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

Base Information

• Chemical Name: 2-Propenoic acid, 3-(4-formylphenyl)-, methyl ester
• CAS No.: 7560-50-1
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.199
• DSSTox Substance ID: DTXSID801282677
• Mol file: 7560-50-1.mol

Synonyms:2-Propenoic acid, 3-(4-formylphenyl)-, methyl ester;Methyl (E)-p-Formylcinnamate;4-formylcinnamic acid methylester;KVXMLLMZXPRPNG-UHFFFAOYSA-N;DTXSID801282677;Methyl 3-(4-formyl-phenyl)-acrylate;SB37779;Methyl 3-(4-formylphenyl)-2-propenoate;FT-0628640;FT-0668819;3-(4-formylphenyl)acrylic acid, methyl ester;3-(4-Formyl-phenyl)-acrylic acid methyl ester

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

Chemical Property:

• Melting Point: 86-91oC
• Boiling Point: 334.1±25.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.173
• LogP: 1.68530
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• 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:

97% ^*data from raw suppliers

Methyl 4-formylcinnamate 97% ^*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

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

There total 23 articles about 2-Propenoic acid, 3-(4-formylphenyl)-, 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%

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:

(E)-3-[4-(2-Methyl-1-propenyl)phenyl]2-propenoic acid, methyl ester