2-Propenoic acid, 3-(4-nitrophenyl)-, methyl ester

Base Information

• Chemical Name: 2-Propenoic acid, 3-(4-nitrophenyl)-, methyl ester
• CAS No.: 637-57-0
• Molecular Formula: C10H9NO4
• Molecular Weight: 207.186
• NSC Number: 1323
• UNII: QZ3Z8Y2N3P
• Nikkaji Number: J95.047E,J957.045D
• ChEMBL ID: CHEMBL1774696
• Mol file: 637-57-0.mol

Synonyms:637-57-0;1608-36-2;2-Propenoic acid, 3-(4-nitrophenyl)-, methyl ester;methyl (E)-3-(4-nitrophenyl)prop-2-enoate;Methyl trans-3-(4-nitrophenyl)prop-2-enoate;(E)-Methyl 3-(4-nitrophenyl)acrylate;methyl 3-(4-nitrophenyl)prop-2-enoate;Methyl 3-(4-nitrophenyl)acrylate;Methyl (E)-3-(4-nitrophenyl)acrylate;Methyl (2E)-3-(4-nitrophenyl)acrylate;NSC-1323;METHYL (2E)-3-(4-NITROPHENYL)PROP-2-ENOATE;METHYL 4-NITROCINNAMATE;METHYLTRANS-4-NITROCINNAMATE;P-nitro cinnamic acid, methyl ester;QZ3Z8Y2N3P;SCHEMBL522693;methyl p-nitro-trans-cinnamate;CHEMBL1774696;NSC1323;NSC 1323;MFCD00136874;AKOS004908184;4-Nitrobenzeneacrylic acid methyl ester;Cinnamic acid, p-nitro-, methyl ester;Methyl 3-(4-nitrophenyl)-2-propenoate;(E)-Methyl 3-(4-nitrophenyl) acrylate;CS-0204971;EN300-96647;Methyl (2E)-3-(4-nitrophenyl)-2-propenoate;EN300-364943;F88097;TRANS-METHYL 3-(4-NITROPHENYL)ACRYLATE;(E)-3-(4-nitrophenyl)-acrylic acid methyl ester;A915097;Z19781094;3-(P-NITROPHENYL)-2-PROPENOIC ACID, METHYL ESTER

Chemical Property of 2-Propenoic acid, 3-(4-nitrophenyl)-, methyl ester

Chemical Property:

• Melting Point: 162°C
• Refractive Index: 1.5310 (estimate)
• Boiling Point: 346.2°C (rough estimate)
• PSA: 85.95000
• Density: 1.3377 (rough estimate)
• LogP: 1.27120
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 207.05315777
• Heavy Atom Count: 15
• Complexity: 261

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-Nitrocinnamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Propenoic acid, 3-(4-nitrophenyl)-, methyl ester

There total 96 articles about 2-Propenoic acid, 3-(4-nitrophenyl)-, methyl 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: 100.0%

p-nitrobenzene iodide (636-98-6) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → p-nitrocinnamic acid methyl ester (637-57-0)

Guidance literature:

With triethylamine; fluorine-substituted palladium; In N,N-dimethyl-formamide; at 140 ℃; for 3h;

DOI:10.1016/j.tet.2006.12.053

Reference yield: 100.0%

p-nitrobenzene iodide (636-98-6) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 4-nitrocinnamate (637-57-0,1608-36-2,19310-31-7)

Guidance literature:

With triethylamine; at 145 ℃; for 2h; Catalytic behavior;

DOI:10.1039/c4ra01830c

Reference yield: 99.0%

4-nitro-aniline (100-01-6,104810-17-5) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → p-nitrocinnamic acid methyl ester (637-57-0)

Guidance literature:

4-nitro-aniline; With tert.-butylnitrite; boron trifluoride diethyl etherate; at -15 - 5 ℃; for 0.583333h;

acrylic acid methyl ester; With (R,R)-N,N'-(2-MeC₆H₄)2-N,N'-(cyclohexane-1,2-diyl)thiourea; palladium diacetate; In methanol; at 20 ℃; for 4h;

DOI:10.1021/ol036182u

upstream raw materials:

methanol

p-nitrocinnamic acid

Cinnamic acid

methyl cinnamate

Downstream raw materials:

(+/-)-5t-(4-nitro-phenyl)-3-phenyl-4,5-dihydro-isoxazole-4r-carboxylic acid methyl ester

methyl (2E)-3-(4-aminophenyl)acrylate

4-Hydroxyaminozimtsaeuremethylester

3,3-dimethyl-5-(4-nitro-phenyl)-2,3,5,6-tetrahydro-oxazolo[3,2-a]pyrimidin-7-one

Refernces

• 1、 Feng, Xiu Juan,Yan, Mei,Zhang, Xin,Bao, Ming. "Preparation and application of SBA-15-supported palladium catalyst for Heck reaction in supercritical carbon dioxide". . p. 643 - 646. Retrieved 2011.
• 2、 Janicki, Ignacy,Kie?basiński, Piotr. "A Straightforward, Purification-Free Procedure for the Synthesis of Ando and Still-Gennari Type Phosphonates". . p. 378 - 382. Retrieved 2021/10/21.
• 3、 Hajipour, Abdol R.,Sadeghi, Shaghayegh. "Triazine-hyperbranched polymer-modified magnetic nanoparticles-supported nano-cobalt for C–C cross-coupling reactions". . p. 3219 - 3233. Retrieved 2021/08/06.