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(E)-methyl 3-(3-nitrophenyl)acrylate is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

1664-59-1

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1664-59-1 Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 4862, 1988 DOI: 10.1021/jo00255a039

Check Digit Verification of cas no

The CAS Registry Mumber 1664-59-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,6 and 4 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1664-59:
(6*1)+(5*6)+(4*6)+(3*4)+(2*5)+(1*9)=91
91 % 10 = 1
So 1664-59-1 is a valid CAS Registry Number.

1664-59-1SDS

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 methyl (E)-3-(3-nitrophenyl)prop-2-enoate

1.2 Other means of identification

Product number -
Other names 3-Nitro-zimtsaeure-methylester

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:1664-59-1 SDS

1664-59-1Relevant academic research and scientific papers

Pd salen complex@CPGO as a convenient, effective heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions

Ghabdian, Mahdieh,Nasseri, Mohammad Ali,Allahresani, Ali,Motavallizadehkakhky, Alireza

, p. 1713 - 1728 (2018/05/25)

A Pd(II) Schiff base complex supported on graphene oxide nanosheets (Pd(II) salen@CPGO) has been synthesized and characterized by FT-IR, ICP-AES, XRD, SEM/EDX and TEM. The synthesized nanocatalyst has been found to be an efficient heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki coupling reactions. Pd(II) salen@CPGO could be separated and recovered easily from the reaction mixture and recycled several times without a discernible decrease in its catalytic activity. The construction of a solid sheet-supported Pd catalyst would be expected to be a promising system to perform heterogeneous catalytic reactions.

Highly Regio- A nd Enantioselective Hydrogenation of Conjugated α-Substituted Dienoic Acids

Liu, Xian,Liu, Song,Wang, Quanjun,Zhou, Gang,Yao, Lin,Ouyang, Qin,Jiang, Ru,Lan, Yu,Chen, Weiping

supporting information, p. 3149 - 3154 (2020/04/09)

Highly regio- A nd enantioselective hydrogenation of conjugated α-substituted dienoic acids was realized for the first time using Trifer-Rh complex, providing a straightforward method for the synthesis of chiral α-substituted ?,?′-unsaturated acids. DFT calculations revealed N+H-O hydrogen bonding interaction is formed to stabilize the transition state and the coordination of 4,5-double bond to Rh(III) center would facilitate the reductive elimination process. This hydrogenation provided a gram-scale synthesis of the precursor of sacubitril.

Pd/Cu-free Heck and Sonogashira coupling reactions applying cobalt nanoparticles supported on multifunctional porous organic hybrid

Hajipour, Abdol R.,Khorsandi, Zahra

, (2020/02/11)

A new heterogeneous cobalt catalyst has been synthesized by immobilizing Co species onto a nitrogen-rich porous organic polymer (Co@imine-POP). The heterogeneous catalyst synthesized was efficient in Heck and Sonogashira cross-coupling reactions in green media under mild reaction conditions without inert air and phase transfer agents. This phosphine-, copper-, and palladium-free catalyst was stable under the reaction conditions and could be reused for at least eight successive runs without a discernible decrease in its catalytic activity.

Pd nanoparticles immobilized on magnetic chitosan as a novel reusable catalyst for green Heck and Suzuki cross-coupling reaction: In water at room temperature

Hajipour, Abdol R.,Sadeghi, Ali R.,Khorsandi, Zahra

, (2018/03/01)

A novel type of magnetically responsive chitosan nanocomposite was successfully synthesized as a green and high powerful palladium-based heterogeneous catalyst and its efficiency in Heck and Suzuki cross-coupling was evaluated. This catalyst promote a large library of functional substrates of these reactions under mild and sustainable conditions (water or ethanol as solvent, at room temperature, in significantly short reaction time (20?minutes)) and stand as recyclable, metal scavenging catalytic systems.

Fabrication of Pd/CuFe2O4 hybrid nanowires: A heterogeneous catalyst for Heck couplings

Lakshminarayana,Mahendar,Ghosal,Sreedhar,Satyanarayana,Subrahmanyam, Ch.

, p. 1646 - 1654 (2018/02/09)

The development of environmentally benign transformations is indispensable in organic synthesis. Herein, a hybrid heterogeneous catalyst, palladium(0) on copper ferrite nanowires, has been synthesized, characterized, and for the first time, employed in the Jeffrey Heck reaction between iodoarenes and allylic alcohols, and good to excellent yields have been obtained. In addition, the catalyst was found to be suitable for the usual Heck coupling. The nanocatalyst was recovered and reused up-to multiple runs without any noticeable loss of its catalytic activity.

Pd/Cu-free Heck and Sonogashira cross-coupling reaction by Co nanoparticles immobilized on magnetic chitosan as reusable catalyst

Hajipour, Abdol R.,Rezaei, Fatemeh,Khorsandi, Zahra

supporting information, p. 1353 - 1361 (2017/08/18)

Chitosan (CS) is a porous, self-standing, nanofibrillar microsphere that can be used as a metal carrier. Amino groups on CS enable to modulate cobalt coordination using a safe organic ligand (methyl salicylate). This catalyst efficiently promotes Heck cross-coupling of a large library of functional substrates under mild and sustainable conditions (polyethylene glycol as solvent at 80 °C in a short time (1 h)). The cobalt complex was also used as a heterogeneous, efficient, inexpensive, and green catalyst for Sonogashira cross-coupling reactions. The reactions of various aryl halides and phenylacetylene provided the corresponding products in moderate to good yields. More importantly, this phosphine, copper, and palladium-free catalyst was stable under the reaction conditions and could be easily reused using an external magnet for at least five successive runs without a discernible decrease in its catalytic activity.

Synthesis and applications of novel FXR agonists

-

Paragraph 0006; 0013, (2017/04/28)

The present invention relates to the field of chemical drugs, and discloses a synthesis strategy of novel FXR agonists such as Fex-3 and Fex-4. According to the present invention, the steps of the synthesis strategy are simple, the total yield is high, th

Flexible, dicationic imidazolium salts for in situ application in palladium-catalysed Mizoroki–Heck coupling of acrylates under aerobic conditions

Milton, Marilyn Daisy,Garg, Parul

, p. 759 - 766 (2016/09/04)

The synthesis, characterization and in situ catalytic performance of new unsymmetric N,N′-disubstituted imidazolium-based dicationic salts in Mizoroki–Heck coupling of acrylates with aryl bromides under aerobic conditions are described. A series of flexible dicationic salts with varying steric and electronic properties were synthesized in good to excellent yields. All the salts were well characterized using spectroscopic techniques. X-ray diffraction analysis of two salts with the same dicationic backbone and different counter anions shows that the ligand adopts two different conformations which are influenced by the nature of the anion. Thus, the ligand is capable of changing its conformation according to the change in environment due to its flexible nature. All the synthesized imidazolium salts were found to be active in in situ palladium-catalysed Mizoroki–Heck coupling under aerobic conditions. Amongst the salts, the hydroxyl-functionalized imidazolium salt, incorporating the features of both bidentate chelating O,O ligand and carbene, shows the maximum catalytic activity. A variety of aryl and heteroaryl methyl and ethyl cinnamates were synthesized using these imidazolium salts as preligands. In addition, NMR studies confirm in situ generation of normal N-heterocyclic carbenes from the C-2 position of imidazol-2-ylidene ring. The mercury poisoning test was also performed to ascertain the nature of catalytically active palladium species. Aerobic conditions, low catalytic loading (0.5?mol%), shorter reaction times, broad functional group tolerance and good to excellent isolated yields are some of the significant features of the novel catalytic systems described here. Copyright

Multi walled carbon nanotubes supported N-heterocyclic carbene-cobalt (II) as a novel, efficient and inexpensive catalyst for the Mizoroki-Heck reaction

Hajipour, Abdol R.,Khorsandi, Zahra

, p. 1 - 4 (2016/01/26)

In this paper, an N-heterocyclic carbene-cobalt complex (NHC-Co2+) was immobilized onto the surface of multi-walled carbon nanotubes (MWCNTs) via direct grafting amination approach for the first time. The resultant composite (Co - NHC@MWCNTs) was characterized by FT-IR, TGA, XRD, ICP-OES, FE-SEM, TEM and CHN analyses. It was demonstrated that Co-NHC@MWCNTs can act as an efficient and inexpensive catalyst for Heck reactions in normal conditions which provided the corresponding products in moderate to good yields. More importantly, this phosphine and palladium-free catalyst can be reused for at least six successive runs without any discernible decrease in its catalytic activity and no remarkable changes were observed in catalyst structure.

Simultaneous immobilization of a matrix containing palladium and phase transfer catalyst on silica nanoparticles: Application as a recoverable catalyst for the Heck reaction in neat water

Hajipour, Abdol R.,Azizi, Ghobad

, p. 20704 - 20708 (2014/06/09)

Simultaneous covalent anchoring of a phosphonium-palladium complex/phase transfer catalyst matrix on the surface of silica nanoparticles and the application of the resulting catalyst in the Heck reaction of a variety of different haloarenes in neat aqueous media is described. This journal is the Partner Organisations 2014.

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