4-Nitrocinnamic Acid Ethyl Ester

Base Information

• Chemical Name: 4-Nitrocinnamic Acid Ethyl Ester
• CAS No.: 953-26-4
• Molecular Formula: C11H11NO4
• Molecular Weight: 221.213
• Hs Code.: 29163900
• Mol file: 953-26-4.mol

Synonyms:C11H11NO4;4-Nitrocinnamic Acid Ethyl Ester;p-Nitrozimtsaureathylester;p-nitro cinnamic ethyl ester;2-[(4-nitrophenyl)methylene]butanoate;AKOS017265229;Ethyl-3-(4-nitrophenyl)prop-2-enoate;3-(4-nitrophenyl)acrylic acid ethyl ester;3-(4-nitrophenyl)propenoic acid ethyl ester;FT-0625765;N0598;3-(4-nitro-phenyl)-acrylic acid ethyl ester;D70665

Chemical Property of 4-Nitrocinnamic Acid Ethyl Ester

Chemical Property:

• Appearance/Colour: light yellow-beige to yellow fine cryst. powder
• Vapor Pressure: 0.000214mmHg at 25°C
• Melting Point: 138-140 °C(lit.)
• Refractive Index: 1.582
• Boiling Point: 326.582 °C at 760 mmHg
• Flash Point: 141.05 °C
• PSA: 72.12000
• Density: 1.237 g/cm³
• LogP: 2.69430
• Storage Temp.: Store below +30°C.
• Water Solubility.: insoluble
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 221.06880783
• Heavy Atom Count: 16
• Complexity: 274

Purity/Quality:

98% ^*data from raw suppliers

Ethyl 4-nitrocinnamate, predominantly trans 99% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=CC=C(C=C1)[N+](=O)[O-]
• Uses: Ethyl 4-nitrocinnamate was used to study the kinetics of reduction of ethyl t-cinnamate and its substituted derivatives by samarium diiodide in the presence of hexamethylphosphoramide and t-butanol.

Technology Process of 4-Nitrocinnamic Acid Ethyl Ester

There total 30 articles about 4-Nitrocinnamic Acid Ethyl Ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

para-nitrophenyl bromide (586-78-7) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 4-nitrocinnamate (953-26-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 125 ℃; for 2h;

DOI:10.1002/aoc.1839

Reference yield: 99.0%

diazoacetic acid ethyl ester (623-73-4) + 4-nitrobenzaldehdye (555-16-8) → ethyl 4-nitrocinnamate (953-26-4)

Guidance literature:

With triphenylphosphine; ruthenium-salen complex; In toluene; at 60 ℃; for 3h;

DOI:10.1016/j.tetlet.2006.01.055

Reference yield: 97.0%

4-nitrobenzenediazonium tetrafluoroborate (456-27-9) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 4-nitrocinnamate (953-26-4)

Guidance literature:

With polystyrene resin supported theophylline carbene PdI₂ complex; In ethanol; at 25 ℃; for 0.66h; Reagent/catalyst; Green chemistry;

DOI:10.1016/j.molcata.2016.03.045

upstream raw materials:

ethyl 3-phenyl-2-propenoate

p-nitrocinnamic acid

ethanol

diazoacetic acid ethyl ester

Downstream raw materials:

p-aminocinnamic acid

2,3-dibromo-3-(4-nitro-phenyl)-propionic acid ethyl ester

ethyl 4-aminohydrocinnamate

1-nitro-2-(4-nitrophenyl)-1-ethoxycarbonylethene