Methyl 3-(4-formylphenyl)acrylate

Base Information

• Chemical Name: Methyl 3-(4-formylphenyl)acrylate
• CAS No.: 58045-41-3
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.199
• Hs Code.: 2918300090
• European Community (EC) Number: 811-606-7
• Nikkaji Number: J1.321.481F,J1.771.615H
• Wikidata: Q76416433
• Mol file: 58045-41-3.mol

Synonyms:methyl 3-(4-formylphenyl)acrylate;58045-41-3;7560-50-1;(E)-methyl 3-(4-formylphenyl)acrylate;4-FORMYLCINNAMIC ACID METHYL ESTER;Methyl 4-formylcinnamate;(E)-4-Formylcinnamic Acid Methyl Ester;METHYL (E)-3-(4-FORMYLPHENYL)ACRYLATE;Methyl (E)-3-(4-formylphenyl)prop-2-enoate;(E)-3-(4-formyl-phenyl)-acrylic acid methyl ester;methyl (2E)-3-(4-formylphenyl)prop-2-enoate;2-Propenoic acid, 3-(4-formylphenyl)-, methyl ester, (2E)-;MFCD00157179;(E)-Methyl3-(4-formylphenyl)acrylate;Methyl(E)-3-(4-formylphenyl)acrylate;SCHEMBL20653;SCHEMBL20654;Methyl 4-formylcinnamate, 97%;methyl3-(4-formylphenyl)acrylate;KVXMLLMZXPRPNG-VOTSOKGWSA-N;Methyl-3-(4-formylphenyl)acrylate;BCP00295;BCP19367;BBL101955;STL555752;AKOS005146329;AKOS025310498;CS-W008046;4-Formylbenzeneacrylic acid methyl ester;methyl(2e)-3-(4-formylphenyl)acrylate;methyl 3-(4-formylphenyl)prop-2-enoate;DS-11605;methyl (2E)-3-(4-formylphenyl)acrylate;AM20041120;CS-0198152;D77689;EN300-261626;F52666;EN300-6472479;(e)-3-(4-formyl-phenyl)acrylic acid methyl ester;A869537;Z1198151451

Chemical Property of Methyl 3-(4-formylphenyl)acrylate

Chemical Property:

• Vapor Pressure: 0.000131mmHg at 25°C
• Melting Point: 79-82 ºC
• Refractive Index: 1.598
• Boiling Point: 334.1 °C at 760 mmHg
• Flash Point: 148.8 °C
• PSA: 43.37000
• Density: 1.173g/cm³
• LogP: 1.68530
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

98%,99%, ^*data from raw suppliers

(E)-4-FormylcinnamicAcidMethylEster ^*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)C=O
• Isomeric SMILES: COC(=O)/C=C/C1=CC=C(C=C1)C=O
• Uses: Cinnamic Acid derivative

Technology Process of Methyl 3-(4-formylphenyl)acrylate

There total 23 articles about Methyl 3-(4-formylphenyl)acrylate 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%

4-bromo-benzaldehyde (1122-91-4) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl (2E)-3-(4-formylphenyl)acrylate (7560-50-1,71093-79-3,58045-41-3)

Guidance literature:

With tetrabutylammomium bromide; C₁₂H₁₂N₄O₂Pd⁽²⁺⁾*2Cl^(1-); potassium carbonate; In water; at 75 - 80 ℃; for 0.5h; Solvent; Sonication; Green chemistry;

DOI:10.1016/j.poly.2020.114924

Reference yield: 99.2%

(E)-Methyl 4-(dimethoxymethyl)cinnamate (177352-25-9) → methyl (2E)-3-(4-formylphenyl)acrylate (7560-50-1,71093-79-3,58045-41-3)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 2.5h;

Reference yield: 98.0%

4-bromo-benzaldehyde (1122-91-4) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 3‐(4‐formylphenyl)acrylate (58045-41-3,71093-79-3,7560-50-1)

Guidance literature:

With [Pd(3-((1-ethyl-1H-benzimidazol-2-yl)methyl)-1-((6-methylpyridin-2-yl)-methyl)benzimidazolylidene)2](PF₆)₂; potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/aoc.3030

upstream raw materials:

4-bromo-benzaldehyde

acrylic acid methyl ester

terephthalaldehyde,

methyl (triphenylphosphoranylidene)acetate

Downstream raw materials:

3-{4-[4,5-bis-(4-diallylamino-phenyl)-1H-imidazol-2-yl]-phenyl}-acrylic acid methyl ester

(2E)-3-[4-[[[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-2-propenoic acid methyl ester

Refernces

• 1、 Saigo, Kazuhiko,Sukegawa, Makoto,Maekawa, Yasunari,Hasegawa, Masaki. "Topochemical Photopolymerization of 4-cinnamates and -thiocinnamates in the Crystalline State". . p. 2355 - 2362. Retrieved 1995.
• 2、 El-bendary, Mohamed M.,Saleh, Tamer S.,Al-Bogami, Abdullah S.. "Synthesis and structural characterization of a palladium complex as an anticancer agent, and a highly efficient and reusable catalyst for the Heck coupling reaction under ultrasound irradiation: A convenient sustainable green protocol". . . Retrieved 2020/12/02.
• 3、 Castillo-Moreno, Miguel ángel,Cruz-Borbolla, Julián,González-Montiel, Simplicio,Ignacio Sandoval-Chávez, César,Manuel Vásquez-Pérez, José,Mendoza-Espinosa, Daniel,Salazar-Pereda, Verónica. "Coordination from Heteroscorpionate Ligand Towards Pd(II) via Pd???Hδ?C(sp3) Interaction: Structural and Catalytic Studies". supporting information. p. 2661 - 2668. Retrieved 2021/07/06.