Ethyl trans-3-nitrocinnamate

Base Information

• Chemical Name: Ethyl trans-3-nitrocinnamate
• CAS No.: 621-19-2
• Molecular Formula: C11H11NO4
• Molecular Weight: 221.213
• Mol file: 621-19-2.mol

Synonyms:ethyl (E)-3-(3-nitrophenyl)-2-propenoate;ethyl (E)-3-(3-nitrophenyl)prop-2-enoate;(E)-ethyl 3-(3-nitrophenyl)prop-2-enoate;(E)-3-(3-Nitro-phenyl)-acrylic acid ethyl ester;3'-nitrocinnamic acid ethyl ester;2-Propenoic acid, 3-(3-nitrophenyl)-, ethyl ester, (E)-;ethyl (E)-3-nitrocinnamate;trans-m-nitrocinnamic acid ethyl ester;

Chemical Property of Ethyl trans-3-nitrocinnamate

Chemical Property:

• PSA: 72.12000
• LogP: 2.69430

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl trans-3-nitrocinnamate

There total 30 articles about Ethyl trans-3-nitrocinnamate 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: 100.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 3-nitro-benzaldehyde (99-61-6) → (E)-ethyl 3-(3-nitrophenyl)acrylate (621-19-2)

Guidance literature:

With water; barium dihydroxide; In 1,4-dioxane; at 70 ℃; for 0.416667h;

DOI:10.1055/s-1985-31438

Reference yield: 99.0%

3-nitro-benzaldehyde (99-61-6) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → (E)-ethyl 3-(3-nitrophenyl)acrylate (621-19-2)

Guidance literature:

With potassium carbonate;

Reference yield: 98.0%

m-iodonitrobenzene (645-00-1) + ethyl acrylate (140-88-5,9003-32-1) → (E)-ethyl 3-(3-nitrophenyl)acrylate (621-19-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 8h;

DOI:10.1002/adsc.201100725

upstream raw materials:

hydrogen ethyl malonate

3-nitro-benzaldehyde

diethoxyphosphoryl-acetic acid ethyl ester

2-<(ethoxycarbonyl)methyl>-2-oxo-4,5-dimethyl-1,3,2-dioxaphospholane

Downstream raw materials:

ethyl 3-(3-nitrophenyl)propanoate

Refernces

• 1、 Ramavath, Vijayalakshmi,Rupanawar, Bapurao D.,More, Satish G.,Bansode, Ajay H.,Suryavanshi, Gurunath. "Hypervalent iodine(iii) induced oxidative olefination of benzylamines using Wittig reagents". . p. 8806 - 8813. Retrieved 2021/05/26.
• 2、 Buonomo, Joseph A.,Cole, Malcolm S.,Eiden, Carter G.,Aldrich, Courtney C.. "1,3-Diphenyldisiloxane Enables Additive-Free Redox Recycling Reactions and Catalysis with Triphenylphosphine". . p. 3583 - 3594. Retrieved 2020/09/15.