Ethyl 3-phenylpropionate

Base Information

• Chemical Name: Ethyl 3-phenylpropionate
• CAS No.: 2021-28-5
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Hs Code.: 29163900
• European Community (EC) Number: 217-966-6
• NSC Number: 126040
• UNII: 58E9Z9V64D
• DSSTox Substance ID: DTXSID9047095
• Nikkaji Number: J136.534G
• Wikidata: Q27261590
• Metabolomics Workbench ID: 49028
• ChEMBL ID: CHEMBL2252095
• Mol file: 2021-28-5.mol

Synonyms:benzenepropanoic acid, ethyl ester;EPP cpd;ethyl 3-phenylpropionate;ethyl dihydrocinnamate;ethyl phenylpropanoate

Chemical Property of Ethyl 3-phenylpropionate

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.028mmHg at 25°C
• Melting Point: 122-124 °C
• Refractive Index: n20/D 1.494(lit.)
• Boiling Point: 245.907 °C at 760 mmHg
• Flash Point: 103.202 °C
• PSA: 26.30000
• Density: 1.017 g/cm³
• LogP: 2.18230
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Soluble), DMSO (Slightly), Methanol
• Water Solubility.: <0.1 g/100 mL at 25℃
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 3-Phenylpropionate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CCC1=CC=CC=C1
• Uses: Ethyl 3-phenylpropionate is used as an active pharmaceutical ingredient intermediate. It is also used in the synthesis of pyrimidine based inhibitors of cyclin-dependant kinases.

Technology Process of Ethyl 3-phenylpropionate

There total 257 articles about Ethyl 3-phenylpropionate 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%

ethanol (64-17-5) + Benzyl 3-phenylpropionate (22767-96-0) → ethyl dihydrocinnamate (2021-28-5) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

2[{Cl(C₆F₁₃CH₂CH₂)2SnOSn(CH₂CH₂C₆F₁₃)2Cl}2]; In various solvent(s); at 150 ℃; for 16h;

DOI:10.1002/1521-3773(20011001)40:19<3670::AID-ANIE3670>3.0.CO;2-9

Reference yield: 100.0%

ethanol (64-17-5) + 3-phenylpropanoic acid methyl ester (103-25-3) → methanol (67-56-1) + ethyl dihydrocinnamate (2021-28-5)

Guidance literature:

2[{Cl(C₆F₁₃CH₂CH₂)2SnOSn(CH₂CH₂C₆F₁₃)2Cl}2]; In various solvent(s); at 150 ℃; for 16h;

DOI:10.1002/1521-3773(20011001)40:19<3670::AID-ANIE3670>3.0.CO;2-9

Reference yield: 84.0%

3-phenylpropionamide (102-93-2) → ethyl dihydrocinnamate (2021-28-5) + dihydrocinnamonitrile (645-59-0)

Guidance literature:

With tetraethoxy tellurium(IV); In tetrachloromethane; for 3h; Heating;

DOI:10.1246/bcsj.67.1759

upstream raw materials:

ethyl 3-phenyl-2-propenoate

ethanol

ethyl 3-phenylpropionimidate hydrochloride

2-ethoxy-2-oxoethyl benzoate

Downstream raw materials:

4-phenyl-2-methyl-2-butanol

diethyl 3,4-diphenylhexanedioate

2-(3,4-dimethoxy-phenyl)-3-oxo-5-phenyl-valeronitrile

4-phenethyl-1,7-diphenyl-heptane

Refernces

• 1、 Raspolli Galletti, Anna Maria,Antonetti, Claudia,Bertoldo, Monica,Piccinelli, Fabio. "Chitosan as biosupport for the MW-assisted synthesis of palladium catalysts and their use in the hydrogenation of ethyl cinnamate". . p. 95 - 101. Retrieved 2013.
• 2、 Larock, Richard C.,Hightower, Timothy R.,Kraus, George A.,Hahn, Pat,Zheng, Deye. "A Simple, Effective, New, Palladium-Catalyzed Conversion of Enol Silanes to Enones and Enals". . p. 2423 - 2426. Retrieved 1995.
• 3、 Zieniuk, Bart?omiej,Fabiszewska, Agata,Wo?oszynowska, Ma?gorzata,Bia?ecka-Florjańczyk, Ewa. "Synthesis of flavor compound ethyl hydrocinnamate by Yarrowia lipolytica lipases". . p. 455 - 464. Retrieved 2021.
• 4、 Stamatopoulos, Ioannis K.,Kapsi, Maria,Roulia, Maria,Vougioukalakis, Georgios C.,Raptopoulou, Catherine P.,Psycharis, Vassilis,Kostas, Ioannis D.,Kollár, László,Kyritsis, Panayotis. "Structural features and catalytic reactivity of [Pd{(Ph2P)2N(CH2)3Si(OCH3)3-κP,P′}I2] and related complexes in hydroalkoxycarbonylation and Suzuki–Miyaura C?C cross-coupling reactions". . p. 292 - 298. Retrieved 2018.
• 5、 Colwell, Arthur R.,Duckwall, Louis R.,Brooks, Reda,McManus, Samuel P.. "Synthesis of Carboxylic Acids and Esters Using Polymer-Bound Oxazolines". . p. 3097 - 3102. Retrieved 1981.
• 6、 Newman,Walborsky. "-". . p. 4296. Retrieved 1950.
• 7、 Lin, Tzuen-Yeuan,Fuh, Ming-Ren,Chan, I-San. "Reduction of ethyl t-cinnamates by samarium diiodide". . p. 843 - 847. Retrieved 2001.
• 8、 Dyker, Gerald. "Silica-Mediated Monohydrolysis of Dicarboxylic Esters". supporting information. p. 6773 - 6776. Retrieved 2021/12/31.