370839-59-1

Basic information

• Product Name: 2-Propenoic acid, 3-(4-nitrophenyl)-, 1,1-dimethylethyl ester, (2E)-
• CAS NO: 370839-59-1
• Molecular Formula: C13H15NO4
• Molecular Weight: 249.266
• Mol File: 370839-59-1.mol
• Article Data: 33

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-(4-nitrophenyl)-, 1,1-dimethylethyl ester, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-(4-nitrophenyl)-, 1,1-dimethylethyl ester, (2E)-(370839-59-1)
• EPA Substance Registry System: 2-Propenoic acid, 3-(4-nitrophenyl)-, 1,1-dimethylethyl ester, (2E)-(370839-59-1)

Safety Data

• Hazardous Substances Data: 370839-59-1(Hazardous Substances Data)

Upstream product

• 5292-43-3 bromoacetic acid tert-butyl ester 
• 555-16-8 4-nitrobenzaldehdye 
• 100-01-6 4-nitro-aniline 
• 865-47-4 potassium tert-butylate 
• 61921-33-3 p-nitrocinnamoyl chloride 
• 27784-76-5 tert-butyl diethylphosphonoacetate 
• 636-98-6 p-nitrobenzene iodide 
• 1663-39-4 tert-Butyl acrylate 
• 59159-39-6 (tert-butoxycarbonylmethyl)triphenylphosphonium bromide 
• 882-06-4 4-nitro-trans-cinnamic acid 
• 24067-17-2 4-nitrophenylboronic acid 
• 100-00-5 4-chlorobenzonitrile 
• 75-65-0 tert-butyl alcohol 
• 22440-58-0 (E)-4-nitrocinnamic acid chloride 

Relevant articles and documents

First Heck reaction with arenediazonium cations with recovery of Pd-triolefinic macrocyclic catalyst

(Matrix presented) The air- and moisture-stable phosphine-free palladium(0) complex 1 is a highly active and recoverable catalyst for Heck olefination of aryl diazonium tetrafluoroborates. The reactions were performed under aerobic conditions at room temperature to give the coupling products in excellent yields.

A Bis (BICAAC) Palladium(II) Complex: Synthesis and Implementation as Catalyst in Heck-Mizoroki and Suzuki-Miyaura Cross Coupling Reactions

Carbenes are one of the most appealing, well-explored, and exciting ligands in modern chemistry due to their tunable stereoelectronic properties and a wide area of applications. A palladium complex (BICAAC)2PdCl2 with a recently discovered cyclic (alkyl)(amino)carbene having bicyclo[2.2.2] octane skeleton (BICAAC) was synthesized and characterized. The enhanced σ-donating and π-accepting ability of this carbene lend a hand to form a robust Pd-carbene bond, which allowed us to probe its reactivity as a precatalyst in Heck-Mizoroki and Suzuki-Miyaura cross-coupling reactions with low catalyst loading in open-air conditions. The diverse range of substrates was explored for both the cross-coupling reactions. To get a better understanding of the catalytic reactions, several analytical techniques such as field-emission scanning electron microscopy, high-resolution transmission electron microscopy, and powder X-ray diffraction were employed in a conclusive manner.

An efficient palladium catalyzed Mizoroki-Heck cross-coupling in water

The homogeneous Pd-catalysed Mizoroki-Heck coupling reaction was successfully performed in water in the absence of any additives under aerobic conditions. The various key reaction parameters that affect the yield of the desired cross-coupling product were optimized. The Pd(PPh3)4/Et3N/H2O/98 °C catalyst system was found to be highly active (TOF = 12 to 14 h-1) towards achieving excellent yield of the Mizoroki-Heck coupling products for a wide range of electron-withdrawing as well as electron-donating aryl bromides and chlorides in the shortest reaction time. Pd(PPh3)4 catalyst deactivation during the Mizoroki-Heck coupling reaction was investigated and to evolve a strategy for achieving ten times Pd-metal recyclability without appreciable loss of its activity. Thus, the proposed mechanism provides access to a variety of olefins in aqueous medium, making this protocol eco-friendly.