METHYL 2-NITROCINNAMATE

Base Information

• Chemical Name: METHYL 2-NITROCINNAMATE
• CAS No.: 39228-29-0
• Molecular Formula: C10H9NO4
• Molecular Weight: 207.186
• Mol file: 39228-29-0.mol

Synonyms:methyl trans-2-nitrocinnamate;2-Propenoic acid, 3-(2-nitrophenyl)-, methyl ester, (E)-;methyl (2E)-3-(2-nitrophenyl)prop-2-enoate;2-nitrocinnamic acid methyl ester;o-nitrocinnamic acid methyl ester;

Chemical Property of METHYL 2-NITROCINNAMATE

Chemical Property:

• Melting Point: 73°C
• Refractive Index: 1.5310 (estimate)
• Boiling Point: 346.2°C (rough estimate)
• PSA: 72.12000
• Density: 1.3377 (rough estimate)
• LogP: 2.30420
• Storage Temp.: 2-8°C

Purity/Quality:

99%min ^*data from raw suppliers

methyl(E)-3-(2-nitrophenyl)prop-2-enoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 2-NITROCINNAMATE

There total 52 articles about METHYL 2-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: 99.0%

2-nitro-aniline (88-74-4) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → (E)-methyl 2-nitrocinnamate (39228-29-0)

Guidance literature:

With tert.-butylnitrite; methanesulfonic acid; palladium diacetate; methoxybenzene; In methanol; at 0 - 25 ℃; for 48h; Reagent/catalyst;

DOI:10.1002/adsc.201301144

Reference yield: 99.0%

methanol (67-56-1) + 2-nitrocinnamic acid (612-41-9) → (E)-methyl 2-nitrocinnamate (39228-29-0)

Guidance literature:

With sulfuric acid; at 70 ℃; for 12h;

DOI:10.1016/j.bmcl.2017.01.068

Reference yield: 98.0%

2-nitrobenzenediazonium tetrafluoroborate (365-33-3) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → (E)-methyl 2-nitrocinnamate (39228-29-0)

Guidance literature:

With palladium diacetate; In methanol; at 25 ℃; for 12h;

DOI:10.1002/chem.200903050

upstream raw materials:

methyl cinnamate

methanol

2-nitrocinnamic acid

methyl (triphenylphosphoranylidene)acetate

Downstream raw materials:

o-nitrocinnamamide

methyl (2E)-3-(2-aminophenyl)propenoate

2-azabicyclo-[4.4.0]-decane-3-one

methyl β-(o-aminophenyl)acrylate

Refernces

• 1、 Ali, Wajid,Anjana, S. S.,Bhattacharya, Trisha,Chandrashekar, Hediyala B.,Goswami, Nupur,Guin, Srimanta,Maiti, Debabrata,Panda, Sanjib,Prakash, Gaurav,Saha, Argha,Sasmal, Sheuli,Sinha, Soumya Kumar. "Photoinduced Regioselective Olefination of Arenes at Proximal and Distal Sites". supporting information. p. 1929 - 1940. Retrieved 2022/02/01.
• 2、 Ahmed Fouad, Manar,Ferretti, Francesco,Formenti, Dario,Milani, Fabio,Ragaini, Fabio. "Synthesis of Indoles by Reductive Cyclization of Nitro Compounds Using Formate Esters as CO Surrogates". supporting information. p. 4876 - 4894. Retrieved 2021/09/20.