine hafnium compound as well as preparation method and application thereof

-

Paragraph 0054-0060, (2021/10/27)

The invention discloses a pyridyl hafnium compound as well as a preparation method and application thereof. The pyridine amine hafnium compound is a tert-butyl substituted pyridyl hafnium compound, and a sterically hindered tertiary butyl group is introdu

1-aryl-3-(6-arylpyridine-2-yl)-acrylketone, and preparation method and application thereof

-

Paragraph 0031; 0033; 0038, (2019/11/12)

The invention relates to 1-aryl-3-(6-arylpyridine-2-yl)-acrylketone. The molecular structure of the compound is shown in the following general formula: in the general formula, R1 is hydrogen or methoxy, R2 is hydrogen or methoxy, R3 is hydrogen or methoxy

Time-Dependent Switching of Constitutional Dynamic Libraries and Networks from Kinetic to Thermodynamic Distributions

He, Meixia,Lehn, Jean-Marie

supporting information, p. 18560 - 18569 (2019/11/21)

The distribution of the constituents of a constitutional dynamic library (CDL) may undergo time-dependent changes as a function of the kinetics of the processes generating the CDL from its components. Thus, the constitutional dynamic network (CDN) representing the connections between the constituents changes from a kinetic distribution to the thermodynamic one as a function of time. We investigated the behavior of dynamic covalent libraries (DCLs) of four constituents generated by reversible formation of C═N bonds between four components, 2 aldehydes and 2 amino compounds, both in absence and in the presence of metal cations. The associated [2 × 2] networks underwent time-dependent changes from the initial kinetic distribution to the final thermodynamic one, involving an orthogonal switch from one diagonal to the other diagonal of the square [2 × 2] network leading to a very large change in distribution. The DCL constituents could be switched from kinetic products (imines) to thermodynamic products (oximes or acylhydrazones) based on the reactivities of the components and the thermodynamic stabilities of the constituents without addition of any external effector, solely on the basis of the intrinsic properties of the self-contained system. Such processes were achieved for purely organic DCLs/CDNs as well as for inorganic ones containing two metal cations, the latter changing from the silver(I) complex of an imine (kinetic product) to the zinc(II) complex of a hydrazone (thermodynamic product). The results bear relationship to out-of-equilibrium systems concerning kinetic behavior in adaptive chemistry.

Cobalt(II)-based Metalloradical Activation of 2-(Diazomethyl)pyridines for Radical Transannulation and Cyclopropanation

Roy, Satyajit,Das, Sandip Kumar,Chattopadhyay, Buddhadeb

supporting information, p. 2238 - 2243 (2018/02/19)

A new catalytic method for the denitrogenative transannulation/cyclopropanation of in-situ-generated 2-(diazomethyl)pyridines is described using a cobalt-catalyzed radical-activation mechanism. The method takes advantage of the inherent properties of a CoIII-carbene radical intermediate and is the first report of denitrogenative transannulation/cyclopropanation by a radical-activation mechanism, which is supported by various control experiments. The synthetic benefits of the metalloradical approach are showcased with a short total synthesis of (±)-monomorine.

Photochemical C-C Bond Formation in Luminescent Zirconium Complexes with CNN Pincer Ligands

Zhang, Yu,Petersen, Jeffrey L.,Milsmann, Carsten

, p. 4488 - 4499 (2019/01/03)

The complexes Zr(HCNN)2 and Zr(MeCNN)2 were prepared via reaction of the ligand precursors 2-phenyl-6-(5-methyl-3-phenyl-1H-pyrrol-2-yl)pyridine, H2HCNN, and 2-(3,5-dimethyl-phenyl)-6-(5-methyl-3-phenyl-1H-pyrrol-2-yl)pyridine, H2MeCNN, with tetrabenzyl zirconium. Both complexes are photoluminescent upon excitation with visible light and exhibit remarkably long emission lifetimes of tens to hundreds of microseconds in solution at room temperature. The nature of the emissive state was investigated using density functional theory, which allowed the assignment as a predominantly intraligand triplet state with significant ligand-to-metal charge transfer contributions (3IL/3LMCT). Electrochemical studies revealed two fully reversible one-electron reductions for each complex and an additional reversible oxidative EC process for the more sterically protected complex Zr(MeCNN)2. On the basis of the optical and electrochemical properties, the utility of the two zirconium complexes as photosensitizers for photoredox catalytic transformations was investigated. While Zr(MeCNN)2 readily promotes the photochemical homocoupling of benzyl bromide in the presence of a sacrificial benzimidazolium hydride reductant, Zr(HCNN)2 undergoes an intramolecular photochemical reaction with formation of a new carbon-carbon bond between the phenyl units of the two HCNN ligands.

Propionic Acid Derivatives and Methods of Use Thereof

-

, (2018/11/21)

Provided herein are compounds and pharmaceutical compositions of formula I where R1, R2, R3, R4, R5 and R6 are as described herein. Also provided pharmaceutically acceptable salts or stereoisomers of these compounds. In addition methods are provided for inhibiting the binding of an integrin to treat various pathophysiological conditions.

Reduction of N,N-Dimethylcarboxamides to Aldehydes by Sodium Hydride–Iodide Composite

Chan, Guo Hao,Ong, Derek Yiren,Yen, Zhihao,Chiba, Shunsuke

, (2018/05/14)

A new and concise protocol for selective reduction of N,N-dimethylamides into aldehydes was established using sodium hydride (NaH) in the presence of sodium iodide (NaI) under mild reaction conditions. The present protocol with the NaH-NaI composite allows for reduction of not only aromatic and heteroaromatic but also aliphatic N,N-dimethylamides with wide substituent compatibility. Retention of α-chirality in the reduction of α-enantioriched amides was accomplished. Use of sodium deuteride (NaD) offers a new step-economical alternative to prepare deuterated aldehydes with high deuterium incorporation rate. The NaH-NaI composite exhibits unique chemoselectivity for reduction of N,N-dimethylamides over ketones.

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