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4-Cyanostilbene, also known as 4-methyl-4'-cyanostilbene, is a fluorescent molecule with a central stilbene core and a cyanide group attached to one of the phenyl rings. It possesses unique optical and electronic properties, making it a promising candidate for various technological and industrial applications.

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  • 13041-79-7 Structure
  • Basic information

    1. Product Name: 4-CYANOSTILBENE
    2. Synonyms: (E)-4-Cyanostilbene;(E)-Stilbene-4-carbonitrile;4-[(E)-2-Phenylethenyl]benzonitrile;4-[(E)-Styryl]benzonitrile;(E)-4-(2-Phenylethenyl)benzonitrile;STILBENE-4-CARBONITRILE;4-CYANOSTILBENE
    3. CAS NO:13041-79-7
    4. Molecular Formula: C15H11N
    5. Molecular Weight: 205.25454
    6. EINECS: N/A
    7. Product Categories: Stilbenes
    8. Mol File: 13041-79-7.mol
  • Chemical Properties

    1. Melting Point: 117 °C
    2. Boiling Point: 367.1±22.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.10±0.1 g/cm3(Predicted)
    6. Refractive Index: 1.617
    7. Storage Temp.: N/A
    8. Solubility: soluble in Toluene
    9. CAS DataBase Reference: 4-CYANOSTILBENE(CAS DataBase Reference)
    10. NIST Chemistry Reference: 4-CYANOSTILBENE(13041-79-7)
    11. EPA Substance Registry System: 4-CYANOSTILBENE(13041-79-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. RIDADR: 3439
    5. WGK Germany:
    6. RTECS:
    7. HazardClass: 6.1
    8. PackingGroup: III
    9. Hazardous Substances Data: 13041-79-7(Hazardous Substances Data)

13041-79-7 Usage

Uses

Used in Organic Electronics:
4-Cyanostilbene is used as a fluorescent compound in organic light-emitting diodes (OLEDs) and organic photovoltaic devices due to its unique optical properties.
Used as a Photoinitiator:
4-Cyanostilbene is used as a photoinitiator for polymerization reactions, leveraging its ability to absorb light and initiate chemical reactions.
Used in Research and Development:
4-Cyanostilbene is used in research and development for its potential applications in various industries, including the development of new materials and technologies that utilize its optical and electronic properties.

Check Digit Verification of cas no

The CAS Registry Mumber 13041-79-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,0,4 and 1 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 13041-79:
(7*1)+(6*3)+(5*0)+(4*4)+(3*1)+(2*7)+(1*9)=67
67 % 10 = 7
So 13041-79-7 is a valid CAS Registry Number.
InChI:InChI=1/C15H11N/c16-12-15-10-8-14(9-11-15)7-6-13-4-2-1-3-5-13/h1-11H

13041-79-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Cyanostilbene

1.2 Other means of identification

Product number -
Other names 4-(2-phenylethenyl)benzonitrile

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:13041-79-7 SDS

13041-79-7Relevant articles and documents

A soluble fluorous palladium complex that promotes heck reactions and can be recovered and reused

Curran, Dennis P.,Fischer, Karin,Moura-Letts, Gustavo

, p. 1379 - 1382 (2004)

A new fluorous SCS pincer palladium complex is synthesized and shown to efficiently promote typical Heck reactions under microwave or thermal heating. The complex is air stable and can be recovered after reactions for reuse by fluorous solid phase extraction. By analogy to related complexes, it may function as a precursor of soluble ligandless palladium metal.

Saturated N-heterocyclic carbene oxime and amine palladacycle catalysis of the Mizoroki-Heck and the Suzuki reactions

Iyer, Suresh,Jayanthi

, p. 1125 - 1128 (2003)

ortho-Palladated aryl oxime and amines with a N-heterocyclic carbene ligand show increased thermal stability and catalyze the Mizoroki-Heck and Suzuki reaction with high yields, and moderate TON (2,000-92,000) and TOF (200-4,300 h-1). Homo coupling of the aryl halides gave low yields of the biaryls in the presence of these catalysts.

Combination of palladium and oleic acid coated-magnetite particles: Characterization and using in Heck coupling reaction with magnetic recyclability

Rafiee, Ezzat,Ataei, Ali,Nadri, Shirin,Joshaghani, Mohammad,Eavani, Sara

, p. 302 - 309 (2014)

The magnetic Fe3O4 nanoparticles were prepared by co-precipitation method and coated with oleic acid. The oleic acid coated Fe3O4 (Fe@OA) particles were used for the immobilization of palladium particles to prod

Palladium immobilized on Fe3O4/ZnO nanoparticles: A novel magnetically recyclable catalyst for Suzuki-Miyaura and heck reactions under ligand-free conditions

Hosseini-Sarvari, Mona,Khanivar, Ameneh,Moeini, Fatemeh

, p. 45 - 53 (2016)

Magnetically separable Pd(0)/Fe3O4/ZnO catalyst was easily synthesized by immobilizing Pd on the surface of magnetic Fe3O4-ZnO nanoparticles. The nano-Pd/Fe3O4/ZnO was found as a magnetically separable and highly active catalyst for Suzuki-Miyaura as well as Heck cross-coupling reactions under ligand-free conditions. Under appropriate conditions, all reactions afforded the desired products in moderate to excellent yields. Moreover, this catalyst can be easily recovered using simple magnet and directly reused without significant loss of its activity.

Acetylferrocenyloxime palladacycle-catalyzed Heck reactions

Iyer, Suresh,Jayanthi, A

, p. 7877 - 7878 (2001)

Acetylferrocenyloxime palladacycle catalyzed the Heck reaction of aryl bromides and activated aryl chlorides.

Reductive PET Cycloreversion of Oxetanes: Singlet Multiplicity, Regioselectivity, and Detection of Olefin Radical Anion

Perez-Ruiz, Raul,Izquierdo, M. Angeles,Miranda, Miguel A.

, p. 10103 - 10108 (2003)

Cycloreversion of 2-(p-cyanophenyl)-4-methyl-3-phenyloxetane (1) is achieved using 1-methoxynaphthalene (2) as electron-transfer photosensitizer. The experimental results are consistent with the reaction taking place from the singlet excited state of the

Synthesis and characterization of Pd(II) complexes bearing NS, CS, SNS and SCS ligands. Evaluation of their microwave assisted catalytic activity in C–C coupling reactions

Aguilar-Castillo, Bethsy A.,Gabriel Flores-Rojas, G.,González-Sebastián, Lucero,Hernández-Ortega, Simón,Morales-Morales, David,Reyes-Martínez, Reyna

, (2020)

A series of coordination (Pd-NS, Pd-SNS, Pd-SNS-O) and organometallic (Pd-C and Pd-SCS) Pd(II) complexes supported by bidentate and tridentate ligands featuring sulphur moieties have been prepared. All ligands and their palladium complexes were fully char

Efficient deep blue emission by 4-styrylbenzonitrile derivatives in solid state: Synthesis, aggregation induced emission characteristics and crystal structures

Fang, Ying,Meng, Yuanyuan,Yuan, Chunming,Du, Chunhui,Wang, Kun-Peng,Chen, Shaojin,Hu, Zhi-Qiang

, (2021/11/16)

Organic fluorescent molecules with π-conjugated system have shown great importance in numerous applications including bioimaging and optoelectronics. Planar aggregation-induced emissive (AIE) organic compounds with efficient solid-state luminescence are rarely developed and urgently needed in various applications. In this work, highly planar 4-styrylbenzonitrile derivatives have been synthesized. Most of these compounds show strong AIE properties with hundred-fold fluorescent enhancement. Moreover, these molecules are deep blue emissive in solid state, exhibiting good to excellent fluorescence quantum efficiency. The single crystal analysis shows that adjacent molecules could form special J-type aggregation. The intramolecular rotations are efficiently restricted by various noncovalent interactions. These molecular arrangements could be essential for the observed strong emission in aggregated and solid state. This work has paved a new path to efficient AIE-active organic emitters with highly planar conformations from 4-styrylbenzonitrile structure.

Palladium Loaded Dendronized Polymer as Efficient Polymeric Sustainable Catalyst for Heck Coupling Reaction

Hiba, K.,Krishna, G. Anjali,Prathapan, S.,Sreekumar, K.

, (2021/08/18)

The palladium incorporated amine-functionalized dendronized polymer was synthesized by the addition of palladium acetate to dendronized polymer in methanol at room temperature. Palladium species are immobilized onto the dendritic structure by their coordination with amino functional groups. The newly developed dendritic system showed high palladium content in the low generation level itself, which was found to be 4.19?mmol/g. This was fairly higher than, the other palladium-based catalysts. Energy dispersive X-ray spectroscopy, Fourier transform infrared spectroscopy, UV–Visible spectroscopy, and X-ray photoelectron spectroscopy were used to confirm the successful synthesis of the new catalyst. It was used as a homogeneous palladium catalyst for Heck coupling reaction between olefins and differently substituted aryl halides and the products were isolated in high yield. The products isolated were in trans configuration, which indicated the selectivity of the newly developed catalytic system. Also, this catalyst system was reused up to nine times without a significant decrease in its catalytic activity. The easy accessibility of catalytic sites, stability, resistance to metal leaching, high catalytic activity and remarkable stereoselectivity with a low amount of catalyst are all due to the dendritic support. The docking study was carried out for all the stilbene derivatives obtained by the Heck coupling reaction against DprE1 protein to study its potential antitubercular activity. All the compounds displayed superior docking score values over the range ??6.5 to ??8.2?kcal/mol, compared to the standard drug isoniazid with docking score of ??6.1?kcal/mol against DprE1. Graphic Abstract: [Figure not available: see fulltext.]

N-Heterocyclic carbene palladium (II)-pyridine (NHC-Pd (II)-Py) complex catalyzed heck reactions

Li, Dan,Tian, Qingqiang,Wang, Xuetong,Wang, Qiang,Wang, Yin,Liao, Siwei,Xu, Ping,Huang, Xin,Yuan, Jianyong

supporting information, p. 2041 - 2052 (2021/05/25)

A mild, efficient, and practical catalytic system for the synthesis of highly privileged stilbene pharmacophores is reported. This system uses N-heterocyclic carbene palladium (II) Pyridine (NHC-Pd (II)-Py) complex to catalyze the formation of carbon-carbon bonds between olefin derivatives and various bromide. This simple, gentle and user-friendly method can offer a variety of stilbene products in excellent yields under solvent-free condition. And its scale-up reaction has excellent yield and this system can be applied to industrial fields. The utility of this method is highlighted by its universality and modular synthesis of a series of bioactive molecules or important medical intermediates.

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