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4,4''-m-Terphenyldicarboxaldehyde is a chemical compound characterized by its molecular formula C22H16O2. It is a yellow crystalline solid with a molecular weight of 312.36 g/mol. Known for its high thermal stability and resistance to chemical reactions, this compound is a valuable ingredient in various manufacturing processes. Its fluorescent properties also make it useful in optical and electronic applications.

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  • 171820-02-3 Structure
  • Basic information

    1. Product Name: 4,4''-m-Terphenyldicarboxaldehyde
    2. Synonyms: 4,4''-m-Terphenyldicarboxaldehyde
    3. CAS NO:171820-02-3
    4. Molecular Formula: C20H14O2
    5. Molecular Weight: 286.32
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 171820-02-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 4,4''-m-Terphenyldicarboxaldehyde(CAS DataBase Reference)
    10. NIST Chemistry Reference: 4,4''-m-Terphenyldicarboxaldehyde(171820-02-3)
    11. EPA Substance Registry System: 4,4''-m-Terphenyldicarboxaldehyde(171820-02-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 171820-02-3(Hazardous Substances Data)

171820-02-3 Usage

Uses

Used in Pharmaceutical Industry:
4,4''-m-Terphenyldicarboxaldehyde is used as a building block in the synthesis of advanced materials and organic compounds for pharmaceutical applications. Its unique properties contribute to the development of new drugs and therapeutic agents.
Used in Dye Industry:
In the dye industry, 4,4''-m-Terphenyldicarboxaldehyde is utilized as a key intermediate in the production of various dyes and pigments. Its chemical structure allows for the creation of dyes with specific color characteristics and properties.
Used in Polymer Industry:
4,4''-m-Terphenyldicarboxaldehyde is employed as a monomer in the polymer industry for the synthesis of polymers with specific properties. Its incorporation into polymer chains can enhance the thermal stability, mechanical strength, and other characteristics of the resulting materials.
Used in Optical and Electronic Applications:
Due to its fluorescent properties, 4,4''-m-Terphenyldicarboxaldehyde is used in the development of optical and electronic devices. It can be incorporated into materials for applications such as organic light-emitting diodes (OLEDs), sensors, and other optoelectronic devices, where its fluorescence can be harnessed for various functions.

Check Digit Verification of cas no

The CAS Registry Mumber 171820-02-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,1,8,2 and 0 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 171820-02:
(8*1)+(7*7)+(6*1)+(5*8)+(4*2)+(3*0)+(2*0)+(1*2)=113
113 % 10 = 3
So 171820-02-3 is a valid CAS Registry Number.

171820-02-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4''-m-Terphenyldicarboxaldehyde

1.2 Other means of identification

Product number -
Other names -

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:171820-02-3 SDS

171820-02-3Downstream Products

171820-02-3Relevant articles and documents

A meta-molecular tailoring strategy towards an efficient violet-blue organic electroluminescent material

Chen, Wen-Cheng,Wu, Guang-Fu,Yuan, Yi,Wei, Huai-Xin,Wong, Fu-Lung,Tong, Qing-Xiao,Lee, Chun-Sing

, p. 18067 - 18074 (2015)

In this paper, an efficient violet-blue emitter 4,4′′-bis(1-(4-(tert-butyl)phenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)-1,1′:3′,1′′-terphenyl (m-BBTPI) was designed and synthesized by linking two phenanthroimidazole units via the meta position of a freely rotatable phenyl bridge. The present design provides a suitable level of conjugation between the two phenanthroimidazole units such that fluorescence is strengthened over the single unit while a violet-blue emission can be maintained by limiting the amount of redshift. The new emitter m-BBTPI is also found to have good thermal stability, strong violet-blue emission and bipolar charge transporting properties. An electroluminescent device using m-BBTPI as a non-doped emission layer shows a low turn-on voltage (3.2 V), good colour purity (0.16, 0.06) as well as high current and power efficiencies (1.99 cd A-1, 1.81 lm W-1). These performance parameters are comparable to the state-of-the-art non-doped violet-blue OLEDs. This journal is

Synthesis, complexation studies and biological applications of some novel stilbenophanes, indolophanes and bisindolostilbenophanes via McMurry coupling

Rajakumar, Perumal,Gayatri Swaroop, Merikapudi,Jayavelu,Murugesan

, p. 12041 - 12050 (2006)

Various types of stilbenophanes, indolophanes and bisindolostilbenophanes were synthesized by intra-, inter- and tandem intra-, intermolecular McMurry coupling. Some of the indolophanes and bisindolostilbenophanes exhibited significant activity against th

The use of McMurry coupling for the synthesis of indolophanes and cis-stilbenophanes

Rajakumar, Perumal,Gayatri Swaroop, Merikapudi

, p. 6165 - 6167 (2004)

Treatment of 2equiv of indole-3-aldehyde with o, m, p-xylyl, 2,5-dimethoxy-p-xylyl dibromides and 4,4′-bis(bromomethyl)-1,1′- biphenyl gave the bisalkylated products, which underwent McMurry coupling with low valent titanium to give indolophanes. Various cis-stilbenophanes with m-terphenyl building blocks were also synthesized by application of the McMurry coupling technique.

Synthesis and Characterization of Novel Mono- And Bis-Guanyl Hydrazones as Potent and Selective ASIC1 Inhibitors Able to Reduce Brain Ischemic Insult

Gornati, Davide,Ciccone, Roselia,Vinciguerra, Antonio,Ippati, Stefania,Pannaccione, Anna,Petrozziello, Tiziana,Pizzi, Erika,Hassan, Amal,Colombo, Eleonora,Barbini, Stefano,Milani, Mario,Caccavone, Cecilia,Randazzo, Pietro,Muzio, Luca,Annunziato, Lucio,Menegon, Andrea,Secondo, Agnese,Mastrangelo, Eloise,Pignataro, Giuseppe,Seneci, Pierfausto

supporting information, p. 8333 - 8353 (2021/06/28)

Acid-sensitive ion channels (ASICs) are sodium channels partially permeable to Ca2+ions, listed among putative targets in central nervous system (CNS) diseases in which a pH modification occurs. We targeted novel compounds able to modulate ASIC1 and to reduce the progression of ischemic brain injury. We rationally designed and synthesized several diminazene-inspired diaryl mono- and bis-guanyl hydrazones. A correlation between their predicted docking affinities for the acidic pocket (AcP site) in chicken ASIC1 and their inhibition of homo- and heteromeric hASIC1 channels in HEK-293 cells was found. Their activity on murine ASIC1a currents and their selectivity vs mASIC2a were assessed in engineered CHO-K1 cells, highlighting a limited isoform selectivity. Neuroprotective effects were confirmedin vitro, on primary rat cortical neurons exposed to oxygen-glucose deprivation followed by reoxygenation, andin vivo, in ischemic mice. Early lead 3b, showing a good selectivity for hASIC1 in human neurons, was neuroprotective against focal ischemia induced in mice.

Toward Electrochromic Metallopolymers: Synthesis and Properties of Polyazomethines Based on Complexes of Transition-Metal Ions

Napiera?a, Sergiusz,Kubicki, Maciej,Wa??sa-Chorab, Monika

, p. 14011 - 14021 (2021/09/06)

The tridentate ligand L and its complexes with transition-metal ions have been prepared and characterized. The polycondensation reactions of transition-metal complexes with different dialdehydes led to the formation of transition-metal-complex-based polyazomethines, which have been obtained by on-substrate polymerization, and their electrochemical and electrochromic performance have been investigated. The most interesting properties are exhibited by polymers of Fe(II) and Cu(II) ions obtained by the reaction of the appropriate complexes with a triphenylamine-based dialdehyde. Fe(II) polymer P1 undergoes a reversible oxidation/reduction process and a color change from orange to gray due to the oxidation of Fe(II) to Fe(III) ions concomitant with the oxidation of the triphenylamine group. Its electrochromic properties such as long-term stability, switching times, and coloration efficiencies have been investigated, providing evidence of the utility of the on-substrate polycondensation reaction in the formation of thin films of electrochromic metallopolymers.

Palladium-catalyzed synthesis of diarylbenzenes from coupling reactions between equal amount of diiodoarenes and arylboronic acids

Mao, Jincheng,Li, Ran,He, Yue,Yang, Xiaojiang,Wang, Dingli,Zhang, Yang

, p. 663 - 669 (2016/07/26)

We reported a highly effective Pd-catalytic system for the synthesis of diarylbenzenes through Suzuki-type reaction between equal amount of diiodoarenes and arylboronic acids. This preferential oxidative addition resulted in such high selectivity.

Multi-layered, covalently supported ionic liquid phase (mlc-SILP) as highly cross-linked support for recyclable palladium catalysts for the suzuki reaction in aqueous medium

Gruttadauria, Michelangelo,Liotta, Leonarda Francesca,Salvo, Anna Maria Pia,Giacalone, Francesco,La Parola, Valeria,Aprile, Carmela,Noto, Renato

experimental part, p. 2119 - 2130 (2011/10/09)

The reaction between an excess of 1,4-bis(3-vinylimidazolium-1-yl) bromide and a mercaptopropyl-modified amorphous silica gel or ordered mesoporous silica SBA-15 in the presence of azobisisobutyronitrile (AIBN) afforded new materials, which have a high loading of imidazolium moieties. These materials, which contain a highly cross-linked polymeric network, have been denoted as multi-layered, covalently supported ionic liquid phase (mlc-SILP) and have been used as support for palladium catalysts containing a high loading of the metal (10 wt%). Such materials were characterized by several techniques ( 13C magic angle spinning nuclear magnetic resonance, the Brunauer-Emmett-Teller technique, small-angle X-ray scattering, X-ray diffraction, X-ray photoelectron spectroscopy, and transmission electron microscopy). The presence of a homogeneous distribution of palladium nanoparticles was established. The palladium catalysts displayed good activity allowing the synthesis of several biphenyl compounds in high yields working with only 0.1 mol% of palladium loading at mild temperatures (room temperature or 50 °C) in ethanol/water. Reactions carried out on a 10-mmol scale required only 10 mg of catalysts. Good recyclability was observed. Copyright

Synthesis of chiral nonracemic polyimine macrocycles from cyclocondensation reactions of biaryl and terphenyl aromatic dicarboxaldehydes and 1R,2R-diaminocyclohexane

Kuhnert, Nikolai,Patel, Chirag,Jami, Fatemeh

, p. 7575 - 7579 (2007/10/03)

The synthesis of biaryl and terphenyl dicarboxaldehydes using Suzuki coupling methodology and their macrocyclisation reactions with 1R,2R-diaminocyclohexane yielding novel polyimine macrocycles derived from the [2+2] and [3+3] cyclocondensation reactions

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