Methyl (E)-m-nitrocinnamate

Base Information

• Chemical Name: Methyl (E)-m-nitrocinnamate
• CAS No.: 659-04-1
• Molecular Formula: C10H9NO4
• Molecular Weight: 207.186
• European Community (EC) Number: 211-529-3
• NSC Number: 1322
• DSSTox Substance ID: DTXSID701267210
• Nikkaji Number: J95.046G
• ChEMBL ID: CHEMBL1774695
• Mol file: 659-04-1.mol

Synonyms:659-04-1;(E)-methyl 3-(3-nitrophenyl)acrylate;1664-59-1;Methyl (E)-m-nitrocinnamate;3-(3-Nitro-phenyl)-acrylic acid methyl ester;3-(3-Nitrophenyl)acrylic acid methyl ester;methyl (E)-3-(3-nitrophenyl)prop-2-enoate;Methyl (E)-3-(3-nitrophenyl)acrylate;2-Propenoic acid, 3-(3-nitrophenyl)-, methyl ester;methyl (2E)-3-(3-nitrophenyl)prop-2-enoate;EINECS 211-529-3;Methyl (E)-3-(3-nitrophenyl)-2-propenoate;3-Nitrocinnamic acid methyl ester;MFCD00024570;M-nitro cinnamic acid, methyl ester;Methyl 3-nitro-cinnamate;METHYL 3-NITROCINNAMATE;SCHEMBL1284478;CHEMBL1774695;AMY4848;NSC1322;Methyl 3-(3-nitrophenyl)acrylate;2-Propenoic acid, 3-(3-nitrophenyl)-, methyl ester, (2E)-;DTXSID701267210;NSC 1322;NSC-1322;BBL100148;STL406968;(E)-methyl3-(3-nitrophenyl)acrylate;AKOS005259822;CS-W020528;Methyl (2E)-3-(3-nitrophenyl)acrylate;CS-13374;Methyl (2E)-3-(3-nitrophenyl)-2-propenoate;W11273;Methyl (2E)-3-(3-nitrophenyl)-2-propenoate #;(E)-3-(3-nitrophenyl)-acrylic acid methyl ester;3-(M-NITROPHENYL)-2-PROPENOIC ACID, METHYL ESTER

Chemical Property of Methyl (E)-m-nitrocinnamate

Chemical Property:

• Vapor Pressure: 0.000131mmHg at 25°C
• Melting Point: 125.3°C
• Refractive Index: 1.5310 (estimate)
• Boiling Point: 334°C at 760 mmHg
• Flash Point: 154.8°C
• PSA: 72.12000
• Density: 1.277g/cm³
• LogP: 2.30420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 207.05315777
• Heavy Atom Count: 15
• Complexity: 269

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl(E)-3-(3-Nitrophenyl)prop-2-enoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C=CC1=CC(=CC=C1)[N+](=O)[O-]
• Isomeric SMILES: COC(=O)/C=C/C1=CC(=CC=C1)[N+](=O)[O-]

Technology Process of Methyl (E)-m-nitrocinnamate

There total 22 articles about Methyl (E)-m-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: 98.0%

trimethyl phosphonoacetate (5927-18-4) + 3-nitro-benzaldehyde (99-61-6) → methyl 3-nitrocinnamate (659-04-1)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide;

Reference yield: 97.3%

methanol (67-56-1) + (E)-3-Nitrocinnamic acid (555-68-0,1772-76-5) → methyl 3-nitrocinnamate (659-04-1)

Guidance literature:

With sulfuric acid; for 0.0833333h; Irradiation;

Reference yield: 97.0%

dibutyl telluride (38788-38-4) + 3-nitro-benzaldehyde (99-61-6) + (carbomethoxymethyl)dibutyltelluronium bromide (111873-48-4) → methyl 3-nitrocinnamate (659-04-1)

Guidance literature:

In tetrahydrofuran; for 6h; Heating;

DOI:10.1021/jo00255a039

upstream raw materials:

Malonic acid monomethyl ester

3-nitro-benzaldehyde

methanol

(E)-3-Nitrocinnamic acid

Downstream raw materials:

(E)-methyl 3-(3-(N-(2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)sulfamoyl)phenyl)acrylate

(E)-methyl 3-(3-(N-(2-(6-methoxypyridin-3-yl)-4-morpholinothieno[3,2-d]pyrimidin-6-yl)sulfamoyl)phenyl)acrylate

Refernces

• 1、 Bokosi, Fostino R. B.,Beteck, Richard M.,Laming, Dustin,Hoppe, Heinrich C.,Tshiwawa, Tendamudzimu,Khanye, Setshaba D.. "Synthesis of 2-(N-cyclicamino)quinoline combined with methyl (E)-3-(2/3/4-aminophenyl)acrylates as potential antiparasitic agents". . . Retrieved 2021/03/16.
• 2、 Valentini, Federica,Ferlin, Francesco,Lilli, Simone,Marrocchi, Assunta,Ping, Liu,Gu, Yanlong,Vaccaro, Luigi. "Valorisation of urban waste to access low-cost heterogeneous palladium catalysts for cross-coupling reactions in biomass-derived γ-valerolactone". supporting information. p. 5887 - 5895. Retrieved 2021/08/23.