3-(2-Ethoxyphenyl)prop-2-enoate

Base Information

• Chemical Name: 3-(2-Ethoxyphenyl)prop-2-enoate
• CAS No.: 59923-03-4
• Molecular Formula: C11H12 O3
• Molecular Weight: 192.214
• DSSTox Substance ID: DTXSID90406294
• Mol file: 59923-03-4.mol

Synonyms:3-(2-ethoxyphenyl)prop-2-enoate;2-Propenoic acid, 3-(2-ethoxyphenyl)-, (E)-;DTXSID90406294

Chemical Property of 3-(2-Ethoxyphenyl)prop-2-enoate

Chemical Property:

• Vapor Pressure: 4.18E-05mmHg at 25°C
• Boiling Point: 337.2°C at 760 mmHg
• Flash Point: 131.7°C
• PSA: 49.36000
• LogP: 0.84840
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 191.070819209
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

99%min ^*data from raw suppliers

(E)-3-(2-Ethoxy-phenyl)-acrylicacid 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=CC=C1C=CC(=O)[O-]

Technology Process of 3-(2-Ethoxyphenyl)prop-2-enoate

There total 11 articles about 3-(2-Ethoxyphenyl)prop-2-enoate 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: 42.0%

malonic acid (141-82-2) + 2-ethoxylbenzaldehyde (613-69-4) → 3-amino-3-(2-ethoxy-phenyl)-propionic acid (299440-58-7) + (E)-3-(2-ethoxyphenyl)prop-2-enoic acid (59923-03-4)

Guidance literature:

With ammonium acetate; In butan-1-ol; Heating;

DOI:10.1007/s11176-005-0377-9

Reference yield:

malonic acid (141-82-2) + 2-ethoxylbenzaldehyde (613-69-4) → (E)-3-(2-ethoxyphenyl)prop-2-enoic acid (59923-03-4)

Guidance literature:

With pyridine;

Reference yield:

2-methyl-benzyl alcohol (89-95-2) → (E)-3-(2-ethoxyphenyl)prop-2-enoic acid (59923-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1: anhydrous potash / dimethylformamide / 2 h / 110 °C

2: 42 percent / ammonium acetate / butan-1-ol / Heating

With ammonium acetate; potassium carbonate; In N,N-dimethyl-formamide; butan-1-ol; 2: Rodionov reaction;

DOI:10.1007/s11176-005-0377-9

upstream raw materials:

o-Coumaric acid

diethyl sulfate

malonic acid

2-ethoxylbenzaldehyde

Downstream raw materials:

3-(2-ethoxy-phenyl)-2,3-dibromo-propionic acid

3-(2-ethoxyphenyl)propionic acid

Refernces

• 1、 Lebedev,Lebedeva,Sheludyakov,Kovaleva,Ustinova,Kozhevnikov. "Competitive formation of β-amino acids, propenoic, and ylidenemalonic acids by the Rodionov reaction from malonic acid, aldehydes, and ammonium acetate in alcoholic medium". . p. 1113 - 1124. Retrieved 2007/10/03.
• 2、 Sehgal, C. K.,Kachroo, P. L.,Taneja, S.C.,Dhar, K. L.,Atal, C. K.. "A NOVEL RING OPENING OF COUMARINS". . p. 37 - 42. Retrieved 2007/10/02.