2-Propenoic acid, 3-(4-methylphenyl)-, ethyl ester

Base Information

• Chemical Name: 2-Propenoic acid, 3-(4-methylphenyl)-, ethyl ester
• CAS No.: 20511-20-0
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Hs Code.: 2916399090
• European Community (EC) Number: 606-571-8
• DSSTox Substance ID: DTXSID501288688
• Mol file: 20511-20-0.mol

Synonyms:ethyl 3-(4-methylphenyl)-2-propenoate;2-Propenoic acid, 3-(4-methylphenyl)-, ethyl ester;ethyl 3-(4-methylphenyl)prop-2-enoate;ethyl p-methylcinnamate;ethyl 3-(4-methylphenyl)acrylate;DTXSID501288688;AKOS017265611;Ethyl-3-(4-methylphenyl)prop-2-enoate;FT-0638007

Chemical Property of 2-Propenoic acid, 3-(4-methylphenyl)-, ethyl ester

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 138-140°C(lit.)
• Refractive Index: 1.546
• Boiling Point: 289.5 °C at 760 mmHg
• Flash Point: 159.8 °C
• PSA: 26.30000
• Density: 1.038 g/cm³
• LogP: 2.57130
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-Methylcinnamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=CC=C(C=C1)C

Technology Process of 2-Propenoic acid, 3-(4-methylphenyl)-, ethyl ester

There total 145 articles about 2-Propenoic acid, 3-(4-methylphenyl)-, ethyl 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: 99.0%

ethyl potassium malonate (6148-64-7) + 4-methyl-benzaldehyde (104-87-0) → ethyl (E)-3-(4-methylphenyl)acrylate (97585-04-1,20511-20-0,24393-49-5)

Guidance literature:

With piperidine; dmap; acetic acid; In N,N-dimethyl-formamide; at 0 - 60 ℃; optical yield given as %de; diastereoselective reaction;

DOI:10.1016/j.tetasy.2011.06.004

Reference yield: 99.0%

diazoacetic acid ethyl ester (623-73-4) + 4-methyl-benzaldehyde (104-87-0) → ethyl (E)-3-(4-methylphenyl)acrylate (97585-04-1,20511-20-0,24393-49-5)

Guidance literature:

With Fe(TCP)Cl; polyethylene supported arsine; polymethylhydrosiloxane; In toluene; at 110 ℃; for 12h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1039/c1cc16747b

Reference yield: 99.0%

4-tolyl iodide (624-31-7) + ethyl acrylate (140-88-5,9003-32-1) → ethyl (E)-3-(4-methylphenyl)acrylate (97585-04-1,20511-20-0,24393-49-5)

Guidance literature:

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; palladium diacetate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Schlenk technique; Inert atmosphere; Cooling with liquid nitrogen; Irradiation;

DOI:10.1002/adsc.201600704

upstream raw materials:

piperidine

(4-methyl-benzylidene)-malonic acid monoethyl ester

ethanol

trans-p-methylcinnamic acid

Downstream raw materials:

4-Methoxy-2-oxo-6-p-tolyl-cyclohex-3-enecarboxylic acid propyl ester

4-Ethoxy-2-oxo-6-p-tolyl-cyclohex-3-enecarboxylic acid benzyl ester

ethyl 2-(3-chlorophenyl)acetate

4-methyl-cinnamic acid amide

Refernces

• 1、 Qian, Changtao,Wang, Longcheng. "Addition of silyl ketene acetals to nitrones catalyzed by lanthanide triflates". . p. 7193 - 7197. Retrieved 2000.
• 2、 Suárez-Escobedo, Laura,Gotor-Fernández, Vicente. "Solvent role in the lipase-catalysed esterification of cinnamic acid and derivatives. Optimisation of the biotransformation conditions". . . Retrieved 2021/02/05.
• 3、 Kashid, Abhijit A.,Patil, Dharmaraj J.,Mali, Ramling D.,Patil, Vijay P.,Neethu,Meroliya, Heena K.,Waghmode, Shobha A.,Iyer, Suresh. "Bimetallic Ni–Pd Synergism—Mixed Metal Catalysis of the Mizoroki-Heck Reaction and the Suzuki–Miyaura Coupling of Aryl Bromides". . p. 353 - 358. Retrieved 2020/08/05.