659-04-1

Basic information

• Product Name: methyl (E)-m-nitrocinnamate
• Synonyms: methyl (E)-m-nitrocinnamate;(E)-3-(3-Nitrophenyl)acrylic acid methyl ester;3-Nitrocinnamic acid methyl ester;3-Nitro-trans-cinnamic acid methyl ester;m-Nitrocinnamic acid methyl ester;methyl (E)-3-(3-nitrophenyl)acrylate;3-(3-Nitro-phenyl)-acrylic acid methyl ester;Methyl 3-(3-nitrophenyl)prop-2-enoate
• CAS NO: 659-04-1
• Molecular Formula: C₁₀H₉NO₄
• Molecular Weight: 207.18276
• EINECS: 211-529-3
• Mol File: 659-04-1.mol
• Article Data: 40

Chemical Properties

• Melting Point: 125.3°C
• Boiling Point: 346.2°C (rough estimate)
• Flash Point: 154.8°C
• Appearance: /
• Density: 1.3377 (rough estimate)
• Vapor Pressure: 0.000131mmHg at 25°C
• Refractive Index: 1.5310 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: methyl (E)-m-nitrocinnamate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (E)-m-nitrocinnamate(659-04-1)
• EPA Substance Registry System: methyl (E)-m-nitrocinnamate(659-04-1)

Safety Data

• Hazardous Substances Data: 659-04-1(Hazardous Substances Data)

Usage

General Description

Methyl (E)-m-nitrocinnamate is a chemical compound with the molecular formula C11H9NO4. It is a yellow crystalline solid that is commonly used in the synthesis of organic compounds. This chemical is known for its strong aromatic odor and is commonly used in the fragrance and flavor industry. Methyl (E)-m-nitrocinnamate is also used in the production of pharmaceuticals and agrochemicals due to its unique chemical properties. It is important to handle this chemical with care as it can be harmful if ingested or inhaled, and it should be stored in a cool, dry place away from sources of ignition.

InChI:InChI=1/C10H9NO4/c1-15-10(12)6-5-8-3-2-4-9(7-8)11(13)14/h2-7H,1H3/b6-5+

Upstream product

• 99-61-6 3-nitro-benzaldehyde 
• 111873-48-4 (carbomethoxymethyl)dibutyltelluronium bromide 
• 292638-85-8 acrylic acid methyl ester 
• 99-09-2 3-nitro-aniline 
• 555-68-0 (E)-3-Nitrocinnamic acid 
• 75-36-5 acetyl chloride 
• 13331-27-6 m-nitrobenzene boronic acid 
• 74-88-4 methyl iodide 
• 98-95-3 nitrobenzene 
• 586-36-7 3-nitrophenyldiazonium tetrafluoroborate 
• 100-00-5 4-chlorobenzonitrile 
• 140-88-5 ethyl acrylate 
• 645-00-1 m-iodonitrobenzene 
• 106478-02-8 3-nitrobenzenediazonium 4-methylbenzenesulfonate 

Downstream Products

• 58186-45-1 3-(3-amino-phenyl)-acrylic acid methyl ester 

Relevant articles and documents

Photoinduced Regioselective Olefination of Arenes at Proximal and Distal Sites

The Fujiwara-Moritani reaction has had a profound contribution in the emergence of contemporary C-H activation protocols. Despite the applicability of the traditional approach in different fields, the associated reactivity and regioselectivity issues had

Valorisation of urban waste to access low-cost heterogeneous palladium catalysts for cross-coupling reactions in biomass-derived γ-valerolactone

Herein we report a simple protocol for the valorisation of a common urban biowaste. The lignocellulosic biomass obtained after the pre-treatment of pine needle urban waste is efficiently transformed into a low-cost support (PiNe) for the immobilization of Pd nanoparticles. The final Pd/PiNe heterogeneous catalyst features a small particle size (4.5 nm) and a metal loading (9.9 wt%) comparable with most commercially available and generally used counterparts. In this contribution, we tested the catalytic efficiency of the Pd/PiNe system in two representative cross-couplings, Heck and Hiyama reactions, and compared the results obtained with commercial Pd/C catalyst. The good reactivity in the biomass-derived solvent (GVL) confirms that the Pd/PiNe heterogeneous catalyst is a valid system that can be integrated into a waste valorization chain within a circular economy approach. In addition, the efficiency of the catalyst has also been extended to perform the challenging consecutive Hiyama-Heck reaction to afford differently substituted (E)-1,2-diarylethenes.

Palladium schiff base complex immobilized on magnetic nanoparticles: An efficient and recyclable catalyst for Mizoroki and Matsuda-Heck coupling

The present work elucidates the catalytic efficiency of palladium Schiff base complex immobilized on amine functionalized magnetic nanoparticles for Heck coupling of structurally different aryl halide/arenediazonium tetrafluoroborate with styrene/acrylate/acrylonitrile. Matsuda-Heck coupling proceeds in aqueous media at room temperature whereas Mizoroki-Heck coupling was carried out at 80 °C. Both reactions were successfully furnished with low catalyst loading. The catalyst was easily separated from reaction mixture and reused up to six times without significant loss of catalytic activity.